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88 Results   |  
24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

30 Nights min stay

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from £203 / night

£1418 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury house 10 minutes from Duval Street, pool, dock, pool bar, hot tub. Home owner association tennis courts and private beach on exclusive gated community island.  …see more

6 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £21 / night

£144 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Bright, private apartment with independent entrance by the Sea and beautiful garden. Kitchen and supplies included.Only 10min drive to Downtown Vedado/Old Havana.Quick walk to Copacabana Hotel with all its advantages such as Internet, Airport transfer, swimming pool etc  …see more

Very Good 4.5/5 

30 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

5 Nights min stay

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from £130 / night

£908 - £2064 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
LINGER LONGER: 2 bedroom 1.5 bath townhome in Truman Annex. Master bedroom with queen bed and guest bedroom with trundle that converts to 2 twins are on either side of the full bathroom on the 2nd floor. Downstairs is an open floor plan with kitchen/dining/living roo  …see more

Featured properties

Excellent 5/5 

22 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

5 Nights min stay

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from £130 / night

£908 - £2064 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BAHAMIAN REED: 2 bedroom 1.5 bathroom townhome located in Truman Annex in Old Town Key West. Conveniently located near all the reasons you came to Key West: Fort Zachary Taylor State Park , Duval Street shops, galleries, bars and restaurants, and Sunset Celebrat  …see more

Very Good 4.5/5 

27 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
DUVAL ON THE SQUARE: Located at the Duval Square on Duval but above all the hubbub, built on the 2nd and 3rd story of the complex.Nicely decorated with bedding for up to 6 guests. Sleeper sofa and loveseat in the living room are terrific for an afternoon of relaxing o  …see more

Very Good 4.5/5 

28 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £113 / night

£787 - £1801 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most popular spots in Old Town Key West. Remodeled with attention to detail, the kitchen sparkles with top of the line appliances, cabinetry and every amenity needed. Opens  …see more

Very Good 4.5/5 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

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from £129 / night

£903 - £1986 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CONCH WIND: Conch-style townhome in Old Town Key West nestled in a quiet, secure compound. Open floor plan with spacious living room and dining area with an open kitchen. A separate private deck just off the dining area complete with BBQ grill and laundry closet.  …see more

Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 1 Bedroom / sleeps 2

Very Good 4/5 

3 Nights min stay

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from £72 / night

£500 - £1325 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
OSPREY: Studio cottage located in The Colony Suites, a compound nestled in Old Town Key West. Osprey offers all the amenities for two who want a larger space than a hotel room. Sunny and bright, sitting area, queen size bed, full bathroom and kitchenette. Fre  …see more

Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £121 / night

£844 - £1557 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. Fully equipped kitchen, dining area, and living room that opens to a private balcony with unlimited ocean views. Master bedroom has a full bathroom ensuite and entry to a pr  …see more

Very Good 4/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £132 / night

£924 - £2037 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SPA ON DUVAL: 2 story, 2 bedroom 2.5 bath townhome located in Duval Square. Private jacuzzi on its porch that makes relaxing on the spacious deck at the end of a fun filled day the perfect spot. Upstairs the master bedroom has a king size bed and private balcony; the  …see more

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
FLAGLER STATION (monthly rental): This one just arrived and it is a true gem! Flagler Station was just remodeled, refurbished and re-furnished. High speed WIFI and state-of-the-art electronics, top-of the-line gourmet kitchen and luxury linens make this home the one  …see more

Good 3.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Good 3.5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
KEY LIME PIE: One block from the Historic Seaport and close enough to bike to all the sites and attractions of Old Town.Refurbished with updated kitchen cabinets, countertops, and appliances. On the first floor you will find the living room, kitchen, master bedroom an  …see more

Excellent 5/5 

29 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
ECCO DOMANI: A beautiful 3 story home with private pool and off street parking. Centrally located just off Simonton Street, you are 1 block to Duval Street, walking distance to galleries, shopping and restaurants. Living, dining and well-equipped kitchen, in an open f  …see more

Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £123 / night

£860 - £1972 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL BREEZE: 2 bedroom 2.5 bath townhome in Duval Square. 1st floor offers an open floor plan with a well stocked kitchen, spacious living room, dining room, half bath and French doors to your own private balcony. 2nd floor has 2 bedrooms with bath ensuite. Master b  …see more

Very Good 4.5/5 

23 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £185 / night

£1293 - £2522 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL COURTYARD - 3 bedroom 2 bath townhome has plenty of space, a fabulous location and all the amenities you could wish for. The main living area flows from kitchen to dining area to French doors that open to a balcony where you can sit and people watch. Master bedr  …see more

Very Good 4.5/5 

32 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £151 / night

£1051 - £2425 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Truman Annex. Decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. First floor features open living/dining area, kitchen and ha  …see more

Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £123 / night

£860 - £1972 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL SEA TURTLE: This townhome has 2 bedrooms and 2.5 baths with a balcony off the master bedroom and the living room.Covered, gated parking space, WIFI, 3 TVs, free long distance calls King mattress, washer/dryer, and living room furniture new in March 2014.There is  …see more

Very Good 4/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £132 / night

£924 - £2037 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
DUVAL STREET HIDEAWAY: 2 story, 2 bedroom 2.5 bath rooftop townhome above Duval Square. Lots of upgrades in 2014 with new paint, beds, sofa. New Jacuzzi in February 2015.Open floor plan on the 1st level with kitchen, dining room, living room with sleeper sofa and h  …see more

Very Good 4.5/5 

31 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £113 / night

£787 - £1801 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
LAVENDER JUNGLE: 2 bedroom 1 bath downstairs Shipyard condo located in Truman Annex. Renovated kitchen and upgraded bathroom. Large brick patio and grill. Master bedroom with queen bed and guest bedroom with 2 twins on either side of the full bathroom. Well-equipped  …see more

Very Good 4/5 

29 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £172 / night

£1204 - £2550 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ARTIST GARDEN : 2 bedroom 2.5 bath located in the prestigious Admirals Lane neighborhood of Truman Annex.Open floor plan on the main level with kitchen opening into the dining and living areas. French doors to a large deck with plenty of space to unwind and enjoy th  …see more

Very Good 4.5/5 

25 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
NAUTICAL DREAMS: 2-bedroom 2-bath cottage in a small compound of 8 cottages. French doors from each bedroom, living room and kitchen onto a grand private deck with ample space for entertaining. Master bedroom has a queen bed with bath ensuite; guest bedroom has a qu  …see more

Very Good 4.5/5 

26 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SUNNY DAYS: Beautifully maintained while retaining its original style and structure. Dade County pine throughout the property for a feel of Old Key West. Tasteful and comfortable furnishings. Central air for a cool summer and four sets of French doors open to th  …see more

Very Good 4.5/5 

32 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £132 / night

£924 - £1986 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BEACH HOUSE CONDO: 2 bedroom 2 bath downstairs condo in the gated Shipyard Condominium area of Truman Annex. The perfect back deck to sip a cafe con leche or grill your fresh catch. Open floor plan with kitchen, dining area for 4 and living room that opens to a lar  …see more

Very Good 4/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £101 / night

£701 - £1652 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the nature preserve. Master bedroom with new king bed and bathroom ensuite; twin beds in guest bedroom with full bath across the hall. WIFI, unlimited long distance calls,3  …see more

Very Good 4.5/5 

32 Photos

Florida Keys / Key West

Apartment / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £182 / night

£1274 - £3233 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST CASA: One of only a few 3 bedroom 2 bath condos in the Shipyard complex in Truman Annex. Enter the fully stocked kitchen to the living room to the French doors that open onto the back porch. The downstairs bedroom is just to your left and offers 2 twin beds  …see more

Very Good 4.5/5 

26 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
ATLANTIC BLUES - Stylish Conch cottage with hardwood floors, glass tiles, granite countertops and décor that is playful and soothing. Kitchen opens to the living and dining areas allowing the cook to remain part of the party. Step outside to the pool deck and sp  …see more

