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Over 230,000 Listings
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Description:
Welcome to Murphy's Landing which is a large home on a clear, flow through swimming canal. With 65 feet of seawall and 4.5 feet of… More
Bedrooms: 4
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Envision yourself relaxing in a beautiful wood framed conch cottage with sloping tin roof in the heart of Old Town in Key West. This… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1700 to 2100
*Rates Subject to Change
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Description:
Beautiful 3 bedroom, 2 bath canal front home with own dock & clean canal to swim in. Quick easy access to gulf or Atlantic. Dive… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3200 to 3200
*Rates Subject to Change
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Description:
1350 sq ft of fabulous living space located on the 2nd floor, with garden and partial ocean views from a 38 ft private balcony… More
Bedrooms: 2
Sleeps: 4
*Rates: extra-night, From:
245 to 375
*Rates Subject to Change
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Description:
Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft private… More
Bedrooms: 2
Sleeps: 6
*Rates: extra-night, From:
265 to 395
*Rates Subject to Change
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Description:
Experience the uniqueness of the Lower Keys while staying in a spacious, three-bedroom private home on Big Pine Key, home to the… More
Bedrooms: 3
Sleeps: 9
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Fully maintained and cared for, luxury features, just two blocks from Duval and Mallory Square in Old Town Key West, a two story… More
Bedrooms: 2
Sleeps: 5
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Historic charmer, one block from Ernest Hemingway's home, great location, and off street parking for two cars. There is historic… More
Bedrooms: 3
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Secluded, well-maintained tropical paradise, backs up to bay, has canal along one side, and wooded area along the other. Enchanting… More
Bedrooms: 3
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The condo is quite large at over 1100 square feet and looks directly at beautiful Smathers Beach. The 'Sea Jay' is located in La… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
'Casa Louisa' is a cozy and charming turn-of-the-century cigar cottage located in the center of the historic cigar-making district… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekend, From:
400 to 665
*Rates Subject to Change
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Description:
'The Plantation' is a 3 bed 3 bath townhome located within the gated community of Truman Annex in Key West's Old Town area. In… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2200 to 3200
*Rates Subject to Change
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Description:
'Flamingo Beach' is a beautiful ground floor condominium located within the prestigious gated community of 'Truman Annex' in Key… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1200 to 1800
*Rates Subject to Change
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Description:
You'll enjoy this quiet, residential neighborhood as you relax on the back porch of this comfortable vacation home. 52 feet of boat… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2650 to 2650
*Rates Subject to Change
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Description:
Enjoy the rustle of swaying palms and the balmy tropical breezes from the screened and tiled balcony of this immaculate Island home.… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2700 to 2900
*Rates Subject to Change
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Description:
This beautiful, vacation home is tropical, bright and confortable. You'll wish it was your own! Tiki Hut and hammock dockside,… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4800 to 4800
*Rates Subject to Change
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Description:
This new Cudjoe Gardens beauty has every upscale amenity for your tropical getaway. Located at the end of a quiet street on the… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Villa Soleil is an elegant townhouse located in the Truman Annex section of Old Town, close to the ocean and great sunset views.… More
Bedrooms: 2
Sleeps: 6
*Rates: extra-night, From:
229 to 315
*Rates Subject to Change
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Description:
This luxury condo is located at the Sunrise Suites Resort just a short walk across the road to the Ocean with a recreational path 2… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Completely surrounded by luscious tropical greenery in beautiful quiet gated community of Truman Annex yet only one block away from… More
Bedrooms: 4
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Fantastic Direct Beach Front House! If you are a nature lover, this is the house to rent in the Lower Keys. Long Beach Estates is an… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6000 to 6000
*Rates Subject to Change
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Description:
Delightful in every way describes this hidden gem located in the Meadows area of Old Town Key West. This is a one bedroom, one… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
2500 to 4500
*Rates Subject to Change
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Description:
On the Water Stilt home on boating canal 1/4 mile from the open water. Fully furnished, central air conditioned, decorated in… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2500 to 2500
*Rates Subject to Change
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Description:
! Nothing between our balcony and the ocean except 20 yards of sand! Free high speed wireless Internet! This very upscale unit is… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2400 to 3350
*Rates Subject to Change
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Description:
We have everything you are looking for in a great Florida Keys vacation. Beautiful Cudjoe Key is just 23 miles from Historic Key… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
2800 to 3200
*Rates Subject to Change
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Description:
Brand new, beautiful two bedroom, two bathroom, stilt waterfront home. Sleeps six. Screened entry leads to french doors. The master… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
900 to 900
*Rates Subject to Change
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Description:
Brand new kitchen appliances, freshly painted, and hardwoods polished March 2010!!! Please read the reviews, we pride ourselves on… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Location, location, location! Cute cottage on the oceanside of the Florida Keys on a protected deep water canal one lot in from the… More
Bedrooms: 1
Sleeps: 4
*Rates: extra-night, From:
110 to 110
*Rates Subject to Change
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Description:
This 3 bedroom, 3 1/2 bathroom Old Town historic home has been totally remodeled to an exceptionally high standard and offers… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3500 to 7700
*Rates Subject to Change
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Description:
You feel it the moment you arrive. The warm tropical breezes, the blue green water. It's a rhythm. A rhythm set into motion over a… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
250 to 390
*Rates Subject to Change
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Description:
Keyora..a Jewel in the crown of Summerland Cove Isle. Located in a quiet, serene neighborhood. You are spoilt for view ..open water,… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
6500 to 6500
*Rates Subject to Change
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Description:
This beautiful, tastefully furnished home is located on the open water of the Atlantic Ocean and has all the amenities of home. With… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Sit back and relax in this delightful home on the open water. Equipped with all the comforts of home plus a heated pool and wifi… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3000 to 5200
*Rates Subject to Change
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Description:
Our 2bed/1 bath condo in the lovely gated community of Truman Annex provides the perfect way to experience Key West- like a local.… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1050 to 1900
*Rates Subject to Change
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Description:
Location, Location, Location!!! You can't find a better location than Duval St. One of only three unique units. This Condo is above… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekend, From:
200 to 275
*Rates Subject to Change
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Description:
Please Call Marilyn at 614-746-4702 from 9:00am to 10:00pm eastern std time. You will love staying in this great location where 90%… More
Bedrooms: 1
Sleeps: 3
*Rates: weekly, From:
925 to 1595
*Rates Subject to Change
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Description:
Villa Nomade is located in the Shipyard Condominiums at the Truman Annex. The Shipyard is in the heart of Old Town Key West on the… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1200 to 2000
*Rates Subject to Change
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Description:
(Monthly Rentals Only) : 621 Canfield Lane, Key West, Florida Tucked away at the end of a quiet and peaceful Old Town Lane is this… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Private, tropical, open water home offers everything you want for your true Keys vacation. Keep your boat on the 12,000 lb lift.… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
8000 to 8000
*Rates Subject to Change
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Description:
This condo is a 2BR/2BA Penthouse Loft on the 5th floor overlooking the marina. On the first floor is a full sized, fully equipped… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekend, From:
400 to 585
*Rates Subject to Change
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Description:
You’ll love this house! It has 6 Bedrooms 4 baths, can accommodate up to 18 people in beds. Thirty foot solar heated pool surrounded… More
Bedrooms: 6
Sleeps: 18
*Rates: monthly, From:
7950 to 7950
*Rates Subject to Change
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Oceanfront Vacation Condo Rental: 162417 |
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Description:
Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two-bedroom, two-bath, waterfront condominium… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
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*Rates Subject to Change
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Description:
Come and enjoy our newly furnished ground level condo. We are located in historic Truman Annex, centrally located in Old Town Key… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Experience breathtaking sunsets and escape to your own private corner of paradise at Sunset Shores. This Caribbean style 3 bedroom,… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Luxurious! Comfortable! Unforgettable! Located on the Atlantic Ocean with magnificent views, this beautifully decorated tropical… More
Bedrooms: 2
Sleeps: 4
*Rates: extra-night, From:
300 to 335
*Rates Subject to Change
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Description:
Classic Key West charm and great location within the Truman Annex gated community make this home of distinction an ideal place for… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
1989 to 3849
*Rates Subject to Change
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Description:
This cute and airy, 2 bedroom bungalow style home, has been tastefully decorated and freshly painted to make your stay comfortable… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
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*Rates Subject to Change
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Description:
This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It features a… More
Bedrooms: 1
Sleeps: 5
*Rates: nightly-weekend, From:
280 to 420
*Rates Subject to Change
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Description:
Constructed in 1859, this prestigious Key West home exemplifies elegant tropical living. Superb renovations in 2006-07 perfect the… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
8000 to 13000
*Rates Subject to Change
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Description:
Few properties in Key West can offer a true combination of quality, location and privacy like this one! Perched above the 600-block… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 5500
*Rates Subject to Change
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Description:
20 Miles from Key West and mini golf, private pool & hot tub, deluxe outdoor kitchen, outdoor shower, screened in porch all around,… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
One month minimum rental!! This Historic home was built in 1895 and lovingly restored in 2001.This is one of only two eyebrow style… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5500 to 7500
*Rates Subject to Change
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Description:
Away from it all 'Little Torch Key home' just 30 minutes from Key West night life and entertainment, and 9 miles from Bahia Honda… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
1850 to 1850
*Rates Subject to Change
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Description:
A hidden gem in Old Town!! It can be rented as a 4 bedroom/3 bath or as a 6 bedroom/4 bath. Our flexibility allows you more… More
Bedrooms: 6
Sleeps: 16
*Rates: nightly-weekend, From:
480 to 480
*Rates Subject to Change
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Description:
Our exclusive private waterfront home has fantastic water views in every room of this 3 level home. Located on the Ocean-side. The 3… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
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*Rates Subject to Change
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Description:
Description: Traditional yet stylish with careful attention to classic detail. Timeless elements throughout including 10ft ceilings… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
12500 to 12500
*Rates Subject to Change
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Description:
Kings Pointe Marina Formerly Oceanside Marina Condos are located directly on the ocean, with 22 recently constructed condominiums… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
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*Rates Subject to Change
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Description:
Breezeswept Villa is just three years old and is located on the open water in a tropical coastal community of waterfront homes on… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
2750 to 7350
*Rates Subject to Change
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Description:
We chose this home specifically for its location, it is on the open water with a canal. It has immense Open Water views in a… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1000 to 1000
*Rates Subject to Change
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Description:
Ocean Front Condo at 1800 Atlantic - Next to Smathers Beach 2 bedrooms, 2 full bathrooms, sleeps 6, wireless internet access More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Be our guest at one of the best that 1800 Atlantic Condominiums has to offer. With a wonderful tropical setting on the Atlantic… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4400 to 4900
*Rates Subject to Change
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Description:
This conch single family home (listed on the National Historic Register) located in the heart of Key West's “Old Town District” is… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Little Torch Key, Oceanside at mile marker 28 feels like paradise. This truly unique, delightful tropical paradise is only a 25… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3500 to 3750
*Rates Subject to Change
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Description:
Completely surrounded by luscious tropical greenery in beautiful quiet gated community of Truman Annex yet only one block from Duval… More
Bedrooms: 3
Sleeps: 7
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Very nice, 3 story clear canal front home with breathtaking sunset views overlooking the bird sanctuary ! Unforgettable open water… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Welcome to the Great Escape! Get away from it all, and yet, be in the midst of it all, in a location that offers everything needed… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
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*Rates Subject to Change
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Description:
Well maintained recently renovated luxury home with heated pool in very private yard. This charming home was built in 1918 so it has… More
Bedrooms: 3
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Our newly renovated 4100+ square foot house has 6 bedrooms 4.5 bathrooms houses situated on open water on Summerland Key. This… More
Bedrooms: 6
Sleeps: 12
*Rates: monthly, From:
18000 to 18000
*Rates Subject to Change
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Description:
Casa de Suenos, an English Dream house that is Delightful in every way. This hidden gem was completely re-done as a custom upscale… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
You will love staying in this great location where 90% of the residents are local. They each have an interesting Key West tale to… More
Bedrooms: 1
Sleeps: 3
*Rates: nightly-weekend, From:
135 to 135
*Rates Subject to Change
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Description:
ONE OF THE BEST LOCATIONS IN THE FLORIDA KEYS! Close to US 1, and Pine Channel which gives boaters immediate access to both the… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3450 to 3450
*Rates Subject to Change
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Description:
This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorated. Fresh… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
995 to 1695
*Rates Subject to Change
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Description:
The Galleria Condominiums, a wonderful, quiet retreat for a fun-filled and relaxing get-away! Each efficiency condo bears the name… More
Bedrooms: 0
Sleeps: 4
*Rates: nightly-weekend, From:
105 to 119
*Rates Subject to Change
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Description:
- WEEKLY RENTALS!!!! - Vacationing in the Florida Keys is often referred to as one of the most memorable times you will ever… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1500 to 1500
*Rates Subject to Change
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Description:
Beautifully renovated in/out large home. One in from Open water on canal, awesome views, unique cut in boat SLIP under the house!… More
Bedrooms: 3
Sleeps: 7
*Rates: monthly, From:
4750 to 4750
*Rates Subject to Change
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Description:
The Pineapple Cottage is a weekly vacation rental that offers what everyone wants: A great location and total privacy! Surrounded by… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1900 to 2800
*Rates Subject to Change
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Description:
A large four bedroom / 4 bath estate with dock is located on Key West’s only canal, making this the perfect home for boaters and… More
Bedrooms: 4
Sleeps: 9
*Rates: monthly, From:
7000 to 8000
*Rates Subject to Change
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Description:
Paradise Lost' is a unique two bedroom, two bath, ground floor condominium located within the prestigious gated community of 'Truman… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1400 to 2000
*Rates Subject to Change
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Description:
Villa Soleil is located in the Shipyard Condominiums at the Truman Annex. The Shipyard is in the heart of Old Town Key West on the… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1200 to 2000
*Rates Subject to Change
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Description:
Our beautiful home is located on the bayside in Big Coppitt Key. Wake up in the morning to stunning views of the bay. The house is… More
Bedrooms: 5
Sleeps: 12
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The Cabana del Sol is ½ acre spacious property with swimming pool & hot tub with sun deck on 150ft of waterfront property. Cute and… More
Bedrooms: 4
Sleeps: 12
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
For a TROPICAL VACATION come to our beautiful designer furnished cottage/mobile home at Venture Out Resort on Cudjoe Key. We pride… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
120 to 130
*Rates Subject to Change
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Description:
Located on the open water on the south side of Cudjoe Key, this home is that special place where you can get away from it all.… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This three bedroom home boasts of many special features and offers a perfect location. The upstairs can sleep 6-8 . Laying at the… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Location, Location, Location, Best in Truman Annex, private yet has front deck plus deck off main bedroom. Near all major… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1825 to 1825
*Rates Subject to Change
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Barry Beach Vacation House Rental: 19757 |
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Description:
Enjoy the ultimate in relaxation at this Gulf side home in Little Torch Key. This tropical hideaway is located on the open water… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2850 to 3000
*Rates Subject to Change
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Bay Pointe Vacation House Rental: 19759 |
