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Key West vacation rentals

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Holiday homes

631 properties found in Key West

  • Villa The Watson House

    Villa The Watson House

    Downtown Key West
    Located around a 5-minute stroll from Vandenberg Wreck, the 4-bedroom Villa The Watson House Key West gives easy access to various tourist attractions in the area. Guests can enjoy windsurfing…
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  • Ibis By Avantstay

    Ibis By Avantstay

    Downtown Key West
    Situated just 6 minutes' stroll from the historic Saint Mary Star of the Sea Church, the 0-bedroom Ibis By Avantstay Close To Duval Street W Shared Pool Month Long Stays Only Key West villa offers…
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  • Petes West Cottage

    Petes West Cottage

    Downtown Key West
    Situated about 15 minutes' walk from the shopping mall "Clinton Square Market", the 1-bedroom Petes West Cottage Key West entices guests to explore various tourist attractions in the area.
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  • Two Duval Street Suites W Parking And Pool

    Two Duval Street Suites W Parking And Pool

    Downtown Key West
    Located in the Downtown Key West district, a mere 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum, Two Duval Street Suites W Parking And Pool Key West villa offers urban views.
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    US$ 807 price for 1 night
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  • The Crestwood House - Private Heated Pool & Parking

    The Crestwood House - Private Heated Pool & Parking

    Shoreline Road 17
    Featuring a private pool for guests' relaxation, the 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa Key West is located just 0.7 miles from Key Haven. Featuring access to a patio…
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    US$ 2726 price for 1 night
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  • Octopus Garden By Last Key Realty

    Octopus Garden By Last Key Realty

    55 Coral Way
    The 3-bedroom Octopus Garden By Last Key Realty Key West villa provides easy access to various city attractions, such as FYT Fitness Center, situated approximately 5 minutes' walk away.
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    US$ 969 price for 1 night
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  • Coral Hammock Poolside Home

    Coral Hammock Poolside Home

    28 Coral Way
    Offering a location 3.7 miles from Key West Firehouse Museum, Coral Hammock Poolside Home Key West gives access to various tourist spots in the area.
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    US$ 526 price for 1 night
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  • Catherine House

    Catherine House

    Downtown Key West
    Catherine House Key West villa is located 15 minutes' stroll from the Harry S. Truman Little White House and invites guests to join windsurfing, snorkeling, and canoeing.
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    US$ 759 price for 1 night
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  • New Private Pool & Docking - Floralee House

    New Private Pool & Docking - Floralee House

    Mangrove Lane 11
    Staying at the 7-bedroom New Private Pool & Docking - Floralee House Villa Key West, guests can easily reach Cozumel Park, located approximately 10 minutes' drive away. Guests can enjoy cycling and…
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  • American Shoal Light Suite

    American Shoal Light Suite

    Downtown Key West
    American Shoal Light Suite Key West villa offers proximity to such city sites as Key West Lighthouse and Keeper's Quarters Museum, located about a 5-minute walk away.
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  • Sundial On The Atlantic Ocean View

    Sundial On The Atlantic Ocean View

    1800 Atlantic Blvd, Unit C328
    The 2-bedroom Sundial On The Atlantic Ocean View Villa Key West is located about a 5-minute stroll from The Key West Nature Preserve and offers a sauna for guests' relaxation. Featuring a swimming…
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    US$ 561 price for 1 night
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  • St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

    St Kitts - Downtown Waterfront Penthouse Pool Dock Parking

    915 Eisenhower Drive
    Located about a 5-minute stroll from Wreckers Sloop Mary, the 4-bedroom St Kitts - Downtown Waterfront Penthouse Pool Dock Parking Villa Key West gives easy access to various tourist attractions in…
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    US$ 547 price for 1 night
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  • Casa Serendipity By Last Key Realty

    Casa Serendipity By Last Key Realty

    Downtown Key West
    Offering a location 25 minutes' walk from the secluded pocket Dog Beach, Casa Serendipity By Last Key Realty Key West gives access to various tourist spots in the area.
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    US$ 1544 price for 1 night
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  • Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

    Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock

    915 Eisenhower Drive
    The 2-bedroom Florida - Spacious Updated Waterfront Condo 2X2 Pool Dock Key West villa is located about a 5-minute stroll from Bayview Park and offers guests to relish a patio as well as a swimming…
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  • Upper Bayview South

    Upper Bayview South

    801 Eisenhower Dr. #10, 10
    Located merely 6 minutes' stroll from Bayview Park, Upper Bayview South Villa Key West gives easy access to various tourist attractions in the area.
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    US$ 1763 price for 1 night
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  • New The Cottage At James House

    New The Cottage At James House

    Downtown Key West
    The 1-bedroom New The Cottage At James House Key West is located merely 5 minutes by foot from Key West Historic Seaport and features a swimming pool as well as a patio for guests' pleasure. Offering…
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    US$ 519 price for 1 night
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  • Petes East Cottage

    Petes East Cottage

    Downtown Key West
    Located only 6 minutes' stroll from Southernmost Point of the Continental US Monument, the 1-bedroom Petes East Cottage Key West gives easy access to various tourist attractions in the area.
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  • Botanical Island Delight

    Botanical Island Delight

    1800 Atlantic Blvd, #C120
    Located just 9 minutes' walk from Higgs Beach Dog Park, the 2-bedroom Botanical Island Delight Villa Key West offers a swimming pool for guests to relax by. This 2-bathroom holiday home is located…
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    US$ 455 price for 1 night
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  • Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

    Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly

    915 Eisenhower Drive
    The 2-bedroom Aruba - Downtown Waterfront 2X2 Dock & Pool Pet-Friendly Villa Key West offers proximity to such city sites as Wreckers Sloop Mary, located approximately a 5-minute walk away. Located 1…
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    US$ 856 price for 1 night
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  • Oceanfront Oasis

    Oceanfront Oasis

    1901 South Roosevelt Blvd, Unit 304
    Oceanfront Oasis Villa Key West is located a 25-minute stroll from the historic Saint Mary Star of the Sea Church and provides a heated pool, ensuring a relaxing stay. Located in the immediate…
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    US$ 550 price for 1 night
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