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Key West vacation rentals

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Holiday homes

1227 properties found in Key West

  • Key Largo Weekly Paradise House Rental

    Key Largo Weekly Paradise House Rental

    2 Mangrove Lane
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  • Waterfront Luxury Villa 35 With Boat Slip And Sunset Views

    Waterfront Luxury Villa 35 With Boat Slip And Sunset Views

    11600 1St Avenue Gulf
    Staying at Waterfront Luxury Villa 35 With Boat Slip And Sunset Views Marathon, guests can visit the Eaa Air Museum|the EAA Air Museum, which is only 1.9 km away.
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  • Island Oasis

    Island Oasis

    Downtown Key West
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  • Isle Be Back

    Isle Be Back

    Downtown Key West
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  • Atlantic Parrot

    Atlantic Parrot

    1800 Atlantic Boulevard #435C

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    US$ 554 price for 1 night
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  • 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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  • 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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  • 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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  • Higgs Beach Hideaway

    Higgs Beach Hideaway

    1520 Patricia Street
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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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  • 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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  • Go Fish Inn

    Go Fish Inn

    31041 Hollerich Dr.
    Located approximately 10 minutes' drive from Big Pine Key Shopping Center, the 2-bedroom Go Fish Inn villa provides access to various tourist attractions in the vicinity.
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  • #8Oceanfront 4 Bed 3 Bath Pool Home W Free Dock

    #8Oceanfront 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$ 1126 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$ 514 price for 1 night
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  • Twin Palms Canal Front

    Twin Palms Canal Front

    1547 Narcissus Ave
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