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Key West vacation rentals

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Holiday homes

631 properties found in Key West

  • New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

    New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

    Downtown Key West
    Located a 5-minute stroll from Key West Lighthouse and Keeper's Quarters Museum, New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool Key West offers a patio with a view over town.
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    US$ 343 price for 1 night
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  • Havana Vieja At Azul Mansion Key West

    Havana Vieja At Azul Mansion Key West

    Downtown Key West
    Nestled a 13-minute stroll from Nancy Forrester's Secret Garden, Havana Vieja At Azul Mansion Key West villa entices guests to explore various tourist destinations nearby.
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    US$ 522 price for 1 night
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  • The Breeze

    The Breeze

    1901 South Roosevelt Blvd, Unit 301 East
    The 2-bedroom The Breeze Villa Key West is nestled about 25 minutes' stroll from Fort East Martello Museum and provides a sauna. Featuring sea views, the holiday home invites guests to visit The…
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  • Brand New Catchlight House With Private Pool

    Brand New Catchlight House With Private Pool

    Mangrove Lane 7
    The 7-bedroom Brand New Catchlight House With Private Pool Villa Key West entices guests to enjoy fishing and is located approximately 20 minutes' stroll from such natural sites as Key West Tropical…
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  • The Fleming Suite

    The Fleming Suite

    1501 Truman Avenue 3
    Staying at the 1-bedroom The Fleming Suite Key West villa, guests can easily reach the 19 - acre Key West Cemetery, located a mere 10 minutes' walk away.
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    US$ 357 price for 1 night
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  • Coconut Palm

    Coconut Palm

    Downtown Key West
    Situated around 15 minutes' walk from the shopping mall "Clinton Square Market", the 2-bedroom Coconut Palm Villa Key West features a patio with views of town.
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    US$ 1683 price for 1 night
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  • Always Your Paradise By Avantstay

    Always Your Paradise By Avantstay

    Downtown Key West
    Offering pool views, the welcoming Always Your Paradise By Avantstay Shared Pool Near Zachary Beach Month-Long Stays Only Key West villa is situated merely 6 minutes' walk from the downtown…
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  • Curry House - Room 9

    Curry House - Room 9

    Downtown Key West
    Located a 20-minute walk from Key West Garden Club, Curry House - Room 9 Key West villa gives access to various tourist sites in the vicinity.
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    US$ 184 price for 1 night
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  • Key West On My Mind

    Key West On My Mind

    1800 Atlantic Blvd Unit A305
    Situated a mere 9 minutes' stroll from Higgs Beach Dog Park, the 2-bedroom Key West On My Mind Villa provides guests with a Jacuzzi bathtub and a sauna for additional relaxation. Offering a swimming…
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    US$ 660 price for 1 night
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  • Salvador'S Seclusion

    Salvador'S Seclusion

    Downtown Key West
    Located just 6 minutes by foot from Southernmost Point of the Continental US Monument, the 1-bedroom Salvador'S Seclusion Villa Key West gives easy access to various tourist attractions in the area.
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    US$ 258 price for 1 night
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  • New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

    New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

    Downtown Key West
    The 3-bedroom New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking Key West is located merely 6 minutes by foot from Key West Butterfly and Nature Conservatory and features a swimming…
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    US$ 718 price for 1 night
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  • The Elizabeth Suite

    The Elizabeth Suite

    1501 Truman Avenue 1
    Staying at the 1-bedroom The Elizabeth Suite Key West villa, guests can easily reach The Ernest Hemingway Home and Museum, located about a 20-minute walk away.
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    US$ 383 price for 1 night
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  • Pelican Suite - Southernmost Sanctuary

    Pelican Suite - Southernmost Sanctuary

    Downtown Key West
    Situated 11 minutes by foot from The Ernest Hemingway Home and Museum, the 1-bedroom Pelican Suite - Southernmost Sanctuary Key West villa provides access to numerous tourist attractions in the area.
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    US$ 483 price for 1 night
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  • Hemingways Atlantic Retreat

    Hemingways Atlantic Retreat

    1800 Atlantic Blvd Unit C339
    The 2-bedroom Hemingways Atlantic Retreat Villa Key West is nestled about 5 minutes' stroll from The Key West Nature Preserve and entices guests with a sauna. Featuring a swimming pool, this holiday…
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    US$ 404 price for 1 night
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  • The Mesa House-Close To Duval!

    The Mesa House-Close To Duval!

    Downtown Key West
    Located 6 minutes by foot from Mile Marker 0 Store, The Mesa House-Close To Duval! Key West villa offers a patio with a view over city.
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    US$ 1379 price for 1 night
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  • Osprey Suite - Southernmost Sanctuary

    Osprey Suite - Southernmost Sanctuary

    Downtown Key West
    Located approximately a 25-minute walk from the Harry S. Truman Little White House, the 1-bedroom Osprey Suite - Southernmost Sanctuary Key West villa provides access to various tourist attractions…
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    US$ 945 price for 1 night
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  • Wahoo Way

    Wahoo Way

    Downtown Key West
    Located only steps away from Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Wahoo Way Villa Key West offers quick access to various city attractions in the vicinity.
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    US$ 227 price for 1 night
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  • Toon Hall Tropical Village

    Toon Hall Tropical Village

    Downtown Key West
    At the 2-bedroom Toon Hall Tropical Village Key West villa, guests can enjoy snorkeling, canoeing, and cycling as well as a location only an 8-minute walk from Higgs Beach.
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    US$ 1271 price for 1 night
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  • Leo'S Lodge

    Leo'S Lodge

    Downtown Key West
    Offering a location 7 minutes by foot from the downtown commercial zoned Duval Street, the 1-bedroom Leo'S Lodge Key West gives access to various tourist spots in the area.
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    US$ 392 price for 1 night
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  • Upper Sunset North

    Upper Sunset North

    801 Eisenhower Dr. #8, 8
    Situated just a 6-minute stroll from Bayview Park, Upper Sunset North Villa Key West offers opportunities for snorkeling and fishing in the area.
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    US$ 884 price for 1 night
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