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Description:
Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental has 2 large screen porches… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3800 to 4200
*Rates Subject to Change
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Breeze Swept Vacation House Rental: 19760 |
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Description:
Magnificent open water views in this beautiful 3 Bedrooms 2 bath home on Big Pine Key. This home boasts décor by award winning Key… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5600 to 5900
*Rates Subject to Change
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Description:
This spacious, Caribbean-style vacation home comes equipped with its own private swimming pool and great deep-water canal. We added… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
5500 to 6000
*Rates Subject to Change
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Casa del Sol Vacation House Rental: 19762 |
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Description:
Sit back and relax in this delightful home, situated on the open water. Equipped with all the comforts of home plus a heated pool.… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5000 to 5200
*Rates Subject to Change
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Cove Isles Vacation House Rental: 19765 |
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Description:
This contemporary vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2800 to 3100
*Rates Subject to Change
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Dolphin Point Vacation House Rental: 19769 |
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Description:
You’ll never forget your Florida Keys vacation after spending some time at this magnificent home. Located in Cudjoe Gardens which… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3900 to 4300
*Rates Subject to Change
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Description:
From the private balcony located off the master bedroom living area, to airy and vaulted ceilings, this Cape Cod style home promises… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2900 to 3400
*Rates Subject to Change
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Flying Cloud Vacation House Rental: 19771 |
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Description:
Fishing. Swimming. Boating.... Whatever your pleasure, the protective 75' seawall and clear, clean deepwater boating canal offers… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2750 to 2750
*Rates Subject to Change
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Gulf Shores Vacation House Rental: 19772 |
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Description:
Sit back and relax in this clean, airy, and spacious vacation home. Located on a canal and equipped with all the conforts of home.… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2750 to 2750
*Rates Subject to Change
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Description:
Bordered by the crystal-blue waters of the Atlantic Ocean, this fenced, open-water property comes equipped with all the… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3900 to 3900
*Rates Subject to Change
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Heron's Roost Vacation House Rental: 19774 |
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Description:
Come and enjoy the easy life when you select this wonderful vacation home in Doctor's Arm on Big Pine Key. This home has 3 Bedrooms… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3750 to 3900
*Rates Subject to Change
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Lazy Lagoon Vacation House Rental: 19775 |
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Description:
Looking for that perfect vacation spot in the Keys? This is the one. Luxury waterfront accommodations await for the whole group.… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5600 to 5900
*Rates Subject to Change
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Mango House Vacation House Rental: 19776 |
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Description:
Simple and sweet with no muss, no fuss. It's all right here - Gulf Side! This quaint two bedroom vacation home offers views, a… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
1800 to 2300
*Rates Subject to Change
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Paradise Bay Vacation House Rental: 19780 |
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Description:
This great Vacation Home is conveniently located on Cudjoe Key. The all tile kitchen is fully equipped and living & dining rooms… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2750 to 3100
*Rates Subject to Change
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Pirate's Cove Vacation House Rental: 19781 |
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Description:
Kick back and relax in this Island vacation home. Or, enjoy the spacious deck located off the kitchen area, and take in the warm… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2000 to 2200
*Rates Subject to Change
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Summer Isle Vacation House Rental: 19787 |
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Description:
Surrounded by lush, tropical landscaping, this gated open-water vacation home comes equipped will all the thoughtful touches of home… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
6900 to 7200
*Rates Subject to Change
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Description:
Cudjoe Key Pool Home!!!! Relax and enjoy this light and tropical, like-new vacation home. Step onto the large open porch and soak in… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4500 to 4800
*Rates Subject to Change
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Description:
Once you see this roomy two storey townhouse, you won’t want to stay anywhere else! Filled with natural light, this end unit is… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
2000 to 2150
*Rates Subject to Change
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Description:
Decorated in casual contemporary style, our second floor condo is newly-renovated, and centrally located in the Truman Annex, within… More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
1200 to 1400
*Rates Subject to Change
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Description:
Located in a great neighborhood at 1032 Spanish Main, this home is perfect for your next vacation. This very clean and neat 3… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
1300 to 1300
*Rates Subject to Change
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Mermaid's Rock Vacation House Rental: 203762 |
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Description:
Mermaid's Rock is located in prestigious Truman Annex, only 1 block from Duval Street and the famous Mallory Square sunset. No car… More
Bedrooms: 4
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Southern Palm is a townhome located within the gated community of Truman Annex in Key West's Old Town area. The Master Bedroom has… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
5400 to 7800
*Rates Subject to Change
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Description:
Everything you will need to assure your Key West Vacation is a success is here at my Sunset Marina Ocean Front Condo. The best… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Spacious 3 bedroom waterfront home with open wrap around deck. Private balcony off master bedroom provides spectacular open water… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Villa Fleur is located in the Shipyard Condominiums at the Truman Annex. The Shipyard is in the heart of Old Town Key West on the… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1200 to 1500
*Rates Subject to Change
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Description:
Came and stay for month or more in our charming hideaway while you experience the magic of Key West. We make your vacation memorable… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
5500 to 8000
*Rates Subject to Change
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Description:
Our 1800 Atlantic 3 bedroom condo offers a fabulous view of the ocean from all three bedrooms and living room. There's a feeling of… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Beautiful 3 bedroom 2 bath Caribbean-style waterfront home in Sugarloaf Shores. Complete privacy with lush landscaped grounds and… More
Bedrooms: 3
Sleeps: 7
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Relax in this peaceful Keys getaway tucked away in beautiful Big Pine Key. From your sun deck you can observe abundant marine life,… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2690 to 3990
*Rates Subject to Change
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Description:
Beautiful and spacious house with private pool in quiet neighborhood. The house has a living room with TV, DVD, VCR, CD/radio,… More
Bedrooms: 4
Sleeps: 9
*Rates: monthly, From:
2990 to 4990
*Rates Subject to Change
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Description:
Truman Annex is the most exclusive and magnificent development in Old Town, Key West with wide streets lined with multi-million… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Villa Paradiso Vacation House Rental: 20874 |
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Description:
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
360 to 730
*Rates Subject to Change
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Havana Lane Vacation House Rental: 20875 |
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Description:
Thoughtfully restored, Havana Lane, hearkens back to a time when cigar makers lived in the neighborhood, gathering on porch stoops… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
310 to 530
*Rates Subject to Change
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Bali Hideaway Vacation House Rental: 20876 |
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Description:
Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
180 to 281
*Rates Subject to Change
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Description:
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
200 to 330
*Rates Subject to Change
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Description:
This charming one bedroom cottage is the perfect hideaway. A homey, inviting compound created so owners could enjoy shared tropical… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
160 to 280
*Rates Subject to Change
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Description:
Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key West. Hidden behind the most… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
330 to 570
*Rates Subject to Change
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Description:
The best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
270 to 400
*Rates Subject to Change
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Description:
This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
250 to 400
*Rates Subject to Change
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Description:
This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
250 to 400
*Rates Subject to Change
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Casa de Cuba Vacation House Rental: 20884 |
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Description:
Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
450 to 790
*Rates Subject to Change
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Louisa House Vacation House Rental: 20885 |
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Description:
Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost… More
Bedrooms: 4
Sleeps: 8
*Rates: nightly-weekday, From:
550 to 800
*Rates Subject to Change
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Coconut Cabana Vacation House Rental: 20886 |
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Description:
An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
340 to 610
*Rates Subject to Change
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Duval Roost Vacation House Rental: 20887 |
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Description:
This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a private lane. Enter the… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
390 to 700
*Rates Subject to Change
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Description:
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three… More
Bedrooms: 4
Sleeps: 8
*Rates: nightly-weekday, From:
700 to 1050
*Rates Subject to Change
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Vista Verde Vacation Condo Rental: 20889 |
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Description:
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
190 to 380
*Rates Subject to Change
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Description:
Unique oceanfront living sitting 65 feet from the Atlantic. Enjoy an ocean view as ocean breezes cool you. This spacious 2 bedroom… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
330 to 480
*Rates Subject to Change
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Description:
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This elegant 3 bedroom/ 2… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2380 to 3710
*Rates Subject to Change
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Description:
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This 2 bedroom 2 bath… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
330 to 480
*Rates Subject to Change
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Description:
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This 2 bedroom 2 bath… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
330 to 480
*Rates Subject to Change
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Description:
Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding property was featured in… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
170 to 260
*Rates Subject to Change
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Description:
A spacious studio apartment and large deck make this the perfect romantic getaway, feast your eyes on the breathtaking views of the… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
160 to 250
*Rates Subject to Change
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Description:
Beautiful four bedroom penthouse condo steps from the action has been recently upgraded. This four bedroom, 4.5 bath condo is in the… More
Bedrooms: 4
Sleeps: 8
*Rates: nightly-weekday, From:
410 to 720
*Rates Subject to Change
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Description:
In the heart of Old Town, convenient to everything. The condo is set above a brick, tree lined courtyard that includes shops and… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
310 to 490
*Rates Subject to Change
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Description:
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
150 to 260
*Rates Subject to Change
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Description:
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
220 to 370
*Rates Subject to Change
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Description:
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 370
*Rates Subject to Change
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Description:
Attractive tropical conch style 2 story Presidents Walk townhouse on Southard St within the prestigious Truman Annex in Old Town.… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1000 to 2500
*Rates Subject to Change
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Description:
Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This beautiful luxurious Harbor Place ocean… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
10000 to 17000
*Rates Subject to Change
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Description:
Note: Monthly Vacation Rental, I don't use the calendars, as I have multiple Properties in Key West. Petronia Palms Is located just… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Located on an excellent deep draft canal, fantastic boating with cool breezes. This new 3 bedroom 2 bath home includes all the… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2500 to 2500
*Rates Subject to Change
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Description:
Our recently updated condominium is decorated in a tropical theme with all the amenities of home. The master bedroom has a king-size… More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
1300 to 1600
*Rates Subject to Change
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Description:
This end unit townhome features 2 bedroom, 1 and ½ bath and is located on President's walk in the prettiest section of the Truman… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Best location in the lower keys - Everything you need to enjoy a perfect keys vacation: superb boating location, 60 foot concrete… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Resort-like living - monthly or seasonal vacations in beautiful Lower Sugarloaf Key - just 15 minutes from Key West. All of our… More
Bedrooms: 5
Sleeps: 12
*Rates: monthly, From:
15545.18 to 15545.18
*Rates Subject to Change
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Description:
Enjoy all the charm Key West has to offer in this beautiful, newly renovated 4 bedroom/3 full bath house with private heated pool in… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
8100 to 14700
*Rates Subject to Change
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Description:
This newly renovated home is perfect for a family or group of friends who want to get away and become 'temporary residents' of the… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
2700 to 6500
*Rates Subject to Change
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Description:
Condo located less than 1/2 mile outside of Key West in new gated community in Stock Island. 1100 sq. ft, beautifully decorated in… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
200 to 450
*Rates Subject to Change
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Description:
Welcome to Paradise! Your vacation officially begins as soon as you walk through the door of our lovely house. We have created a… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Why stay at a hotel when you can enjoy beautiful open water views with extreme quiet and peacefulness at this end-of-the-road home.… More
Bedrooms: 3
Sleeps: 10
*Rates: monthly, From:
3200 to 3500
*Rates Subject to Change
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Description:
Just pack your shorts and sandals, your Jimmy Buffet CD's, pick up a Hemmingway book, and head for this fantastic 3 bedroom, 2… More
Bedrooms: 3
Sleeps: 8
*Rates: extra-night, From:
310 to 350
*Rates Subject to Change
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Description:
Charming, oceanfront house directly on beach. Most beautiful spot in the Keys! Very private, like being on your own tropical island.… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
9500 to 11500
*Rates Subject to Change
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Description:
Note: Monthly Vacation Rental, I don't use the calendars, as I have multiple rentals. Petronia Palms Is located just one block from… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Perfect location and great for entertaining! In the heart of Old Town Key West across from Margaritaville and just steps from… More
Bedrooms: 6
Sleeps: 14
*Rates: weekly, From:
7995 to 7995
*Rates Subject to Change
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Description:
A beautiful, charming two bedroom, two bath condominium in an historic Key West home. No non-descript apartment building here. This… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Our Island Thing... If you have a 'thing' for the islands of the Florida Keys then come have a fabulous get away at 'Our Island… More
Bedrooms: 3
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Located in Key West's Historic Seaport, choice of two sailboats for your dockside lodging. Your stay/sail charter includes 2 hour… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekend, From:
295 to 295
*Rates Subject to Change
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Description:
This home located on one of the few deep water canals in the Lower Keys area.Crystal clear canals boasts 4 1/2 foot draft and can… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3500 to 4200
*Rates Subject to Change
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Description:
This 2,000-square ft-condo is unique in that it has two large master bedroom suites with changing areas and private baths plus a… More
Bedrooms: 3
Sleeps: 8
*Rates: nightly-weekend, From:
350 to 500
*Rates Subject to Change
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Description:
Bright, colorful and tropical this freshly remodeled home is located within easy walking distance to convenience store and Olympic… More
Bedrooms: 1
Sleeps: 5
*Rates: nightly-weekend, From:
100 to 100
*Rates Subject to Change
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Description:
Welcome to Casa Amor, our love nest for ten years has been converted into a vacation rental for you. We are located just two blocks… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
7500 to 9200
*Rates Subject to Change
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Description:
Looking for the perfect affordable hide-away in Key West? Located in a remodeled Victorian Home - this guest room is just perfect… More
Bedrooms: 0
Sleeps: 2
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Free use of two Ocean Kayaks during your stay. Dock your boat behind the 2 bedroom/2 bathroom nicely decorated rental unit on a deep… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The Fort Zach condo has two bedrooms, one with a queen size bed and the second with two twin beds. The one bathroom has a tub with… More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
1100 to 2000
*Rates Subject to Change
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Description:
