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Key West vacation rentals

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Holiday homes

1207 properties found in Key West

  • Margaret Street Retreat

    Margaret Street Retreat

    Downtown Key West
    Located merely 6 minutes' walk from 7 Artists & Friends Gallery, Margaret Street Retreat Villa Key West offers quick access to various city attractions in the vicinity.
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    US$ 615 price for 1 night
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  • Old Town Getaway

    Old Town Getaway

    Downtown Key West
    Located about 25 minutes' walk from Higgs Beach Dog Park, the 1-bedroom Old Town Getaway Villa Key West provides access to various tourist attractions in the vicinity.
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  • Havana Views

    Havana Views

    Downtown Key West
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  • The Salt Cay -Modern & Pet Friendly

    The Salt Cay -Modern & Pet Friendly

    Seaside Drive 3625
    The Salt Cay -Modern & Pet Friendly Villa offers quick access to such tourist spots as Cow Key Channel, situated merely a 6-minute walk away.
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    US$ 992 price for 1 night
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  • Tranquility In Paradise - Sugarloaf - 17 Miles To Key West

    Tranquility In Paradise - Sugarloaf - 17 Miles To Key West

    17084 Green Turtle Lane West
    The 3-bedroom Tranquility In Paradise - Sugarloaf - 17 Miles To Key West Villa is located at a distance of 3.6 km from Jumping Bridge and provides a Jacuzzi. This accommodation features opportunities…
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  • Dolphin Watch

    Dolphin Watch

    Downtown Key West
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  • Beachside Retreat W/ Pool, Boat Ramp Dock For Rent

    Beachside Retreat W/ Pool, Boat Ramp Dock For Rent

    Lot 155, 101551 Overseas Highway
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  • A Windsong Delight

    A Windsong Delight

    Downtown Key West
    Situated in the Downtown Key West district, the 3-bedroom A Windsong Delight Villa offers guests to indulge in windsurfing, snorkelling, and canoeing, or unwind by a private pool. Featuring access to…
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  • Crystal Waters - 2Br 3Ba Private Villa

    Crystal Waters - 2Br 3Ba Private Villa

    5089 Sunset Village Drive
    Located merely a 5-minute walk from Hawks Cay Boulevard, Crystal Waters Villa Duck Key offers a sunbathing terrace with a view over the street. Providing guests with Wi-Fi and parking, the 3-bedroom…
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    US$ 569 price for 1 night
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  • Serenity By Avantstay Guest House In Old Town W Shared Pool Month Long Stays Only

    Serenity By Avantstay Guest House In Old Town W Shared Pool Month Long Stays Only

    Downtown Key West
    Featuring a swimming pool, the 1-bedroom Serenity By Avantstay Guest House In Old Town W Shared Pool Month Long Stays Only villa is nestled in the Downtown Key West district of Key West and offers…
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    US$ 204 price for 1 night
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  • Louisas Hideaway

    Louisas Hideaway

    Downtown Key West
    Situated in the Duval district, at a 200-metre distance from The Ernest Hemingway Home and Museum, the 3-bedroom Louisas Hideaway Villa comes with a heated pool for guests to unwind. Guests can enjoy…
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  • Ascension Truman Annex

    Ascension Truman Annex

    Downtown Key West
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  • Dancing Palms

    Dancing Palms

    Downtown Key West
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  • Luxury Key Largo Home With Guest House And Pool!

    Luxury Key Largo Home With Guest House And Pool!

    45 Mutiny Pl
    Located within convenient reach of Island Dolphin Care, the 4-bedroom Luxury Key Largo Home With Guest House And Pool! provides an outdoor pool as well as canoeing to diversify guests' leisure.
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    US$ 563 price for 1 night
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  • Palms 309

    Palms 309

    79901 Overseas Hwy.
    The 2-bedroom Palms 309 Villa Islamorada is located within a 4-km distance of Lobster Trap Art Gift Shop and Gallery and provides a hot tub. This Islamorada holiday home features opportunities for…
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  • Keys Wade New 1B 2Bath

    Keys Wade New 1B 2Bath

    10877 Overseas Highway
    Located 10 minutes on foot from Eaa Air Museum, the 2-bedroom Keys Wade New 1B 2Bath Villa gives access to various tourist sites in the vicinity.
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  • Blue Horizon Hideaway

    Blue Horizon Hideaway

    3029 North Roosevelt Blvd 30
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  • Havana Mango Compound

    Havana Mango Compound

    2851 Key Cove Dr.
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  • Conch Republic Cottage

    Conch Republic Cottage

    Downtown Key West
    Conch Republic Cottage is located merely 1.5 km from Key West First Legal Rum Distillery and invites guests to join snorkelling, canoeing, and hiking. Offering a car park as well as Wi-Fi, the 3…
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    US$ 952 price for 1 night
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  • 405 Mariners Club

    405 Mariners Club

    97501 Overseas Hwy #405
    The 3-room 405 Mariners Club Apartment Key Largo is located nearly 25 minutes' walk from Dolphins Plus Key Largo and 3.9 km from Key Largo. Guests will surely enjoy a Jacuzzi at this spacious…
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    US$ 869 price for 1 night
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