Excellent 5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £128 / night

£892 - £1916 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SHIPYARD TREASURE: 2 bedroom 1 bath Shipyard condo has it all. Located in Truman Annex, there is a shared pool, off street parking and 24 hour security. Shipyard Treasure is a 2nd floor condo with private full-length balconies front and rear. This property has an  …see more

Very Good 4.5/5 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £113 / night

£787 - £1801 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST CHARMING: Downstairs 2 bedroom 1 bath home in Truman Annex, a secluded gated community in Old Town Key West.Living/dining area opens to the large back deck that is one of the best spots on the island to relax. Master bedroom has queen bed; 2nd bedroom has 2 t  …see more

Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £101 / night

£701 - £1652 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, within minutes of the hectic lifestyle of downtown. Balconies run the length of this home offering fresh air and sunshine with ocean breezes wafting by. Condo offers st  …see more

Very Good 4/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £113 / night

£787 - £1801 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
SIESTA BAY: 2 bedroom 1 bath upstairs condo in Truman Annex, steps away from the shared pool and walking distance of anything you'd want to do in Key West. Fully equipped with everything you need to prepare meals and a dinette with seating for 4. The living room is  …see more

Good 3.5/5 

31 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Good 3.5/5 

5 Nights min stay

Add to shortlist

from £130 / night

£908 - £2064 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
THE HEMINGWAY -- A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Truman Annex. An ideal location only 2 blocks from famous Duval Street and the attractions of historic Old Town Key West. You can walk or bike to restaurants, nightlife, en  …see more

Very Good 4.5/5 

22 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £97 / night

£679 - £1801 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2 bedroom 2 bath condo with a balcony from the living room offering a view of the neighborhood and BBQ grill. The best priced 2 bedroom 2 bath condo in Truman Annex with a  …see more

Very Good 4.5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £164 / night

£1147 - £2071 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condo. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated for your comfort and relaxation. Located on the Atlantic Ocean with views from the living room and  …see more

Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

29 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
A SUITE PARADISE - A tropical hideaway tucked in a secluded Key West neighborhood minutes from Duval Street entertainment.3 bedroom 2 bath private home that has every amenity you could desire. Escape into a delightful garden with swimming pool waiting for you. Com  …see more

Excellent 5/5 

24 Photos

Florida Keys / Key West

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £501 / night

£3504 - £7246 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
BLOOM'N PARADISE: Private residence with 3 bedrooms and 3 bathrooms in the main house plus a pool house with 1 bedroom 1 bath in Truman Annex, a prestigious gated community in Old Town. Surrounded by tropical greenery in a beautiful quiet gated community 2 blocks  …see more

Very Good 4.5/5 

28 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £123 / night

£860 - £1893 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CONCH CONDO -- 2-bedroom 2-bath upstairs condo features fully equipped kitchen, custom furniture, plasma TVs and home theatre in living room, plasma TVs in both bedrooms, and plenty of closet space. French doors in the living room open to a large balcony. Master bedr  …see more

Very Good 4.5/5 

26 Photos

Florida Keys / Key West

House / 3 Bedrooms / sleeps 8

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £283 / night

£1975 - £4041 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
BAHAMA DREAMING: 3-bedroom Conch cottage with outdoor dining and private pool, fenced and landscaped, off-street parking, 1/2 block from Duval Street. Downstairs has 2 bedrooms (queen and 2 twins), living room with sleeper sofa and full bathroom, kitchen and covered  …see more

Very Good 4.5/5 

29 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £126 / night

£880 - £2304 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Truman Annex. This home features a fully equipped kitchen, dining area, half bath and living room with french doors that open to a sunny private patio. Outside dining area  …see more

Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 4

Very Good 4.5/5 

29 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
CASITA de CATHERINE - This classic rental cottage with hot tub in Key West is a one bedroom home with gorgeous decor yet still plenty of space to entertain friends.Enjoy the private home of a local author; come stay on an island where every day writers write, roosters c  …see more