I am excited to offer our most recent addition of reasonably priced gorgeous homes located at Coral Hammock. Built in 2004, this… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekend, From:
175 to 175
*Rates Subject to Change
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Description:
It doesn’t get more tropical than this!! There’s a palm tree in the middle of the house! Tropical bamboo interior throughout… More
Bedrooms: 3
Sleeps: 12
*Rates: weekly, From:
2000 to 2900
*Rates Subject to Change
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Description:
The 'Main House' is a 2 story, 4 bedroom 1.5 bathroom renovated historic home. The house can accommodate 8 guests - 1 queen bed, 1… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
7000 to 8000
*Rates Subject to Change
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Description:
Oceanside Condos at King's Pointe Marina is one of the most prestigious communities which offers breathtaking water views and large,… More
Bedrooms: 3
Sleeps: 7
*Rates: nightly-weekend, From:
215 to 215
*Rates Subject to Change
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Description:
Prime Old Town Walking Location. Across the Street from Southernmost on the Beach, and down the Street from the Southernmost Point.… More
Bedrooms: 5
Sleeps: 12
*Rates: extra-night, From:
700 to 1000
*Rates Subject to Change
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Description:
Here's Céad Míle Fáilte to friend and to rover That's a greeting that's Irish as Irish can be It means you are welcome a thousand… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Tropically landscaped with open water views. The minute you walk in the home invites you to simply relax and enjoy the laid back… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3500 to 3500
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekend, From:
419 to 449
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekend, From:
279 to 299
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekend, From:
159 to 179
*Rates Subject to Change
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Description:
Casa Aqua is a Spanish Mediterranean estate on the ocean in the Lower Florida Keys. The mansion may be rented separately or with the… More
Bedrooms: 6
Sleeps: 12
*Rates: extra-night, From:
1200 to 1200
*Rates Subject to Change
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Description:
New Construction. 3 bedrooms 2 full baths. Deep Water Boating Canal, easy access to Ocean. 2 blocks to Looe Key Reef Resort and… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Note: Monthly Vacation Rental, I don't use the calendars, as I have multiple Properties in Key West Welcome to Petronia Palms! and… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
One of the best locations in key west located within walking distance to everything on the island , this charming home has all the… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Island Villa Vacation House Rental: 250258 |
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Description:
Relax and enjoy your Keys vacation in this spacious 5 bedroom 3 bath tri-level home. Gatherings will be especially memorable in and… More
Bedrooms: 5
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Truly tropical paradise located just offshore. and dryer, BBQ with extra propane, outside sink and shower, linens, etc. Just bring… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom, one bathroom unit has a spacious… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Truman Annex Shipyard Condominium. 'Havana Views.' Two bedrooms/one full bathroom/sleeps maximum four people. Welcome to Kwjewel's… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
One of the most beautiful homes in Key West located on a wide canal with 35' of dock space available! Custom design heated pool.… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Beach, Bath & Tennis! La Brisa is a gated oceanfront condo located across the street from Smathers Beach - one of only a few… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1400 to 2450
*Rates Subject to Change
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Description:
This condo is one of the best 1800 Atlantic has to offer. Situated on the Atlantic Ocean in a tropical setting with lush… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Luxurious tropical courtyard view two bedroom condo. This exceptional condo has a City of Key West Transient License which permits… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 6500
*Rates Subject to Change
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Description:
Located in upscale South Point, overlooking Sugarloaf Sound and just 12 miles from Key West, this beautiful home offers you a… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
10500 to 10500
*Rates Subject to Change
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Description:
Welcome to the 'Sago Palm Cottage'! Note: Monthly Vacation Rental, I don't use the calendars, as I have multiple Properties in Key… More
Bedrooms: 0
Sleeps: 2
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Island View is a charming three bedroom estate situated on three tropical landscaped lots that overlook the Atlantic Ocean and… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
6000 to 6900
*Rates Subject to Change
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Description:
'CASA ROYAL' allows you to live like a local. Completely renovated using quality finishings,this private single family home consists… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4500 to 7550
*Rates Subject to Change
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Description:
We know that you will enjoy staying in our little bit of paradise - our home away from home - Key West's Crown Jewel. This is a… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
2300 to 2300
*Rates Subject to Change
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Description:
Greetings from Paradise, where the temperature is 82 degrees, water temperature 80, and the wind SE at 10, just enough breeze to… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3000 to 5400
*Rates Subject to Change
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Description:
Beautiful Spacious Condo overlooking the Key West Harbor waterfront! - This exclusive condo is a part of Harbor Place, a waterfront… More
Bedrooms: 3
Sleeps: 7
*Rates: weekly, From:
2500 to 2500
*Rates Subject to Change
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Description:
The Conch Retreat Condo is in the beautiful gated community of Truman Annex. It's within walking to Duval Street and the best beach… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1100 to 1100
*Rates Subject to Change
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Description:
Enjoy a truly unique Florida Keys experience in this 3-bedroom, 2-bath home with a large tropical yard, beautifully landscaped with… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3600 to 4000
*Rates Subject to Change
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Description:
Located in the fabulous string of islands called the Florida Keys on the open water. The best Bahia Honda beautiful sandy beach is… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
10000 to 10000
*Rates Subject to Change
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Description:
Located approximately 3 miles from Duval Street and just a mile from Smather's beach this condo offers a good standard of… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
175 to 225
*Rates Subject to Change
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Description:
From the minute you walk through the front door, you'll feel like you're in paradise. The view is spectacular day and night. Located… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1900 to 3500
*Rates Subject to Change
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Description:
Two Bedroom Oceanview Retreat in Cudjoe Keywith Open Water View and Direct Boating Access. Great boating from concrete dock with… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2800 to 3200
*Rates Subject to Change
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Description:
Beautifully remodeled, 1374 sq. ft., 2 bedroom (King Beds) 2Bath luxury condo located on the beach - SLEEPS 6. Gorgeously landscaped… More
Bedrooms: 2
Sleeps: 6
*Rates: extra-night, From:
265 to 390
*Rates Subject to Change
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Description:
Very comfortable vacation home has it all! Concrete seawall with cut out for your boats, fast access to open water for fishing,… More
Bedrooms: 1
Sleeps: 7
*Rates: monthly, From:
3200 to 3200
*Rates Subject to Change
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Description:
Completed in 1992, this two bedroom two bath home was designed by a local architect for the relaxed Key West tropical lifestyle.… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This beautiful waterfront home is located in Jolly Roger Estates, directly on the Atlantic Ocean. Experience an amazing sunset view… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
5850 to 5850
*Rates Subject to Change
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Description:
5 acres, Very private, Luxury estate home. Elegantly decorated and lushly landscaped. This Amazing estate home includes outdoor… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
12000 to 12000
*Rates Subject to Change
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Description:
This Unique Bayfront home offers amazing sunrise over the open water. The round shape of this home and many windows offers panoramic… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
7050 to 7050
*Rates Subject to Change
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Description:
This open water 'BAYFRONT' home offers both sensational sunrise views overlooking the waters of Pine Channel and sunset views over… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4050 to 4050
*Rates Subject to Change
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Description:
Enjoy the comforts of home in the midst of paradise. Comfortable, reasonably priced 2-bedroom condominium in Sunrise Suites Resort.… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
110 to 175
*Rates Subject to Change
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Description:
Openwater, Pool and Privacy are yours when you enter the gate to this 3 bedroom, 3 bath resort home located on Sugarloaf Key in the… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
7500 to 7500
*Rates Subject to Change
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Description:
This two bedroom with small additional sleeping area - two bath canal home located on Cudjoe Key is ideal for a peaceful and quiet… More
Bedrooms: 2
Sleeps: 5
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
6500 to 7500
*Rates Subject to Change
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Description:
Surrounded by beauty and tranquility, this spacious and updated 2 bedroom, 2 bath accommodation features its canal with easy access… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2000 to 2500
*Rates Subject to Change
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Description:
Located along Millionaires Row on prestigious Summerland Key Florida, Summerland Estate is a state and county licensed weekly rental… More
Bedrooms: 5
Sleeps: 12
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Newly Remodeled home with in ground heated pool. This 4 bedroom, 3 full baths, fully-furnished home is situated on the most… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
6700 to 7900
*Rates Subject to Change
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Description:
NEW HEATED IN GROUND POOL TO BE READY BY AUGUST 2011. This 4 bedroom, 3 full bath, fully-furnished home is right on Bogie Channel on… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
4500 to 7700
*Rates Subject to Change
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Description:
This property is having a new outdoor heated pool installed this summer, it will be ready by August. Step into paradise and leave… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4900 to 7200
*Rates Subject to Change
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Description:
'Key West Beach Club' is located on the Atlantic Ocean, This is a premier condominium property in Key West and this unit is a sought… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Pelican's Perch is conveniently located within walking distance to most everything in Key West. It has been remodeled with new… More
Bedrooms: 2
Sleeps: 5
*Rates: monthly, From:
5600 to 5600
*Rates Subject to Change
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Description:
Authentic slice of Old Key West near Bahamas Village coupled with the modern amenities of new construction, this is our… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Here is a get-away that surrounds you with all the comforts of home. Just 30 minutes north of Key West, 15 minutes from Bahia Honda… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1400 to 1400
*Rates Subject to Change
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Description:
Chalet D'Amour is part of the Travelers Palm Inn, a member of the Green Hotels Association. The 9' ceilings in our custom designed… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
2100 to 2300
*Rates Subject to Change
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Description:
This fantastic 3 bedroom, 2 Bath home has a great wrap around porch. You can relax on the porch enjoying the sea breeze or barbecue… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3990 to 3990
*Rates Subject to Change
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Description:
Casa Caracol is part of The Travelers Palm Inn, a member of The Green Hotels Association. The 9' ceilings in our custom designed… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
2050 to 2250
*Rates Subject to Change
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Description:
The 9' ceilings in our custom designed Isla Bella will add to your feeling of comfort and relaxation during your visit. This house… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
2050 to 2250
*Rates Subject to Change
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Description:
Tiki Beach is a secluded 3 bedroom, 2 bath beach bungalow located on the Gulf side of the Island. Breathtaking sunrises from the… More
Bedrooms: 3
Sleeps: 9
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Boat in, boat out. Inspired by Balinese design this private waterfront retreat has deep-water access and is the ultimate base for… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
1750 to 1750
*Rates Subject to Change
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Description:
Reno's Completed May 2010! This unique unit is OUR VACATION HOME NOT JUST ANOTHER RENTAL. Located in the Ship Yard of Truman Annex a… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1050 to 1650
*Rates Subject to Change
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Description:
Open Water property with great view and relaxing feel! Enjoy breathtaking sunsets through the palms in the evening with beverage in… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
4000 to 5000
*Rates Subject to Change
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Description:
Florida Keys Living the way it should be! Located in Doctor`s Arm in a very nice and quiet neighborhood. Boating access to the… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3000 to 3200
*Rates Subject to Change
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Description:
Located in the old town of Key West Carpe Diem is a quintessential Conch Cottage close to all attractions and only a few blocks from… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
2000 to 4000
*Rates Subject to Change
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Description:
If it is character you are seeking you have found your accommodations. This unique space occupies the entire 2nd floor of a historic… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3000 to 4900
*Rates Subject to Change
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Description:
Located on a private, quite, cul de sac, in the prestigious neighborhood of South Point, Beachside Bungalow is the Florida Keys… More
Bedrooms: 4
Sleeps: 12
*Rates: weekly, From:
3000 to 3000
*Rates Subject to Change
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Description:
This MONTHLY RENTAL is a newly renovated two story traditional Key West home with attached guest cottage and was the former home of… More
Bedrooms: 4
Sleeps: 7
*Rates: monthly, From:
5750 to 9000
*Rates Subject to Change
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Description:
Venture out lot 461 cudjo key.This is a 5 star Resort in a guarded community. The house is on a 35' Canal front, totally remodeled… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
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*Rates Subject to Change
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Description:
My Blue Haven is a Weekly Rental: Saturday-Saturday. My Blue Haven offers 4 bedrooms, 2 & 1/2 baths, a boat dock & more! Recently… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
5600 to 5600
*Rates Subject to Change
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Description:
Big Torch Key is reminiscent of the Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views will take… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4000 to 6200
*Rates Subject to Change
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Description:
This condo overlooks Truman Annex's lush landscaping & Shipyard pool. A short walk or bike ride to one of the best beaches on the… More
Bedrooms: 1
Sleeps: 2
*Rates: weekly, From:
1100 to 1100
*Rates Subject to Change
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Description:
new 'Green' custom concrete elevated 2400 square ft ,3 BR/ 4 BA home, dual stairways, fenced/gated, open parking below. corner canal… More
Bedrooms: 3
Sleeps: 10
*Rates: monthly, From:
3000 to 3000
*Rates Subject to Change
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Description:
Enjoy breathtaking sights and sounds from our penthouse condo, just 5 mi. outside of Key West. Our 672 sq. ft. efficient condo is… More
Bedrooms: 2
Sleeps: 6
*Rates: extra-night, From:
99 to 249
*Rates Subject to Change
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Description:
It is home for the famous Key Deer who are protected and can be seen roaming freely all over the island. Big Pine is also the home… More
Bedrooms: 2
Sleeps: 12
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
It is home for the famous Key Deer who are protected and can be seen roaming freely all over the island. Big Pine is also the home… More
Bedrooms: 3
Sleeps: 12
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This is a beautiful sparkling clean house located just 19 miles from Key West in a guarded community. Park your boat right behind… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This 4 bedroom, 2 bath ranch style single family home is located 3 blocks from Smather's Beach and 5 blocks from Higgs Beach on the… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
4500 to 6800
*Rates Subject to Change
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Description:
Beautiful vacation home in Key West Truman annex. Conveniently located two and a half blocks from Duval Street and Mallory Square.… More
Bedrooms: 4
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Freshly redone, completed January 2009. Brand new high end furniture, including leather sofa and love seat. Brand new Beds, top of… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Private Luxury Home with Heated Pool surrounded by lush tropical landscaping. Our vacation rental home is a fusion of Florida style… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5000 to 7800
*Rates Subject to Change
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Description:
A Paradise treasure can be your vacation dream home! The dream of vacationing on the water on a tropical island has now come… More
Bedrooms: 4
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The Casa Marina neighborhood is one of the most coveted residential areas in Historic Old Town Key West. Known for outstanding… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4000 to 8000
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekend, From:
149 to 169
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekend, From:
149 to 319
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekend, From:
149 to 169
*Rates Subject to Change
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Description:
Tree Tops is a stylish and practical one bedroom condo located in the gated community of Truman Annex. Truman Annex is a popular and… More
Bedrooms: 1
Sleeps: 3
*Rates: weekly, From:
1000 to 1000
*Rates Subject to Change
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Description:
DUPONT RETREAT is a bright and spacious 3 bedroom, 3 bath home has the best of everything with a private pool surrounded by lush… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2900 to 2900
*Rates Subject to Change
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Description:
Enjoy spectacular bay views and sunsets from the comfort of this great home. Open floor plan creates the perfect place for… More
Bedrooms: 3
Sleeps: 9
*Rates: monthly, From:
4000 to 4500
*Rates Subject to Change
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Description:
Tropical Keys home on Ramrod Key is an ideal spot for your vacation home. Cathedral ceilings, tropical colors, large kitchen, canal,… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2800 to 3200
*Rates Subject to Change
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Description:
IMAGINE CUDJOE KEY! Imagine, as the mainland fades, and the Florida Keys island chain gracefully sweeps westerly toward the sunset.… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Located in beautiful Cudjoe Gardens, an upscale subdivision this large, beautiful (newly remodeled) custom island home is ground… More
Bedrooms: 5
Sleeps: 10
*Rates: monthly, From:
3000 to 3000
*Rates Subject to Change
