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Key West vacation rentals

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Holiday homes

1308 properties found in Key West

  • Paradise Cove - Waterfront Private Pool Home, 2 Mins To Open Gulf, 60' Dock

    Paradise Cove - Waterfront Private Pool Home, 2 Mins To Open Gulf, 60' Dock

    2239 Yellowtail Drive
    The 2-bedroom Paradise Cove - Waterfront Private Pool Home, 2 Mins To Open Gulf, 60' Dock Marathon is located about 10 minutes by car from Florida Keys Aquarium Encounters, giving access to various…
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  • Noonas Mansion By Last Key Realty

    Noonas Mansion By Last Key Realty

    Downtown Key West
    Located in the Downtown Key West district, the 6-bedroom Noonas Mansion By Last Key Realty Villa invites guests to unwind at a heated pool.
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  • Keitt At Scarlet Mango Inn Key West

    Keitt At Scarlet Mango Inn Key West

    Downtown Key West
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  • Bay Therapy

    Bay Therapy

    778 Bostwick Dr
    Situated not very far from John Pennekamp State Park, Bay Therapy Villa invites guests to relax at a terrace. Guests can enjoy windsurfing, snorkelling, and canoeing at the 3-bedroom villa, located…
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    US$ 438 price for 1 night
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  • Endless Summerland

    Endless Summerland

    24347 Caribbean Dr W
    Nestled 4.4 km from Looe Key Reef Resort & Dive Center, the 2-bedroom Endless Summerland Summerland Key villa entices guests to explore various tourist destinations nearby.
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  • Elizabeth'S Secret - Old Town Key West

    Elizabeth'S Secret - Old Town Key West

    Downtown Key West
    Situated about a 15-minute walk from the shopping mall "Clinton Square Market", Elizabeth'S Secret - Old Town Key West Villa entices guests to explore various tourist attractions in the area.
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    US$ 1566 price for 1 night
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  • Casa Mariner

    Casa Mariner

    103 Patricia Ln
    Situated approximately 25 minutes' walk from the snug Sunset Park Beach, the 2-bedroom Casa Mariner Villa features a sunny patio with views of the sea. Offering a private pool, the Marathon villa…
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  • Sans Souci

    Sans Souci

    Downtown Key West
    Sans Souci Villa is located within a 5-minute drive of The Ernest Hemingway Home and Museum and provides windsurfing, snorkelling, and canoeing for active guests.
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  • 523 Mariners Club

    523 Mariners Club

    97501 Overseas Highway 523
    Located just 10 minutes' walk from Shell World Gift Shop, the 2-bedroom 523 Mariners Club Villa features a heated swimming pool, a Jacuzzi, ensuring a relaxing stay.
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  • Indigo Reef #39 - Sunset House- Luxury Waterfront Villa, 31' Dock

    Indigo Reef #39 - Sunset House- Luxury Waterfront Villa, 31' Dock

    11600 1St Avenue Gulf
    Offering a location 25 minutes' stroll from Eaa Air Museum, Indigo Reef #39 - Sunset House- Luxury Waterfront Villa, 31' Dock Marathon gives access to various tourist spots in the area.
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    US$ 721 price for 1 night
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  • New The Altair House - Fire Pit Pool & Hot Tub

    New The Altair House - Fire Pit Pool & Hot Tub

    Mangrove Lane 13
    Nestled within 25 minutes' walk of Key West Golf Club, 7-bedroom New The Altair House - Fire Pit Pool & Hot Tub Villa entices guests to explore various tourist destinations nearby. Featuring fitness…
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    US$ 1549 price for 1 night
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  • Beacon Reef 301

    Beacon Reef 301

    83201 Old Hwy Unit 301
    The 2-bedroom Beacon Reef 301 Villa Islamorada offers proximity to such city sites as Island Community Church, located only a 5-minute walk away. Offering a hot tub, the beachfront holiday home is 2.
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  • Colors Of The Keys By Last Key

    Colors Of The Keys By Last Key

    Downtown Key West
    Located just 5 minutes on foot from the bustling plaza "Mallory Square", 3-bedroom Colors Of The Keys By Last Key Villa gives easy access to various tourist attractions in the area. Providing guests…
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    US$ 663 price for 1 night
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  • Conch House

    Conch House

    330 Caroline Street
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  • Another Day In Paradise Truman Annex

    Another Day In Paradise Truman Annex

    620 Thomas Street #154
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  • #8Waterfront 4 Bed 3 Bath Pool Home W Free Dock

    #8Waterfront 4 Bed 3 Bath Pool Home W Free Dock

    2264 Overseas Hwy
    The 3-bedroom #8Waterfront 4 Bed 3 Bath Pool Home W Free Dock Marathon is located about 5 minutes' walk from Shady Palm and offers guests to relish a terrace as well as a private pool. Offering Wi-Fi…
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    US$ 1452 price for 1 night
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  • The Caroline Suite

    The Caroline Suite

    1501 Truman Avenue 2
    Located 5 minutes' drive from Key West Butterfly and Nature Conservatory, 1-bedroom The Caroline Suite villa provides access to a swimming pool.
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    US$ 417 price for 1 night
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  • Golden Nugget At Scarlet Mango Inn Key West

    Golden Nugget At Scarlet Mango Inn Key West

    Downtown Key West
    Located about a 5-minute walk from the downtown commercial zoned Duval Street, Golden Nugget At Scarlet Mango Inn Key West villa offers windsurfing, snorkelling, and fisheries to diversify guests'…
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  • Casa Blanca - Waterfront Pool Home, Game Room, 45' Dock

    Casa Blanca - Waterfront Pool Home, Game Room, 45' Dock

    221 10Th Street
    Located around 5 minutes' walk from Captain Hook s Marina Dive Center, the 3-bedroom Casa Blanca - Waterfront Pool Home, Game Room, 45' Dock Key Colony Beach gives easy access to various tourist…
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  • Beacon Terrace

    Beacon Terrace

    101 Front Street #2
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