Very Good 4.5/5 

29 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £125 / night

£870 - £1815 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
KEY WEST GINGER HOUSE: 2 bedrooms, 2 full baths ensuite. Historic home built in 1933 takes advantage of every breeze with plenty of windows, French doors, high ceilings and wood floors. Kitchen opens to the living/dining space that opens to the private, fenced ba  …see more

Very Good 4.5/5 

27 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £196 / night

£1367 - £2146 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living space.WIFI, flat-screen plasma television with Bose surround sound system in the living room, as well as TV/VCR/DVD/CD players in each bedroom. Large, fully-equipped modern k  …see more

Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £201 / night

£1405 - £3006 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
AMELIA HOME - 2 bedroom 2.5 bath home with sparkling private pool only four blocks from the Atlantic Ocean and one block from Duval Street entertainment. Kitchen complete with everything to create a gourmet meal. Large open dining and living area. Lush garden wit  …see more

Very Good 4/5 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 6

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £120 / night

£839 - £2088 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
CROWNER'S JEWEL: Delightful 2 bedroom 2.5 bath Conch-style townhome in the quiet gated community of Truman Annex, surrounded by historic buildings and tropical flora; only a short walk to Duval Street.Master bedroom has small bath ensuite and private balcony (note: bo  …see more

Very Good 4.5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £129 / night

£903 - £1986 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
LEEWARD ISLE KEY WEST RETREAT: Small gated compound with only 13 properties, this townhome community is quiet and private right in the heart of Old Town. 2-bedroom 2-bath townhome remodeled from top to bottom. Decorated with Key West flair, this is truly a unique  …see more

Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 1 Bedroom / sleeps 2

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £110 / night

£765 - £1478 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ISLAND PEARL: Loft bedroom 1-bath cottage, complete with living room and kitchen. French doors open to deck. Located behind a needlepoint store in Old Town Key West. This is a wonderful place to experience the "real" Key West in a secure Old Town setting. Steps away  …see more

Excellent 5/5 

25 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
EMMA'S ESCAPE: 2 bedroom 1 bath condo in historic Bahama Village.The kitchen is well appointed and overall modern decor brings contemporary comfort to historic charm. Central a/c, flatscreen TV, WIFI and washer/dryer. Relax by the pool and hot tub or in the garden,  …see more

Excellent 5/5 

26 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

5 Nights min stay

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from £129 / night

£903 - £1986 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
ISLAND WIND: 2 bedroom, 2 bath Bahamian-style townhome, with tin roof and white spindled decks. Snuggle into an oh-so-comfy king bed in the Master bedroom upstairs; bathroom is ensuite. Guest bedroom downstairs with 2 twin beds; bathroom ensuite with entrance from t  …see more

Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £201 / night

£1405 - £3006 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
TROPICAL DREAMING: This tropical 2-bedroom home with classic art features, hardwood floors, tall ceilings, new appliances, new furnishings and a true Key West feel. One block from Duval Street , it is close to restaurants, shops, galleries and clubs. The Atlantic  …see more

Excellent 5/5 

24 Photos

Florida Keys / Key West

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

29 Nights min stay

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Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
EMMA'S SECRET: 2 bedroom 1 bath condo in a historic Old Town neighborhood in walking distance to Duval Street. Upgraded appliances, granite countertops, beautiful wood cabinets, flatscreen TV and WIFI. Master bedroom features a queen bed; 2nd bedroom has bunk beds w  …see more

Very Good 4.5/5 

24 Photos

Florida Keys / Key West

House / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

29 Nights min stay

Add to shortlist

Pricing unknown

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
PERFECT PINEAPPLE: Long considered a sign of hospitality, the pineapple is now widely recognized as a sign of Welcome and Friendship.... we welcome you to Perfect Pineapple. On the corner of Southard and Margaret streets in Old Key West, a 2 bedroom 1 bath cottage wit  …see more

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