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Description:
'The Overlook' at Big Pine Key is an exclusive private waterfront pool(heated) home located next to the Blue Heron and Key Deer… More
Bedrooms: 2
Sleeps: 10
*Rates: monthly, From:
4950 to 4950
*Rates Subject to Change
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Description:
'Seaclusion' is a unique 3000 square foot custom built home set on over an acre of tropical landscaping with a sparkling new heated… More
Bedrooms: 4
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Imagine yourself ''Midnight at the Oasis!'' This spacious, waterfront home is lushly landscaped on a deep water, swimming canal with… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Ocean is steps out your door!! You're going To Love it! Studio UP!~Kingbed has horizon view from your pillow!! ~NOTICE! Special… More
Bedrooms: 0
Sleeps: 2
*Rates: nightly-weekend, From:
219 to 339
*Rates Subject to Change
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Description:
This great family vacation spot near Key West is in the Florida Keys! Stay in the lovingly renovated two-bedroom 'Conch Cottage' on… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the ocean and sitting out on a point with water… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
950 to 1700
*Rates Subject to Change
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Description:
Cudjoe Key (15 minutes from Key West OR Bahia Honda State Park) 3 bedroom, 2 bath newer home with master suite having a double sink,… More
Bedrooms: 3
Sleeps: 10
*Rates: weekly, From:
1800 to 2950
*Rates Subject to Change
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Description:
Affordable clean, comfortable cottages just 20 miles from Key West. Located on the oceanfront. Housekeeping cottage with full… More
Bedrooms: 4
Sleeps: 18
*Rates: nightly-weekend, From:
200 to 200
*Rates Subject to Change
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Description:
Luxury, 2300 sq. ft. pool home with large porch, overlooking canal and partial open-water view. Three bedrooms and two baths. One… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
6000 to 6000
*Rates Subject to Change
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Description:
Large secluded Old Town Conch-Style town home is located on Truman Avenue just one block from Duval Street. First floor has a… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This is a beautiful Spanish style home on a clean swimming canal 9 miles from Duval Street, Key West. Our home is just 4 houses from… More
Bedrooms: 3
Sleeps: 6
*Rates: extra-night, From:
150 to 150
*Rates Subject to Change
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Description:
This isn't just a house, this is your own private mini resort in Key West, Florida. THERE IS NO OTHER PROPERTY THAT COMPARES TO THIS… More
Bedrooms: 7
Sleeps: 20
*Rates: monthly, From:
30000 to 30000
*Rates Subject to Change
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Description:
Would you enjoy truly modern luxury within walking distance to Key West's best restaurants, clubs, and art galleries? If so, this is… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
2500 to 2500
*Rates Subject to Change
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Ocean Retreat Vacation Townhome Rental: 327107 |
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Description:
Private Home One of the nicest rentals in Key West. Close to Ocean and beach. Access to large private association pool. Three blocks… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2900 to 4400
*Rates Subject to Change
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Ocean Paradise Vacation House Rental: 327109 |
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Description:
This is a One Week Minimum Stay!!! Three bedroom four bath private home. Heated Pool with massage water jets and special colored… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
4400 to 5900
*Rates Subject to Change
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Description:
Unique estate property that has it all. Dockage, sandy beach, shopping, scuba diving, off shore fishing, back country tarpon… More
Bedrooms: 7
Sleeps: 14
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The neighborhood is beaming with colorful Conch style, white picket fenced homes, lush tropical plants, resort style tranquil pools,… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Beautiful Florida Key Vacation Home, The American Caribbean , on Mile Marker 26 on Ram Rod Key, Florida Very Private Location!… More
Bedrooms: 3
Sleeps: 7
*Rates: extra-night, From:
250 to 250
*Rates Subject to Change
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Description:
Take your boat from the dock for Quick and easy access to the Ocean, Snorkeling/Diving at Looe Key, and the Fishing in the warm… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2500 to 2500
*Rates Subject to Change
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Description:
Casa Colonial is Key West Luxury at its best! Nestled in a quite residential neighborhood, this amazing three story colonial house… More
Bedrooms: 3
Sleeps: 7
*Rates: monthly, From:
10500 to 10500
*Rates Subject to Change
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Description:
The historic cottage features two bedrooms, one with king pillow top bed , 27 inch flat screen CATV and the other with queen pillow… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
4000 to 4000
*Rates Subject to Change
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Description:
www. keywestlabrisacondo.com La Brisa Condominium is located on S. Roosevelt Blvd. across the largest beach in Key West, Smathers… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
3 Bedrooms/2 Bath also roll away couch so sleeps 8 comfortably. Large Deck with Screened in porch. BBQ Grill, Washer/Dryer,… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3250 to 3250
*Rates Subject to Change
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Description:
This Simonton Studio is neat, sweet and complete. This pet friendly accommodation is the perfect location for exploring Key West.… More
Bedrooms: 0
Sleeps: 2
*Rates: weekly, From:
675 to 1500
*Rates Subject to Change
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Description:
Completely Renovated Luxury Conch Home In Old Town. Fabulous Pool And Manicured Grounds. Double Lot. Hardwood Floors, High Ceilings,… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
12000 to 20000
*Rates Subject to Change
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Description:
Lovely 2 bedroom/ 2 bath home in paradise with tropical plants. This location is a boaters dream. It is secluded off main highway.… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3800 to 3800
*Rates Subject to Change
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Description:
Situated on one of the quietest streets on Lower Sugarloaf Key, this home is the perfect vacation getaway. It's canalfront location… More
Bedrooms: 3
Sleeps: 10
*Rates: monthly, From:
3500 to 3500
*Rates Subject to Change
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Description:
Beautiful 2 bedroom 2 bath canal front home in the Florida Keys! A 35ft waterfront complete with whips, dock posts, cleats, and a… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Beauty and economy in the heart of Old Town Key West! Ideally located just one block from famous Duval Street, this ground floor… More
Bedrooms: 0
Sleeps: 2
*Rates: nightly-weekend, From:
148 to 228
*Rates Subject to Change
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Description:
Beautiful condo centrally located in Key West. Huge master suite overlooking beach and pool. Second bedroom has private entrance.… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3500 to 4500
*Rates Subject to Change
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Description:
Please include your phone numbers with your inquiry (required), even if you are overseas... Since there are three completely self… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
2800 to 2800
*Rates Subject to Change
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Description:
Magnificent sunsets and views from a isolated eco-friendly environment. Located on quiet Big Torch Key just 30 minutes from Key… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Lovely, private, conch home in a lush, tropical garden setting located less than 10 min. walk to Smathers ocean beach. Here you can… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
7500 to 8000
*Rates Subject to Change
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Description:
Charming house in Old town near the cemetery and 3 blocks from Duval. Just one 1 block from Seven Fish! Complete renovation in 2006… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Crocodile Ranch is a 2 bedroom 1 bath, lower level, renovated 'Shipyard' home located in the Truman Annex. This is a perfect… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1100 to 1600
*Rates Subject to Change
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Description:
Located in a private compound, this home features a lovely shared garden along with a side patio area. This two story home has tile… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 3500
*Rates Subject to Change
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Description:
This is a very charming, cozy place to spend your relaxing keys vacation. On a beautiful swimming canal, with dockage and great… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This is a beautiful 6 year old house in front of the water where you can: 1. Park your boat on the dock and go to the Gulf (25 min)… More
Bedrooms: 3
Sleeps: 12
*Rates: weekly, From:
1500 to 1500
*Rates Subject to Change
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Description:
The house is the essence of Key West elegant and tropical in the same breath of sea air as the beach is only minutes away as is… More
Bedrooms: 1
Sleeps: 8
*Rates: weekend, From:
2100 to 2100
*Rates Subject to Change
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Description:
My Sunshine Luxury Suite is an upscale property located in Key West, an island paradise. Sunshine Suite provides the luxury and… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1000 to 1000
*Rates Subject to Change
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Description:
Located just outside of Key West...Some open water views from this clean and comfortable 2 bedroom/1 bath canal front apartment in… More
Bedrooms: 2
Sleeps: 2
*Rates: monthly, From:
1895 to 2795
*Rates Subject to Change
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Description:
'ABALONE' ~ This antique, Bostonian style Foundry Townhome is located just steps away from “Truman’s Little White House”. Vaulted… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1800 to 1800
*Rates Subject to Change
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Description:
This home has a split floor plan with 5 bedrooms and 3 full bathrooms - Great layout for multiple families visiting together. This… More
Bedrooms: 5
Sleeps: 12
*Rates: monthly, From:
4500 to 4500
*Rates Subject to Change
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Description:
Fine yet affordable accommodation located in the gated community of Coral Hammock known for its well manicured lush tropical… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
1395 to 1995
*Rates Subject to Change
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Description:
This townhome is located in the award-winning community The Truman Annex. The Truman Annex encompasses stately homes, luxury… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4800 to 4800
*Rates Subject to Change
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Description:
This 2 bedroom, 2 bathroom unit offers all the convenience and comfort of your own home. It is spacious and fully equipped. Located… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1085 to 1365
*Rates Subject to Change
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Description:
This luxurious 4 level waterfront townhome is located on Garrison Bight in Old Town Key West. The home features high ceilings, maple… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Windsor Townhome Vacation Townhome Rental: 343167 |
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Description:
Luxury & Sophistication are apparent as you enter this deluxe townhome, centrally located in a quiet Old Town neighborhood only 4… More
Bedrooms: 3
Sleeps: 8
*Rates: nightly-weekend, From:
445 to 445
*Rates Subject to Change
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Description:
This great 2 bedroom mobile home is situated in a terrific private community 'off the main tourist path' with your own personal dock… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
1500 to 2200
*Rates Subject to Change
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Description:
Ballyhoo Shores is located at MM17 on Sugarloaf Sound. Luxury and spectacular sunsets await you in this West Indies style retreat.… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6000 to 6000
*Rates Subject to Change
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Description:
Experience the uniqueness of Key West by staying at one of Key West Hideaways one of a kind vacation rentals. When you're ready to… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekend, From:
438 to 438
*Rates Subject to Change
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Description:
As the sun rises in the east the soft clouds, like the cotton candy of endless childhood summers, illuminate with a thousand… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Located on South Airport Drive in Summerland Key, Florida... Approximately 25 miles north of Key West 25 miles south of Marathon.… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
1200 to 1200
*Rates Subject to Change
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Description:
Like Old Key West Your waterfront vacation place is in the most unique mixed use marina community in the Keys. Watch the fishing… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
1550 to 1550
*Rates Subject to Change
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Description:
Cozy Cottage with a wonderful outdoor covered screened porch, private garden, and bricked driveway. The interior is newly painted,… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
3000 to 3000
*Rates Subject to Change
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Description:
Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the exclusive Doctors Arm area of Big Pine Key, in the lower keys,… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3000 to 3500
*Rates Subject to Change
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Description:
Fantastic 1st floor (garden level) condo in the best location in Key West! Holiday Dance is an end unit (extra windows and light) in… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Welcome to the tropical island of Key West, Florida, the perfect destination for travelers looking for relaxation and comfort, or… More
Bedrooms: 3
Sleeps: 12
*Rates: monthly, From:
6000 to 6000
*Rates Subject to Change
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Description:
Awesome sparkling open water views from this home located on a large corner lot in Cudjoe Key with great concrete dock. Large yard… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 4500
*Rates Subject to Change
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Description:
This condo is located in Coral Hammock one of the newest gated communities in Key West. Located at 'mile marker 5' across from the… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
955 to 955
*Rates Subject to Change
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Description:
This caretaker's apartment is in Old Town Key West, removed from the noise but close to all the attractions. Four blocks from Duval,… More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
665 to 665
*Rates Subject to Change
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Description:
Immaculate 3 BR/2BA vacation rental home on Cudjoe Key, south of MM23 Oceanside, a quick 20 minute trip into Key West. Fully… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2400 to 3500
*Rates Subject to Change
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Description:
A beautifully furnished and comfortable town home, located within the prestigious President`s Walk at Truman Annex. The first floor… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
350 to 385
*Rates Subject to Change
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Description:
This cottage was built in 1965 and still looks original on the outside, but has been updated inside for your comfort. The ground… More
Bedrooms: 3
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This wonderfully updated mobile unit is located in a great location and neighborhood that is close to the open water in the Gulf.… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2000 to 2500
*Rates Subject to Change
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Description:
If There is Magic in the World, it Can Be Found at My Waterfront Oasis in Big Pine Key. Whether You Are in Search of a Cozy Romantic… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3100 to 3300
*Rates Subject to Change
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Description:
Boli Townhouse is located in the Truman Annex, a gated community in downtown old Key West. The Boli Townhouse is a two bedroom (a… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
5500 to 7200
*Rates Subject to Change
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Description:
Welcome to Our Vacation Home! This property has been our Family Vacation home since we built it in 1978 and we are Happy to share it… More
Bedrooms: 9
Sleeps: 16
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This home has all the charm of Key West with all the comforts needed for a great vacation. The house was been renovated. We saved… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6500 to 7500
*Rates Subject to Change
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Description:
The Galleon Resort in Key West is a Perfect Resort for You, Your Guests and Your Family. The unit is spacious and very beautiful.… More
Bedrooms: 3
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Key West Potter's Cottage. New owners for 2011. The property has been updated with new furniture, new beds, painted and decorated.… More
Bedrooms: 2
Sleeps: 5
*Rates: nightly-weekend, From:
300 to 330
*Rates Subject to Change
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Description:
Comfortable home with over 2800 feet of living area on a canal with ocean or gulf access. Enjoy the Caribbean breezes and sunset… More
Bedrooms: 5
Sleeps: 10
*Rates: weekly, From:
1500 to 2000
*Rates Subject to Change
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Caribbean Soul Vacation House Rental: 368346 |
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Description:
Fabulous Old Town Key West home just blocks from the famous Southernmost Point, Hemingway House, Duval Street, Lighthouse, Beaches &… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5500 to 9000
*Rates Subject to Change
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Description:
Located in the gated community of Coral Hammock lush with beautifullly maintained tropical vegetation and just a fews miles from Old… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekend, From:
185 to 275
*Rates Subject to Change
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Description:
VACATION... like a local in Old Town Key West just a few short blocks from the Historic Seaport area where you will find waterfront… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3000 to 6500
*Rates Subject to Change
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Description:
Change Your Whole Latitude. Parrot Heads Welcome! 24 miles from Margaritaville. Close to interactive Dolphin Research Center. Fish… More
Bedrooms: 2
Sleeps: 8
*Rates: extra-night, From:
250 to 350
*Rates Subject to Change
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Description:
Mango Gardens is a charming historic remodeled home located in Old Town, Key West. Private and spacious home has hardwood floors… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
4000 to 6825
*Rates Subject to Change
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Description:
PALM COURT - The Cottage: Sleeps Four - Our cottage is tastefully furnished with a mixture of antiques, oriental rugs and original… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Key West has all of the charms of being away from the world, yet with all of the worldly conveniences near at hand. Located in the… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2500 to 4000
*Rates Subject to Change
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Description:
Located only two minutes from the airport and five minutes from downtown the area truly offers the best of both worlds, close to… More
Bedrooms: 2
Sleeps: 6
*Rates: extra-night, From:
270 to 380
*Rates Subject to Change
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Description:
We know that you will enjoy staying in this oasis of comfort in the paradise of Key West. Our Cuban Club Condo is a 1500sq ft, 20ft… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and a queen… More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
950 to 1500
*Rates Subject to Change
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Description:
Enjoy all the amenities at 1800 Atlantic Condominiums without breaking the bank! Our island view condo sleeps 4-6 and has everything… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1100 to 1100
*Rates Subject to Change
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Description:
Come to our house and find a completely renovated 2 BR/2 BA stilt house that overlooks a 40 ft. lap pool and 75 ft. canal front for… More
Bedrooms: 2
Sleeps: 8
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The property has direct access to either the Atlantic Ocean or the Gulf in minutes, providing some of the finest blue water fishing… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2500 to 2500
*Rates Subject to Change
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Description:
Enjoy your own private mini resort with its own private beach. Tremendous fun and peacefulness are both available. Wonderful views… More
Bedrooms: 4
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
This two bedroom fully-furnished condominium is located in Truman Annex, a private and quiet gated community of Private homes and… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Our Guest Suite is a one-bedroom suite with queen-size bed and a living room with sleeper sofa for an extra guest. It is furnished… More
Bedrooms: 1
Sleeps: 3
*Rates: nightly-weekend, From:
199 to 199
*Rates Subject to Change
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Description:
Enjoy the sights and scents of the Atlantic Ocean from this stunning penthouse located in the Key West Beach Club. Stylishly… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3500 to 7500
*Rates Subject to Change
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Description:
Grand historic home in historic seaport area of Old Town Key West. Tucked behind a canopy of palms & fencing this home has a unique… More
Bedrooms: 5
Sleeps: 10
*Rates: nightly-weekend, From:
600 to 1000
*Rates Subject to Change
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Description:
Open the gate and stroll through the lush gardens of this beautiful two bedroom, one bath home, built in 1953 and entirely… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3000 to 4600
*Rates Subject to Change
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Description:
Conch Casa Grande might well be the largest home available for vacation rental in the Truman Annex, which is appealing to anyone who… More
Bedrooms: 7
Sleeps: 12
*Rates: monthly, From:
24000 to 40000
*Rates Subject to Change
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Description:
Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. With direct views of the ocean… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5000 to 9250
*Rates Subject to Change
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Description:
From the street, you would never guess what lies beyond the gate: a dazzling residential compound with three custom-designed… More
Bedrooms: 5
Sleeps: 10
*Rates: monthly, From:
14000 to 22000
*Rates Subject to Change
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Description:
What if you could stay right on the dock in Old Town but with the quiet and solitude of an exclusive gated community? The Green… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
6000 to 10500
*Rates Subject to Change
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Description:
This beautiful private home has everything you could want in a vacation home. It has been meticulously furnished and maintained… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
5000 to 11000
*Rates Subject to Change
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Description:
Directly facing the Gulf of Mexico right next to Mallory Square, this beautiful penthouse condo is the perfect place to spend your… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
8500 to 14000
*Rates Subject to Change
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Description:
This charming conch cottage is located on 404 Aronovitz Lane, a little cul-de-sac just off Angela Street half a block from Duval.… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4400 to 8500
*Rates Subject to Change
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Description:
'Villa Moderne @ Vonphister' is located just a block from White Street in a quiet neighborhood away from the crowds, but just a few… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
7700 to 14000
*Rates Subject to Change
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Description:
'Sunset Dreams' has everything you could want in a vacation home: it is very close to Old Town, so you'll be able to enjoy… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4000 to 8000
*Rates Subject to Change
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Description:
On a quiet street just a couple blocks from Old Town is 'Ceilo Tropicale', a stunning home completely hidden from view by large… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
8000 to 16000
*Rates Subject to Change
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Description:
Half a block from the Historic Seaport on William Street is a home that was recently recognized by the Historic Florida Key… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6600 to 14000
*Rates Subject to Change
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Description:
Imagine waking up every morning to the sun rising over the azure blue Atlantic Ocean. That's what you will experience with this… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
5000 to 9850
*Rates Subject to Change
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Description:
'The Coral House' is a historic home situated in the heart of Old Town, near the Historic Seaport. You'll be just steps from… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
9000 to 16000
*Rates Subject to Change
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Description:
'Southernmost Belle' is unique among vacation homes in Key West. First of all, is the location: This lavish mansion is located at… More
Bedrooms: 7
Sleeps: 14
*Rates: monthly, From:
27000 to 45000
*Rates Subject to Change
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Description:
“Fat Nancy's Villa” is a two-story town home located at the Key West Golf Club, just a block from the community's large resort style… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 5000
*Rates Subject to Change
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Description:
'CasaParadiso' is an elegant two-story town home located at the Key West Golf Club, directly across the street from the community's… More
Bedrooms: 2
Sleeps: 5
*Rates: monthly, From:
2000 to 5000
*Rates Subject to Change
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Description:
On the north shore of Key West is an exclusive gated community of 25 homes that sit on the former Monroe County Fairground. Gulfview… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
5500 to 12000
*Rates Subject to Change
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Description:
You will never find this perfect little cottage (or its sister cottage, 'Conch Casita 2') without directions, even though it is… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
2800 to 4800
*Rates Subject to Change
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Description:
If ever a home was a precious jewel, it is this immaculate restoration located on 320 Elizabeth Street just two blocks from the… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
6000 to 10000
*Rates Subject to Change
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Description:
Imagine a traditional conch home stunningly restored, then decorated in a post-modern style with vivid colors and sophisticated… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
7700 to 15000
*Rates Subject to Change
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Description:
Located on the south side of Sugarloaf Key, “Bonefish Hideaway' is a home that is perfect for the family that wants to be away from… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4500 to 6000
*Rates Subject to Change
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Description:
In the heart of Old Town, just a half block from the Historic Seaport Harbor, is a very exclusive and unique residence: Two homes… More
Bedrooms: 6
Sleeps: 12
*Rates: monthly, From:
16000 to 29000
*Rates Subject to Change
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Description:
If you want to experience Key West at its historic best, Casa Feliz is the perfect choice for your stay. A wide porch graces the… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
6600 to 14000
*Rates Subject to Change
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Description:
In a neighborhood with some of the nicest homes in town, this exquisitely detailed home on Angela Street stands out. As you come… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6000 to 12000
*Rates Subject to Change
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Description:
'Sunset Dreams 2' has everything you could want in a vacation home: it is very close to Old Town, so you'll be able to enjoy… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2800 to 7700
*Rates Subject to Change
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Description:
'Artist's Gallery @ White' is the perfect place to stay if you want to really feel like a 'local'. Located in the heart of the White… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2800 to 4800
*Rates Subject to Change
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Description:
'Casa Blanca 1888' has everything you would want for your stay in Old Town Key West. Its central location in historic Old Town at… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
8000 to 16000
*Rates Subject to Change
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Description:
In the Historic Seaport area of Old Town, there is a house that is very attractive from the street, beautifully maintained with… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
8000 to 16000
*Rates Subject to Change
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Description:
Located in the Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished… More
Bedrooms: 7
Sleeps: 14
*Rates: monthly, From:
27000 to 48000
*Rates Subject to Change
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Description:
'Natalie's Bahama Conch' is located in the Sanctuary at the Key West Golf Club. Just about everything in the house has been redone,… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
5000 to 9000
*Rates Subject to Change
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Description:
'La Provence' is a bright and airy private home located in The Sanctuary, a quiet gated enclave set within the already gated grounds… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 6900
*Rates Subject to Change
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Description:
'Eden @ The Annex' is a charming townhome in Truman Annex, a gated community located in the very heart of Old Town Key West. You'll… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4800 to 8250
*Rates Subject to Change
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Description:
Located on a quiet little cul-de-sac not far from the Southernmost Point in the Uptown part of Key West, you will find Koi House, a… More
Bedrooms: 5
Sleeps: 12
*Rates: monthly, From:
8800 to 19000
*Rates Subject to Change
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Description:
Poolside Retreat is a private two-story villa nestled in the lush tropical landscaping that surrounds the gorgeous resort-style… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3300 to 5950
*Rates Subject to Change
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Description:
Choosing a vacation home is always a challenge. It sometimes seems like the owners have decorated the home with the best that the… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
4000 to 9000
*Rates Subject to Change
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Description:
There is nothing else like this home in all of Key West: Card-only access to your assigned spaces in the parking garage, a private… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
8000 to 15000
*Rates Subject to Change
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Description:
In the heart of Old Town is a classic Conch House that has been completely renovated and updated while retaining all of its historic… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
4500 to 11000
*Rates Subject to Change
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Description:
This beautiful 5 bedroom home is located directly on the water at Garrison Bight, with direct access to Florida Bay. 'Paradise @ The… More
Bedrooms: 5
Sleeps: 12
*Rates: monthly, From:
17500 to 26400
*Rates Subject to Change
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Description:
This beautiful townhome is to be found in the Truman Annex, Key West’s most exclusive gated community. You’ll be just around the… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
6000 to 8800
*Rates Subject to Change
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Description:
2 Bedroom 2 bath suite, Totally renovated with flat screen plasma TV"s in both bedrooms and the living room. All brand new furniture… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Great 2 Bedroom 2 bath ocean-view unit on the Top floor with a fantastic views along Smathers Beach. Enjoy the great ocean-breezes… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3500 to 6500
*Rates Subject to Change
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Description:
Casa Mañana at 800 Virginia Street is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest.… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4500 to 4500
*Rates Subject to Change
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Description:
Perfect for a family get-away or a group of friends looking to relax in Key West with all the amenities of home. Full size fully… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair,… More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
1050 to 1900
*Rates Subject to Change
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Little Palm Vacation Cottage Rental: 391119 |
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Description:
LITTLE PALM - What an idyllic setting! Picture a new cottage with all the must have's for a great Key West vacation - in a setting… More
Bedrooms: 0
Sleeps: 2
*Rates: …, From:
… to …
*Rates Subject to Change
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Island Oasis Vacation House Rental: 391120 |
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Description:
ISLAND OASIS: Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West Hideaway. A… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Palm Isle - a room ahead of its time - A truly "green unit". Your room mate or in this case "suite mate" is a giant Sapodilla tree… More
Bedrooms: 0
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Charming cottage comes complete with a kitchenette packed with all the necessities for a great Key West vacation. Nothing's been… More
Bedrooms: 0
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Seaport Suite is available for daily rentals and is located on the second floor of the RE/MAX Southernmost building in Old Town, Key… More
Bedrooms: 4
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Jimmy Buffett) stayed at Havana Hideaway and wrote the song Kokomo - according to a very reliable source at the Pink Cab Company!… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Located in Old Town Key West tucked off of Simonton Street lies a beautiful home that will entice, entertain, and excite the… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Where else can you find resort style accommodations at motel pricing? Poolside Paradise, one of our most popular properties,… More
Bedrooms: 1
Sleeps: 2
*Rates: …, From:
… to …
*Rates Subject to Change
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Southern Cross Vacation House Rental: 391128 |
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Description:
Sitting next to the lily pond with fountain or lounging in the shade of your own Royal Poinciana tree, Southern Cross is the perfect… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Lush gardens surround this lovingly restored two-story Bahamian house. This upstairs suite has two bedrooms each featuring a queen… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Tropical Village Cottage - is the epitome of modern Key West. This two bedroom, two bath conch cottage overlooks a shared… More
Bedrooms: 2
Sleeps: 5
*Rates: …, From:
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*Rates Subject to Change
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Toon Hall Vacation House Rental: 391131 |
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Description:
World-class comfort, lush tropical surroundings and unmatched privacy characterize the former winter home of Pulitzer Prize winning… More
Bedrooms: 3
Sleeps: 10
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch cottage. It is a perfect example of… More
Bedrooms: 2
Sleeps: 6
*Rates: extra-night, From:
298 to 298
*Rates Subject to Change
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Description:
Lush gardens surround this lovingly restored two-story Bahamian house. This downstairs suite has one bedrooms with full bath and… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Key West Hideaway: As you approach the front door to 1120 Curry Lane the transformation starts to happen. The small lush tropical… More
Bedrooms: 3
Sleeps: 10
*Rates: monthly, From:
5000 to 7500
*Rates Subject to Change
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Description:
Centrally located, our Studio apartment is walking or cycling distance to beaches, shops and entertainment. The studio suit with… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
2500 to 3000
*Rates Subject to Change
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Description:
Why stay in a boring expensive hotel, this is the best deal in Key West. Have your own private yacht with 3 bedrooms and 3 baths,… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
1295 to 1295
*Rates Subject to Change
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Description:
Hidden away yet in the middle of it all! Cute & comfortable 2nd story condo perfect for getting away from the cold northern winters.… More
Bedrooms: 2
Sleeps: 5
*Rates: monthly, From:
2500 to 4500
*Rates Subject to Change
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Description:
Quintessential Key West vacation home leaving nothing more to be desired. Framed by a white picket fence you will be welcomed to… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
5000 to 9000
*Rates Subject to Change
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Description:
Irresistable & artful 1940's home renovated & decorated by artist Deborah Yates. This is a unique opporuntunity to experiance the… More
Bedrooms: 3
Sleeps: 7
*Rates: monthly, From:
6000 to 9000
*Rates Subject to Change
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Double Dutch Vacation House Rental: 395082 |
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Description:
Classic Old Town Key West home boasting rare combination of LOCATION, CHARACTER & SPACE. A meticulous restoration of historic… More
Bedrooms: 4
Sleeps: 10
*Rates: monthly, From:
8500 to 14000
*Rates Subject to Change
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Description:
The Key West Golden Heron is a Gold Star Landmark home, walking distance to the beaches, shopping and famous Duval Street, yet… More
Bedrooms: 5
Sleeps: 12
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Custom designed Tropical Keys Home located on one of the nicest flow through deep water canals leading to the ocean in Summerland… More
Bedrooms: 2
Sleeps: 8
*Rates: monthly, From:
3000 to 5000
*Rates Subject to Change
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Description:
Your dream vacation awaits you at this beautiful 2 bedroom, 2 bath waterfront vacation home. This Key West style home features a 35'… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
165 to 165
*Rates Subject to Change
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Description:
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
30 to 435
*Rates Subject to Change
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Description:
DUVAL COURTYARD - Located just steps from famous Duval Street in the rooftop community of Duval Square, this recently renovated… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
100 to 822.5
*Rates Subject to Change
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Description:
Nestled above Duval St. in the heart of the Art district, in Duval Square, is this lovely 2 bedroom, 2.5 bath townhouse, “Caribbean… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
75 to 435
*Rates Subject to Change
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Brisa del Mar Vacation Condo Rental: 40033 |
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Description:
BRISA DEL MAR - This two bedroom, two bath condominium is located ocean front in a gated community with a spectacular view of the… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
85 to 434
*Rates Subject to Change
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The Hemingway Vacation House Rental: 40039 |
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Description:
THE HEMINGWAY -- A beautiful two bedroom two bath townhome located in the private, gated community of Truman Annex. An ideal… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
200 to 2610
*Rates Subject to Change
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Parrot Perch Vacation Condo Rental: 40042 |
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Description:
PARROT PERCH -- Located in the gated Shipyard Community in prestigious Truman Annex. This property is in a great location and a… More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
500 to 2320
*Rates Subject to Change
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Surf Side Vacation Condo Rental: 40052 |
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Description:
SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
145 to 650
*Rates Subject to Change
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Coral Caribe Vacation House Rental: 40061 |
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Description:
CORAL CARIBE in the Coral Hammock Community. 2 bedroom 2.5 bath shared pool with off street parking. A gated entry, lushly… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
70 to 275
*Rates Subject to Change
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Bahamian Reed Vacation House Rental: 40062 |
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Description:
Bahamian Reed is a luxury townhome located in the prestigious community of Truman Annex. This property is conveniently located just… More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
500 to 2610
*Rates Subject to Change
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Description:
KEY WEST GINGER HOUSE - An absolute jewel a few doors from Duval Street. This single family home is named for the breathtaking… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
75 to 413.25
*Rates Subject to Change
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Description:
CROWNER'S JEWEL at the Truman Annex. Experience the finest in Key West living when you stay in this delightful two bedroom two and… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
200 to 2900
*Rates Subject to Change
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Description:
A Place in Paradise - You will experience true Key West living when you stay in this delightful two bedroom two and one half bath… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
500 to 2900
*Rates Subject to Change
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Island Pearl Vacation House Rental: 40068 |
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Description:
ISLAND PEARL -- True island living in this 1 loft bedroom 1 bath cottage located in the heart of Old Town Key West. French doors… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
60 to 391.5
*Rates Subject to Change
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Description:
LEEWARD ISLE KEY WEST RETREAT -- Dwell in the possibility! From the moment you park in the private parking lot you know you are some… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
75 to 435
*Rates Subject to Change
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Southern Wind Vacation House Rental: 40073 |
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Description:
SOUTHERN WIND -- A renovated two bedroom two bath two story home located in the Windward Park compound in the heart of Old Town and… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
75 to 435
*Rates Subject to Change
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Egret Cottage Vacation House Rental: 40076 |
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Description:
EGRET COTTAGE -- The Colony Suites is a charming compound nestled in the heart of Historic Old Town Key West, just three blocks from… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
75 to 384.25
*Rates Subject to Change
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Description:
“If you surrender completely to the moments as they pass, you live more richly those moments.” – Anne Morrow Lindbergh A Gift from… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3600 to 3600
*Rates Subject to Change
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Description:
This charming two bedroom, two bath houseboat is permanently docked at beautiful Sunset Marina in Key West. Just minutes from the… More
Bedrooms: 2
Sleeps: 5
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
The Captains House is the original house on the 67 acre island settled by Captain Percy Cook in 1923. Cooks Island is a rustic idyll… More
Bedrooms: 3
Sleeps: 5
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
'Sunset Vista' is a completely updated canal front home located just 4 lots from open water in prestigious Pine Channel Estates. See… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3600 to 3600
*Rates Subject to Change
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Description:
Located in a quiet, tranquil and charming residential area, 4 blocks (5-10 min walk) from the beaches on the south of the island,… More
Bedrooms: 3
Sleeps: 6
*Rates: extra-night, From:
360 to 730
*Rates Subject to Change
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Description:
Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private… More
Bedrooms: 4
Sleeps: 8
*Rates: nightly-weekday, From:
710 to 1220
*Rates Subject to Change
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Casa Margarita Vacation House Rental: 56463 |
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Description:
Fantastic location combined with casual elegance makes this Key West cottage a great retreat to experience! And the historic seaport… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
430 to 650
*Rates Subject to Change
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Shipyard Palms Vacation Condo Rental: 56466 |
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Description:
In the heart of Old Town, with the beautiful community of private homes and condominium of Truman Annex, this Shipyard Condominium… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
170 to 340
*Rates Subject to Change
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Description:
A lovely condominium located in the Truman Annex Shipyard Condominiums. Location is everything to be walking distance to Fort… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
170 to 340
*Rates Subject to Change
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Vista Fresco Vacation Condo Rental: 7013304 |
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Description:
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
210 to 380
*Rates Subject to Change
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Nautical Dreams Vacation House Rental: 7013689 |
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Description:
NAUTICAL DREAMS -- Here's the perfect spot for whatever you desire, parties or peace & quiet. This 2 bedroom home, located in a… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2500 to 5300
*Rates Subject to Change
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Island Spice Vacation House Rental: 7013690 |
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Description:
ISLAND SPICE -- A lovely 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of the prestigious Truman Annex… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
600 to 3190
*Rates Subject to Change
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Verandah Vacation House Rental: 7013694 |
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Description:
VERANDAH - Tucked away on historic Frances Street lies your island escape… Verandah is a stunning two bedroom two bath home with a… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2800 to 6300
*Rates Subject to Change
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Description:
A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3200 to 6500
*Rates Subject to Change
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Pete's Cottages Vacation House Rental: 7028682 |
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Description:
This property has it all! This award winning renovation offers the styling of the original shot gun homes of Key West restored with… More
Bedrooms: 4
Sleeps: 8
*Rates: nightly-weekday, From:
530 to 1450
*Rates Subject to Change
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Description:
La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 370
*Rates Subject to Change
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Florida Palm Vacation Condo Rental: 7028686 |
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Description:
~~~~~ WAIT A MINUTE - 50% OFF Any new arrival thru October 1, 2011~~~~~ Call today to reserve your vacation in Key West~~~~~ FLORIDA… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
30 to 368.75
*Rates Subject to Change
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Description:
Looking for the perfect Key West get away or corporate retreat? Look no further, here is your opportunity. This little gem is… More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
816.69 to 816.69
*Rates Subject to Change
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BMW Fantasy Vacation Condo Rental: 7030623 |
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Description:
Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher, central AC and TV. Large, shared… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
175 to 250
*Rates Subject to Change
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Garden Villa Vacation Condo Rental: 7030624 |
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Description:
A delightful, deluxe one bedroom condo unit in the beautiful Southard Square complex. There's a king size bed in the bedroom and a… More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
816.69 to 816.69
*Rates Subject to Change
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Ocean Paradise Vacation Condo Rental: 7030625 |
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Description:
3-night minimum rental. Marvel at the topaz Caribbean view through every window of your vacation paradise at King's Pointe’s… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
175 to 250
*Rates Subject to Change
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Shipyard 253 Vacation Condo Rental: 7030626 |
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Description:
It is an upstairs unti with 2 bedrooms and 1 Bathroom with 1 queen, 2 twins and 1 pullout sofa. There is a balcony on the front and… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1200 to 1500
*Rates Subject to Change
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Description:
Located in Old Town, This home is conveniently located within walking distance to the Seaport, restaurants, and major attractions.… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1516.69 to 1516.69
*Rates Subject to Change
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Seaport House Vacation House Rental: 7030631 |
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Description:
Located in Old Town, this home is conveniently located within walking distance to the Seaport, restaurants, and major attractions.… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1050 to 1050
*Rates Subject to Change
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Shipyard 106-2 Vacation Condo Rental: 7030632 |
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Description:
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a… More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
1000 to 1500
*Rates Subject to Change
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Seaside 33 Vacation Condo Rental: 7030633 |
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Description:
Luxury three level town home in a gated community. The home features 2 master suites, 3 full baths, large rooms, vaulted ceilings,… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1127 to 1127
*Rates Subject to Change
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Description:
Coral Hammock is one of the newest gated communities with 55 luxury resort homes with a lavish Clubhouse, Pool and lushly landscaped… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
175 to 175
*Rates Subject to Change
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The Palms Vacation House Rental: 7030636 |
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Description:
Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key West… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
1283.31 to 1283.31
*Rates Subject to Change
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Description:
Located on a quiet street in Key West, a tranquil residential neighborhood located just behind the Key West Historical district.… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1166.69 to 1166.69
*Rates Subject to Change
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Eaton Manor Vacation Condo Rental: 7030640 |
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Description:
Eaton Manor sits on the north side of LaBrisa and provides easy access to Smathers beach, where you can sail, boat, kiteboard,… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1250 to 1750
*Rates Subject to Change
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Description:
Coral Hammock is one of the newest gated communities with 55 luxury resort homes with a lavish Clubhouse, Pool and lushly landscaped… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
175 to 175
*Rates Subject to Change
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205E La Brisa Vacation Condo Rental: 7030644 |
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Description:
Bright, tropical colors and tile floors provide an island ambience to this two bedroom, two bathroom ocean view condominium. The… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1575 to 1750
*Rates Subject to Change
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Boater's Dream Vacation Condo Rental: 7030646 |
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Description:
Private and quiet, this luxurious unit is an ideal place for relaxing away from the noise and partygoers of Duval Street, while… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1061.69 to 1061.69
*Rates Subject to Change
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Description:
Three bedroom, two bath home with private pool on a canal in Key West! Have all the benefits of being "on the keys". Enjoy water… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
1283.31 to 1283.31
*Rates Subject to Change
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Description:
Art Deco Dream! Key Haven, open water views & canal front home. Totally private on two lots, this unique ground level masterpiece… More
Bedrooms: 4
Sleeps: 10
*Rates: weekly, From:
2450 to 2450
*Rates Subject to Change
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Manatee Manor Vacation House Rental: 7031419 |
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Description:
Close to Old Town, and yet a world Just 10 miles from Old Town you’ll find a seaside neighborhood that recalls Lower Keys life in… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
1166.69 to 1166.69
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
200 to 490
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
476 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
420 to 525
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
420 to 525
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
420 to 525
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
525 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
525 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
448 to 560
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
280 to 420
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
420 to 525
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes More
Bedrooms: 0
Sleeps: 2
*Rates: weekly, From:
448 to 560
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 2
*Rates: weekly, From:
448 to 560
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
420 to 525
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 0
*Rates: weekly, From:
450 to 625
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
500 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage, Smoking OK, Pets OK, Pool, Hot Tub/Jacuzzi, Trailer Parking. More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
300 to 540
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
476 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
476 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
476 to 595
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
392 to 420
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
392 to 490
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Internet: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 0
Sleeps: 6
*Rates: weekly, From:
392 to 490
*Rates Subject to Change
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VO061 Vacation House Rental: 7034339 |
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Description:
Turnday: Any. Amenities: Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
840 to 1150
*Rates Subject to Change
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VO089 Vacation House Rental: 7034340 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1000 to 1350
*Rates Subject to Change
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VO108 Vacation House Rental: 7034341 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
520 to 750
*Rates Subject to Change
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VO128 Vacation House Rental: 7034342 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
800 to 1200
*Rates Subject to Change
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VO130 Vacation House Rental: 7034343 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
880 to 1200
*Rates Subject to Change
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VO182 Vacation House Rental: 7034345 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Porch/Patio: Yes More
Bedrooms: 1
Sleeps: 6
*Rates: weekly, From:
750 to 899
*Rates Subject to Change
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VO184 Vacation House Rental: 7034346 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
600 to 850
*Rates Subject to Change
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VO192 Vacation House Rental: 7034348 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes Pets OK: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
840 to 1150
*Rates Subject to Change
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VO197 Vacation House Rental: 7034350 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1100 to 1460
*Rates Subject to Change
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VO215 Vacation House Rental: 7034352 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1000 to 1350
*Rates Subject to Change
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VO223 Vacation House Rental: 7034354 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
700 to 1350
*Rates Subject to Change
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VO238 Vacation House Rental: 7034356 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Pets OK: Yes More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
550 to 850
*Rates Subject to Change
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VO243 Vacation House Rental: 7034359 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Porch/Patio: Yes More
Bedrooms: 1
Sleeps: 6
*Rates: weekly, From:
750 to 850
*Rates Subject to Change
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VO264 Vacation House Rental: 7034361 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1400 to 1850
*Rates Subject to Change
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VO274 Vacation House Rental: 7034363 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
895 to 1350
*Rates Subject to Change
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VO324 Vacation House Rental: 7034369 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Pets OK: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
600 to 1050
*Rates Subject to Change
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VO339 Vacation House Rental: 7034371 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes Pets OK: Yes More
Bedrooms: 1
Sleeps: 6
*Rates: weekly, From:
560 to 900
*Rates Subject to Change
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VO364 Vacation House Rental: 7034372 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1000 to 1400
*Rates Subject to Change
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VO367 Vacation House Rental: 7034374 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1000 to 1350
*Rates Subject to Change
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VO376 Vacation House Rental: 7034375 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Pool: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
708 to 985
*Rates Subject to Change
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VO379 Vacation House Rental: 7034377 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
740 to 1025
*Rates Subject to Change
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VO385 Vacation House Rental: 7034379 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1080 to 1450
*Rates Subject to Change
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VO389 Vacation House Rental: 7034381 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1350 to 1500
*Rates Subject to Change
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VO420 Vacation House Rental: 7034385 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
708 to 985
*Rates Subject to Change
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VO424 Vacation House Rental: 7034387 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
725 to 1100
*Rates Subject to Change
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VO430 Vacation House Rental: 7034389 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
628 to 935
*Rates Subject to Change
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VO448 Vacation House Rental: 7034394 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
840 to 1150
*Rates Subject to Change
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VO449 Vacation House Rental: 7034395 |
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Description:
Canal Front Dockage - 71 feet Boat Whips & Cleats Bait Table Fresh water hose - dock Electric at dock Central A/C Ceiling Fans - all… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1000 to 1350
*Rates Subject to Change
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VO461 Vacation House Rental: 7034397 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
750 to 1250
*Rates Subject to Change
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VO468 Vacation House Rental: 7034399 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
960 to 1300
*Rates Subject to Change
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VO479 Vacation House Rental: 7034401 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Internet: Yes Pool: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1200 to 1500
*Rates Subject to Change
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VO484 Vacation House Rental: 7034404 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Pool: Yes Porch/Patio: Yes Pets OK: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
800 to 1200
*Rates Subject to Change
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VO517 Vacation House Rental: 7034408 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Pool: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
800 to 1100
*Rates Subject to Change
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VO597 Vacation House Rental: 7034416 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
840 to 1150
*Rates Subject to Change
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VO606 Vacation House Rental: 7034418 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Internet: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1100 to 1400
*Rates Subject to Change
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VO642 Vacation House Rental: 7034420 |
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Description:
Turnday: Any. Amenities: Pool: Yes Ice Maker: Yes Pets OK: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
700 to 900
*Rates Subject to Change
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VO644 Vacation House Rental: 7034422 |
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Description:
Turnday: Any. Amenities: Pool: Yes Ice Maker: Yes Pets OK: Yes More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
550 to 650
*Rates Subject to Change
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VO651 Vacation House Rental: 7034423 |
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Description:
Turnday: Any. Amenities: Pool: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
560 to 900
*Rates Subject to Change
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Casa Monte Vacation House Rental: 7034715 |
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Description:
Ocean front masterpiece for those who want the very best for their vacation home. This multimillion dollar home boasts 4 bedrooms… More
Bedrooms: 4
Sleeps: 8
*Rates: monthly, From:
6900 to 7900
*Rates Subject to Change
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Description:
You'll feel right at home in this 3 bedroom, 2 bath home in Doctor's Arm on Big Pine Key. With a large recreation room for the whole… More
Bedrooms: 4
Sleeps: 9
*Rates: monthly, From:
3500 to 3750
*Rates Subject to Change
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Papaya Place Vacation Condo Rental: 7038978 |
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Description:
PAPAYA PLACE pops with color! This great two bedroom two bath condominium at 1800 Atlantic Condominiums offers you a wonderful… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
70 to 531.25
*Rates Subject to Change
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Description:
BEACH HOUSE CONDO – Is a beautiful two bedroom two bath Shipyard condominium with a private Jacuzzi on the back patio. Located in… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
500 to 2610
*Rates Subject to Change
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Description:
The first floor includes a front porch, bedroom, completely remodeled kitchen, remodeled lower bathroom, large open living area, and… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2200 to 3500
*Rates Subject to Change
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Conch Wind Vacation House Rental: 7056460 |
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Description:
CONCH WIND - Stop searching,Conch Wind is the property you have been hunting for ! This two story Conch style townhome located in… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
75 to 435
*Rates Subject to Change
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Osprey Vacation Condo Rental: 7056462 |
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Description:
OSPREY - This property is located in the same small community once was known as The Colony Suites, a charming and secluded Key West… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
90 to 250
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 4
Sleeps: 14
*Rates: nightly-weekday, From:
450 to 550
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 3
Sleeps: 10
*Rates: nightly-weekday, From:
350 to 450
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 3
Sleeps: 10
*Rates: nightly-weekday, From:
350 to 450
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 2
Sleeps: 8
*Rates: nightly-weekday, From:
250 to 350
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 4
Sleeps: 12
*Rates: nightly-weekday, From:
450 to 550
*Rates Subject to Change
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Description:
Located in a great neighborhood at 1032 Spanish Main, this home is perfect for your next vacation. This very clean and neat 3… More
Bedrooms: 3
Sleeps: 7
*Rates: weekly, From:
2500 to 2500
*Rates Subject to Change
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Description:
Our newly renovated 4100+ square foot house has 6 bedrooms 4.5 bathrooms houses situated on open water on Summerland Key. This… More
Bedrooms: 6
Sleeps: 1
*Rates: monthly, From:
20000 to 28000
*Rates Subject to Change
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Description:
Unique estate property that has it all. Dockage, sandy beach, shopping, scuba diving, off shore fishing, back country tarpon… More
Bedrooms: 7
Sleeps: 14
*Rates: monthly, From:
15000 to 23000
*Rates Subject to Change
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Description:
There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premieres in early 2010 as the most… More
Bedrooms: 5
Sleeps: 10
*Rates: nightly-weekday, From:
870 to 2000
*Rates Subject to Change
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Description:
Island elegance and a blend of modern sophistication marks this distinctive four level waterfront luxury property. Offering the best… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
395 to 745
*Rates Subject to Change
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Beach Club #104 Vacation Condo Rental: 7074436 |
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Description:
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This 2 bedroom 2 bath… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
330 to 480
*Rates Subject to Change
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Old Town Beauty Vacation House Rental: 7074501 |
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Description:
Wonderful Old town 3 bedroom, 2 full bath home in sunny paradise . It has off street parking, outdoor shower, shared heated pool… More
Bedrooms: 3
Sleeps: 1
*Rates: monthly, From:
6500 to 9000
*Rates Subject to Change
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Egret Landing Vacation Condo Rental: 7074503 |
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Description:
Relax in Key West in This Beautiful Condo by the Sea This 2,000-square ft-condo is unique in that it has two large master bedroom… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
3950 to 3950
*Rates Subject to Change
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Description:
Our beautiful home is located on the bayside in Big Coppitt Key. Wake up in the morning to stunning views of the bay. The house is… More
Bedrooms: 5
Sleeps: 12
*Rates: weekly, From:
3000 to 5500
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
200 to 300
*Rates Subject to Change
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Description:
Location: Other Key West Properties, Key West, Key West Area, Florida Keys, Florida, USA (Downtown Key West-1 Block from Duval)… More
Bedrooms: 4
Sleeps: 10
*Rates: weekly, From:
6500 to 6500
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Sunrise Suites Vacation Condo Rental: 7088388 |
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Description:
Sunrise Suites Resort Key West offers all the convenience and comfort of your own home with these spacious fully equipped 2 bedroom… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
150 to 250
*Rates Subject to Change
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Coconut Cottage Vacation House Rental: 7091315 |
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Description:
COCONUT COTTAGE -- Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the perfect escape for a couple or… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
2500 to 5100
*Rates Subject to Change
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Varela Cottage Vacation House Rental: 7091316 |
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Description:
VARELA COTTAGE - A true Conch cutie snuggled in Old Town. Varela Cottage is a one bedroom one bath cottage with loft including a 2nd… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
1800 to 3500
*Rates Subject to Change
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Island Breeze Vacation House Rental: 7091317 |
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Description:
ISLAND BREEZE -- Located in the exclusive Sanctuary within the Key West Golf Club, this spacious home allows for lots of visitors… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3200 to 6600
*Rates Subject to Change
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Easy Livin' Vacation House Rental: 7091318 |
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Description:
EASY LIVIN' -- The name says it all! This lovely private home with pool is located in a secluded cul-de-sac in Truman Annex. Truman… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
2000 to 9200
*Rates Subject to Change
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Sunset Lake Vacation Condo Rental: 7091320 |
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Description:
SUNSET LAKE -- Discover paradise and empty yourself of worries & hurries. Set at the end of a quiet lane, amid tropical landscaping,… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2600 to 5200
*Rates Subject to Change
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Ibis Vacation House Rental: 7091322 |
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Description:
IBIS - Located in The Colony compound, Ibis is a wonderful one bedroom one bath condo, sparkling with new updates. Just a couple of… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
1800 to 3600
*Rates Subject to Change
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VO073 Vacation House Rental: 7097252 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
800 to 1100
*Rates Subject to Change
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VO503 Vacation House Rental: 7097254 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Porch/Patio: Yes More
Bedrooms: 1
Sleeps: 4
*Rates: weekly, From:
500 to 725
*Rates Subject to Change
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Description:
The Pearl of Key West is located on Elegant Emma St in prestigious Truman Annex, only a block away from World famous Duval Street… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
4000 to 6500
*Rates Subject to Change
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Description:
This 3 bedroom 3 bath condo has a beautiful view of the water and sunsets. You may sleep 7 people in this unit with a king bed both… More
Bedrooms: 3
Sleeps: 7
*Rates: weekly, From:
4000 to 5500
*Rates Subject to Change
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Description:
Sleeps: 8 Bedrooms: 4 Baths: 4 Bedding: 2 Queen, 2 King Description: \t\r When you are seeking one of the Best large home… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
5300 to 7300
*Rates Subject to Change
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Description:
Sleeps: 8 Bedding: 4 Queen Description: \t\r This Private home is located in the historic Truman Annex of old town Key West, where… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
5500 to 7500
*Rates Subject to Change
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Slice of Eden Vacation House Rental: 7107591 |
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Description:
Bedding: 3 Queen, 1 King Description: \t\r Luxurious water front home located in the heart of downtown Key West within walking… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
4500 to 6500
*Rates Subject to Change
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Description:
Bedding: 1 Queen, 1 King, 2 Twins, Trundle Description: \t\r If you are looking for an exclusive, tropical retreat, look no further!… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
3500 to 6500
*Rates Subject to Change
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Description:
Sleeps: 10 Bedrooms: 4 Baths: 3.5 Bedding: 2 Queen, 1 King, 2 Twins, Sleeper Sofa Description: \t\r If you are looking for an… More
Bedrooms: 4
Sleeps: 10
*Rates: weekly, From:
5000 to 9000
*Rates Subject to Change
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Description:
Sleeps: 8 Bedrooms: 4 Baths: 3.5 Bedding: 2 Queen, 1 King, 2 Twins Description: \t\r Fabulous sunset views, The owner's parents… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
3500 to 5500
*Rates Subject to Change
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The Haven Vacation House Rental: 7107599 |
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Description:
leeps: 6 Bedrooms: Bedding: 2 Queen, 1 King Description: \t\r This 3 bedroom 4 bath home sits on Emma Street in Truman Annex. The… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
6000 to 9000
*Rates Subject to Change
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Description:
Bedding: 3 Queen Description: \t\r This home offers 3 bedrooms and 3 1/2 bathrooms. Located only 2 blocks away from Duval street and… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
4500 to 6500
*Rates Subject to Change
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Description:
Bedding: 1 Queen, 1 King, Sleeper Sofa, Trundle Description: \t\r This 3BR 3BA private home is in the exclusive Truman Annex on Emma… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
3500 to 5500
*Rates Subject to Change
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Description:
Bedding: 1 Queen, 1 King, 2 Twins convert to King, Sleeper Sofa Description: \t\r Tropical Serenity is located 2 blocks from Duval… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
2500 to 3500
*Rates Subject to Change
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Description:
Bedding: 2 King, Bunk Beds Description: \t\r View passing ships and sunsets from your own deck or balcony in the most prestigious… More
Bedrooms: 3
Sleeps: 7
*Rates: weekly, From:
3000 to 4500
*Rates Subject to Change
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Description:
Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This tropical retreat in Paradise has 2000… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
3000 to 5000
*Rates Subject to Change
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Calypso Dreams Vacation House Rental: 7107607 |
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Description:
Bedding: 2 Queen, 1 King, 2 Twins, 2 Twins convert to King, Sleeper Sofa Description: \t\r This stately home sits on beautiful Noah… More
Bedrooms: 5
Sleeps: 12
*Rates: weekly, From:
9000 to 9000
*Rates Subject to Change
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Description:
A classic 3 story Key West style town home that features 3 Bedrooms 3 1/2 Baths, custom made traditional pine wood floors, Beautiful… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
7000 to 10000
*Rates Subject to Change
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Octagon Island Vacation House Rental: 7113746 |
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Description:
The residence was built in 1995. This unique home consists of two octagonal structures linked together and surrounded by airy… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
8800 to 8800
*Rates Subject to Change
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Olivia Cottage Vacation House Rental: 7113890 |
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Description:
30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
5000 to 7500
*Rates Subject to Change
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Description:
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
3200 to 5100
*Rates Subject to Change
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Description:
30 DAY MINIMUM RENTAL An amazing renovation of mid town historic home with the Washington Street address many desire. This charming… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
4000 to 7000
*Rates Subject to Change
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Description:
Tucked behind a privacy gate, this garden setting L-shaped home is a perfect escape in the heart of Old Town. Louisa's Private… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
420 to 750
*Rates Subject to Change
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Description:
Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sits… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
2500 to 4000
*Rates Subject to Change
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Description:
Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sits… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
2500 to 4000
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
3000 to 5400
*Rates Subject to Change
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Description:
Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sits… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
2500 to 4000
*Rates Subject to Change
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Description:
Situated in the heart of Old Town Key West, on the legendary Caroline Street, this beautifully restored historic property sits… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
2800 to 4400
*Rates Subject to Change
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Description:
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
395 to 745
*Rates Subject to Change
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Description:
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
395 to 745
*Rates Subject to Change
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Description:
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
395 to 745
*Rates Subject to Change
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Description:
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
395 to 745
*Rates Subject to Change
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Description:
Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
395 to 745
*Rates Subject to Change
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Description:
Unique Property that has its own private boat basin and boat ramp. Dockage, shopping, scuba diving, off shore fishing, back county… More
Bedrooms: 6
Sleeps: 12
*Rates: weekly, From:
5000 to 6500
*Rates Subject to Change
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Villa Key West Vacation House Rental: 7114710 |
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Description:
Villa Key West is a spectacular oceanfront estate perfect for any occasion. Sit back and enjoy the Florida sunshine and the cool… More
Bedrooms: 6
Sleeps: 14
*Rates: monthly, From:
30000 to 30000
*Rates Subject to Change
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Description:
3 bed/ 2 bath A Queen bed in each room Each bathroom complete with its own jacuzzi tub. Meticulously designed and decorated to be… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6500 to 13000
*Rates Subject to Change
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Casa Aqua Vacation Villa Rental: 7116401 |
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Description:
Virtual Tour: Tour 1 Casa Aqua is a Spanish Mediterranean estate. The mansion, which can be rented separately or with the adjoining… More
Bedrooms: 6
Sleeps: 12
*Rates: nightly-weekday, From:
1372 to 1372
*Rates Subject to Change
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Casa Aqua Vacation Villa Rental: 7116402 |
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Description:
Virtual Tour: Tour 1 Casa Aqua is a Spanish Mediterranean estate. The mansion, which can be rented separately or with the adjoining… More
Bedrooms: 5
Sleeps: 10
*Rates: nightly-weekday, From:
1200 to 1200
*Rates Subject to Change
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Description:
5 Bedrooms + Convertible bed(s), 4 Baths (Sleeps 10-14) The Captain's House was built in 1870 by the Chavez Family and is listed on… More
Bedrooms: 5
Sleeps: 14
*Rates: weekly, From:
4000 to 4000
*Rates Subject to Change
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VO373 Vacation House Rental: 7120267 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Ocean/Bay Front: Yes Pool: Yes Dishwasher: Yes Porch/Patio: Yes Ice Maker: Yes More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
1200 to 1450
*Rates Subject to Change
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VO382 Vacation House Rental: 7120269 |
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Description:
OCEANFRONT 2Bd/2Ba 35' concrete seawall with dock posts, cleats and swimming ladder, perfect those who love to boat. This resort… More
Bedrooms: 2
Sleeps: 4
*Rates: weekly, From:
1300 to 1600
*Rates Subject to Change
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VO411 Vacation House Rental: 7120276 |
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Description:
Beautifully renovated, sparkling clean and bright vacation home featuring 2Bd/2Ba with tile flooring throughout. Main living area… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
680 to 1100
*Rates Subject to Change
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Manatee Bay Vacation House Rental: 7123132 |
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Description:
SPECIAL LOBSTER RATE JULY 23- JULY 30, 2011.Great gulf side boating is at your fingertips and just a short run out to the Atlantic… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2500 to 2800
*Rates Subject to Change
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Blue Heron Vacation House Rental: 7123471 |
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Description:
This vacation rental is neat and clean with a 40' wood boat dock and fish cleaning area to clean all that great, fresh fish you're… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2350 to 2500
*Rates Subject to Change
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Blue Marlin Vacation House Rental: 7123472 |
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Description:
Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3500 to 3800
*Rates Subject to Change
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Quiet Waters Vacation House Rental: 7123474 |
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Description:
Brand new in 2007 with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2400 to 2600
*Rates Subject to Change
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Coral House Vacation House Rental: 7123476 |
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Description:
Conveniently located on Ramrod Key, mile marker 28. Close to all the choice restaurants and services that the Florida Keys have to… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3000 to 3500
*Rates Subject to Change
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Group Therapy Vacation House Rental: 7123477 |
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Description:
The spacious 2 bedroom 2 bath home is expertly decorated in cool tropical colors. The open water views over Sugarloaf Sound are just… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3900 to 4000
*Rates Subject to Change
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Galleon Bay Vacation House Rental: 7123614 |
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Description:
This home is centrally located 23 miles from Key West and 25 Miles to Marathon. There is so much to do and see just a quick trip… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2500 to 2900
*Rates Subject to Change
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Keys Escape Vacation House Rental: 7124411 |
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Description:
Just the spot to unwind and let your hair down. 3 bedrooms and 3 baths plus recreation room for the kids to get away. Open and airy… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
4500 to 5000
*Rates Subject to Change
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Duval Breeze Vacation House Rental: 72837 |
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Description:
DUVAL BREEZE - Enjoy the great location offered by this beautiful 2 bedroom 2.5 bath townhome located in the gated rooftop community… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
30 to 435
*Rates Subject to Change
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Key West Found Vacation House Rental: 72839 |
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Description:
KEY WEST FOUND – A striking two bedroom, two and half bath townhome located in the historic brick Foundry building within the Truman… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
600 to 3190
*Rates Subject to Change
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Villa Soleil Vacation House Rental: 72842 |
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Description:
VILLA SOLEIL -- Located in the historic Foundry building of Truman Annex, a beautiful gated community in the heart of Old Key West,… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
600 to 3190
*Rates Subject to Change
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Description:
BAHAMA DREAMING is a beautifully renovated Conch house conveniently located in the center of Old Town, one block behind celebrated… More
Bedrooms: 3
Sleeps: 8
*Rates: nightly-weekday, From:
130 to 804.75
*Rates Subject to Change
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Amelia Home Vacation House Rental: 72848 |
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Description:
AMELIA HOME - A private Key West vacation home that is only four blocks from the Atlantic Ocean and one of Key West's most popular… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
130 to 681.5
*Rates Subject to Change
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Description:
TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features,… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
130 to 681.5
*Rates Subject to Change
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Description:
THE VICTORIA HOUSE (Formerly Treetop Villa) - This gracious historical property, dating from the early 20th century, was built by… More
Bedrooms: 5
Sleeps: 12
*Rates: nightly-weekday, From:
375 to 1670
*Rates Subject to Change
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Secret Villa Vacation House Rental: 76139 |
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Description:
A hideaway on Freeschool Lane This unique villa is hidden away on the end of the quiet lane just a step away from Duval Street.… More
Bedrooms: 3
Sleeps: 6
*Rates: nightly-weekday, From:
450 to 790
*Rates Subject to Change
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Colony Cabana Vacation Condo Rental: 76140 |
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Description:
Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
160 to 313
*Rates Subject to Change
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Colony Poolside Vacation Bungalow Rental: 76142 |
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Description:
Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom… More
Bedrooms: 1
Sleeps: 2
*Rates: nightly-weekday, From:
160 to 313
*Rates Subject to Change
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Description:
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. This is one of the most… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
330 to 480
*Rates Subject to Change
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Description:
Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and more quiet end of Duval Street.… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
250 to 410
*Rates Subject to Change
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Atlantis Vacation House Rental: 77991 |
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Description:
Everyday is a great day at Atlantis. Beautiful Big Pine home located just minutes to Bogie Channel. This channel affords direct… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3000 to 3000
*Rates Subject to Change
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Linger Longer Vacation House Rental: 82030 |
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Description:
LINGER LONGER -- Enjoy an easy vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome located in the President's Walk… More
Bedrooms: 2
Sleeps: 5
*Rates: weekly, From:
500 to 2610
*Rates Subject to Change
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Description:
Turnday: Any. Amenities: Dockage: Yes Dishwasher: Yes Porch/Patio: Yes More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
3000 to 3000
*Rates Subject to Change
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Description:
ANNE'S HIDEAWAY - Relax and unwind in this historic Conch home with original Key West architecture. Tucked away in a quiet area of… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2200 to 6500
*Rates Subject to Change
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Key Lime Pie Vacation House Rental: 88161 |
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Description:
KEY LIME PIE - A little slice of paradise located only one block from the historic seaport and close enough to bike to all the sites… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2500 to 5100
*Rates Subject to Change
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Artist House Vacation House Rental: 88163 |
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Description:
ARTIST HOUSE - Welcome to the Artist House located within the gated rooftop community of Duval Square. Beautifully decorated with… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekday, From:
75 to 456.75
*Rates Subject to Change
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Sunny Days Vacation House Rental: 88164 |
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Description:
SUNNY DAYS - Beautifully maintained while retaining its original style and structure. Dade County pine is throughout the property… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
1800 to 4300
*Rates Subject to Change
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Conch Escape Vacation House Rental: 88166 |
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Description:
CONCH ESCAPE - Monthly Rental Only. Two bedroom, two bath cottage in a quiet Old Town neighborhood. This property has brand new… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2200 to 5400
*Rates Subject to Change
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Artist Garden Vacation House Rental: 88167 |
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Description:
ARTIST GARDEN -- A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of the… More
Bedrooms: 2
Sleeps: 6
*Rates: weekly, From:
600 to 3625
*Rates Subject to Change
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Atlantic Blues Vacation House Rental: 88168 |
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Description:
ATLANTIC BLUES - Is a stylish example of a Conch cottage, totally renovated with gorgeous hardwood floors, beautiful glass tiles,… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
2500 to 5100
*Rates Subject to Change
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Description:
A SUITE PARADISE - This lovely home is truly a tropical hideaway tucked away in a secluded Key West neighborhood yet minutes from… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
3000 to 7300
*Rates Subject to Change
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Josephine Vacation House Rental: 88171 |
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Description:
JOSEPHINE -Tastefully furnished two bedroom two bath private single family home with bedding for four. This property features a… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2000 to 5000
*Rates Subject to Change
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Corner Place Vacation House Rental: 88175 |
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Description:
CORNER PLACE - Come to Key West where the sun always shines!! Stay in a beautiful two bedroom one bath in the gated Key West Golf… More
Bedrooms: 2
Sleeps: 4
*Rates: monthly, From:
2500 to 3600
*Rates Subject to Change
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Casa Flora Vacation House Rental: 88177 |
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Description:
CASA FLORA - This lovely home overlooks the greens at the Key West Golf Club. On the first floor of the home you will find the… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
2600 to 6000
*Rates Subject to Change
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Description:
This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, or shopping on Duval… More
Bedrooms: 2
Sleeps: 4
*Rates: nightly-weekday, From:
270 to 400
*Rates Subject to Change
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Description:
The interior of the house has the keys influence in decor and an open floor plan. Great for visiting while in the kitchen, dining… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
3000 to 3000
*Rates Subject to Change
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Description:
This 83' Houseboat is located at 6000 Peninsular Ave. Key West, FL 33040, slip 2. The property is furnished and includes: linens,… More
Bedrooms: 3
Sleeps: 10
*Rates: extra-night, From:
350 to 350
*Rates Subject to Change
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Description:
This wonderful little cottage is the sister to 'Conch Casita 3' and is right next door. Located on 720 Elizabeth Street, a quiet… More
Bedrooms: 2
Sleeps: 3
*Rates: monthly, From:
2950 to 5500
*Rates Subject to Change
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Description:
This precious 2 bedroom cottage with its coral shutters will charm you from the moment you walk in the front gate. The front porch… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
6600 to 9900
*Rates Subject to Change
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Description:
This beautiful penthouse condo is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise… More
Bedrooms: 2
Sleeps: 5
*Rates: monthly, From:
9000 to 17000
*Rates Subject to Change
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Description:
As the day dawns over Pine Channel and the spectacular sunrise greets you each morning it will be hard to decide where to have your… More
Bedrooms: 3
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
* Serenity now! * Refuge from the ordinary! * Escape the chaos of the overcrowded beach scene! * Unforgettable memories at an… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
2800 to 3500
*Rates Subject to Change
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Description:
This is one of the best units at 1800 Atlantic Condominiums. You feel as though you are deep in the Caribbean with the tropical… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4499 to 6499
*Rates Subject to Change
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Blue Lagoon Vacation Townhome Rental: 908572 |
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Description:
Welcome to ''Blue Lagoon'' located in prestigious Truman Annex, in the President's Walk and Southard Street area. This luxurious 3… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2500 to 3500
*Rates Subject to Change
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Description:
Dolphin Watch is located in prestigious Truman Annex and is one of the few private waterfront homes. We are less than two blocks… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
4500 to 6500
*Rates Subject to Change
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Description:
Beautiful open bedroom with wood floors overlooking downstairs & view of the garden. Large bathroom & shower with dual shower heads,… More
Bedrooms: 1
Sleeps: 4
*Rates: monthly, From:
1800 to 4500
*Rates Subject to Change
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Description:
This is a one of a kind luxury home located in prestigious Truman Annex. We offer 4500 square feet that features 4 BR and 4BA, a 30… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
5500 to 7500
*Rates Subject to Change
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Description:
Beautiful and spacious property located in Prestigious Sugarloaf Shores Estates. The house offers breathtaking sunset views over the… More
Bedrooms: 2
Sleeps: 8
*Rates: monthly, From:
7100 to 7100
*Rates Subject to Change
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Description:
If you like fishing, diving or just relaxing this is the place! Deep water clean canal short ride out to the ocean or back counrty.… More
Bedrooms: 3
Sleeps: 7
*Rates: monthly, From:
2850 to 3200
*Rates Subject to Change
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Description:
Stay aboard a beautiful sailing yacht with all the amenities of home. I can arrange packages for you to include sailing, diving,… More
Bedrooms: 2
Sleeps: 7
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Unwind, kick back, and enjoy the beauty and tranquility of island living in a private home, amidst tropical gardens, close to… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
You feel it the moment you arrive. The warm tropical breezes, the blue green water. It's a rhythm. A rhythm set into motion over a… More
Bedrooms: 2
Sleeps: 6
*Rates: nightly-weekend, From:
250 to 390
*Rates Subject to Change
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Description:
This newly renovated home is perfect for a family or group of friends who want to get away and become 'temporary residents' of the… More
Bedrooms: 3
Sleeps: 8
*Rates: monthly, From:
2700 to 6500
*Rates Subject to Change
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Description:
Free use of two Ocean Kayaks during your stay. Dock your boat behind the 2 bedroom/2 bathroom nicely decorated rental unit on a deep… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Voted 'Best Value Hotel' in the Florida Keys by the Miami Herald. Nestled on a quiet lane in the heart of Old Town Key West, Rose… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekend, From:
149 to 169
*Rates Subject to Change
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Description:
This charming conch cottage is located on 404 Aronovitz Lane, a little cul-de-sac just off Angela Street half a block from Duval.… More
Bedrooms: 2
Sleeps: 6
*Rates: monthly, From:
4400 to 8500
*Rates Subject to Change
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Description:
Perfect for a family get-away or a group of friends looking to relax in Key West with all the amenities of home. Full size fully… More
Bedrooms: 2
Sleeps: 6
*Rates: …, From:
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*Rates Subject to Change
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Description:
Charming cottage comes complete with a kitchenette packed with all the necessities for a great Key West vacation. Nothing's been… More
Bedrooms: 0
Sleeps: 4
*Rates: …, From:
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*Rates Subject to Change
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Description:
Lush gardens surround this lovingly restored two-story Bahamian house. This upstairs suite has two bedrooms each featuring a queen… More
Bedrooms: 2
Sleeps: 4
*Rates: …, From:
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*Rates Subject to Change
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Description:
Tropical Village Cottage - is the epitome of modern Key West. This two bedroom, two bath conch cottage overlooks a shared… More
Bedrooms: 2
Sleeps: 5
*Rates: …, From:
… to …
*Rates Subject to Change
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Description:
Lush gardens surround this lovingly restored two-story Bahamian house. This downstairs suite has one bedrooms with full bath and… More
Bedrooms: 1
Sleeps: 4
*Rates: …, From:
… to …
*Rates Subject to Change
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VO182 Vacation House Rental: 7034345 |
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Description:
Turnday: Any. Amenities: Dockage: Yes Pool: Yes Porch/Patio: Yes More
Bedrooms: 1
Sleeps: 6
*Rates: weekly, From:
750 to 899
*Rates Subject to Change
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Description:
The first floor includes a front porch, bedroom, completely remodeled kitchen, remodeled lower bathroom, large open living area, and… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
2200 to 3500
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
Come stay at our beautiful waterfront condos. Whether you want a suite for two or a retreat for up to fourteen guests you will enjoy… More
Bedrooms: 1
Sleeps: 4
*Rates: nightly-weekday, From:
100 to 200
*Rates Subject to Change
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Description:
The Pearl of Key West is located on Elegant Emma St in prestigious Truman Annex, only a block away from World famous Duval Street… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
4000 to 6500
*Rates Subject to Change
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Description:
This 3 bedroom 3 bath condo has a beautiful view of the water and sunsets. You may sleep 7 people in this unit with a king bed both… More
Bedrooms: 3
Sleeps: 7
*Rates: weekly, From:
4000 to 5500
*Rates Subject to Change
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Slice of Eden Vacation House Rental: 7107591 |
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Description:
Bedding: 3 Queen, 1 King Description: \t\r Luxurious water front home located in the heart of downtown Key West within walking… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
4500 to 6500
*Rates Subject to Change
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Description:
Sleeps: 10 Bedrooms: 4 Baths: 3.5 Bedding: 2 Queen, 1 King, 2 Twins, Sleeper Sofa Description: \t\r If you are looking for an… More
Bedrooms: 4
Sleeps: 10
*Rates: weekly, From:
5000 to 9000
*Rates Subject to Change
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Description:
Sleeps: 8 Bedrooms: 4 Baths: 3.5 Bedding: 2 Queen, 1 King, 2 Twins Description: \t\r Fabulous sunset views, The owner's parents… More
Bedrooms: 4
Sleeps: 8
*Rates: weekly, From:
3500 to 5500
*Rates Subject to Change
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Description:
Bedding: 3 Queen Description: \t\r This home offers 3 bedrooms and 3 1/2 bathrooms. Located only 2 blocks away from Duval street and… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
4500 to 6500
*Rates Subject to Change
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Description:
Bedding: 1 Queen, 1 King, Sleeper Sofa, Trundle Description: \t\r This 3BR 3BA private home is in the exclusive Truman Annex on Emma… More
Bedrooms: 3
Sleeps: 8
*Rates: weekly, From:
3500 to 5500
*Rates Subject to Change
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Description:
Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This tropical retreat in Paradise has 2000… More
Bedrooms: 3
Sleeps: 6
*Rates: weekly, From:
3000 to 5000
*Rates Subject to Change
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Calypso Dreams Vacation House Rental: 7107607 |
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Description:
Bedding: 2 Queen, 1 King, 2 Twins, 2 Twins convert to King, Sleeper Sofa Description: \t\r This stately home sits on beautiful Noah… More
Bedrooms: 5
Sleeps: 12
*Rates: weekly, From:
9000 to 9000
*Rates Subject to Change
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Description:
A classic 3 story Key West style town home that features 3 Bedrooms 3 1/2 Baths, custom made traditional pine wood floors, Beautiful… More
Bedrooms: 3
Sleeps: 6
*Rates: monthly, From:
7000 to 10000
*Rates Subject to Change
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Description:
30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and… More
Bedrooms: 1
Sleeps: 2
*Rates: monthly, From:
3200 to 5100
*Rates Subject to Change
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Villa Key West Vacation House Rental: 7114710 |
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Description:
Villa Key West is a spectacular oceanfront estate perfect for any occasion. Sit back and enjoy the Florida sunshine and the cool… More
Bedrooms: 6
Sleeps: 14
*Rates: monthly, From:
30000 to 30000
*Rates Subject to Change
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Other Rental Properties
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Lower Florida Keys Rental Index
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