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Key West vacation rentals

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Holiday homes

1213 properties found in Key West

  • Bahama Dreams

    Bahama Dreams

    Downtown Key West
    The 2-bedroom Bahama Dreams Villa is located just near Key West Lighthouse and Keeper's Quarters Museum and features a swimming pool and a patio for a relaxing stay. Located a mere 1.2 km from Curry…
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  • Seaside Villa- Charming Beachfront Condo W Pool!

    Seaside Villa- Charming Beachfront Condo W Pool!

    135 Coco Plum Dr 2B
    Offering a spa centre to ensure a relaxing stay, Seaside Villa- Charming Beachfront Condo W Pool! Marathon is located 8 minutes' walk from the spur-and-groove Sombrero Coral Reef. Providing guests…
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    US$ 302 price for 1 night
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  • Little Bay Cottage

    Little Bay Cottage

    82246 Overseas Hwy
    Offering a location 17 minutes' walk from Upper Matecumbe Key Island, the 2-bedroom Little Bay Cottage Islamorada gives access to various tourist spots in the area.
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    US$ 549 price for 1 night
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  • Lighthouse Suites Collection

    Lighthouse Suites Collection

    Downtown Key West
    Featuring an outdoor swimming pool for guests' enjoyment, The Lighthouse Suites villa is nestled in the heart of Key West, a mere 1.4 km from Mallory Square.
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  • Dos Casitas By Last Key Realty

    Dos Casitas By Last Key Realty

    Downtown Key West
    Situated only 7 minutes' stroll from The Ernest Hemingway Home and Museum, the 5-bedroom Dos Casitas By Last Key Realty Key West villa provides guests with a Jacuzzi for additional relaxation.
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  • Charming 'Boho Breeze' Retreat W/ Pool Access

    Charming 'Boho Breeze' Retreat W/ Pool Access

    171 Golf Club Dr
    The 2-bedroom Charming Boho Breeze Retreat With Pool Access Villa is situated 5 minutes' walk from Key Haven, featuring such comforts as Wi-Fi and a car park.
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    US$ 145 price for 1 night
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  • The Zane Grey

    The Zane Grey

    Layton, United States
    Staying at the 1-bedroom The Zane Grey Villa Layton, guests can easily reach Long Key State Park, located nearly 10 minutes away by car.
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    US$ 802 price for 1 night
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  • A Bit Of Heaven

    A Bit Of Heaven

    Downtown Key West
    Situated only a 5-minute walk from The Unitarian Universalist Fellowship of Key West, the 3-bedroom A Bit Of Heaven Villa offers easy access to numerous tourist spots in the area. Guests can enjoy…
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  • Papa'S Casita

    Papa'S Casita

    Downtown Key West
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  • Old Town Proximity - Island Serenity!

    Old Town Proximity - Island Serenity!

    28 Merganser Ln
    Located merely a 5-minute walk from Key Haven, the 2-bedroom Key West Home On Golf Course With Patio And Grill! gives easy access to various tourist attractions in the area. Providing guests with Wi…
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  • Mansion The Watson House

    Mansion The Watson House

    Downtown Key West
    Situated 2.9 km from Smathers Beach, Mansion The Watson House Villa entices guests to enjoy windsurfing, snorkelling, and canoeing in the area.
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    US$ 3105 price for 1 night
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  • Another Day In Paradise Truman Annex

    Another Day In Paradise Truman Annex

    Downtown Key West
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  • Hidden Treasure Colony

    Hidden Treasure Colony

    Downtown Key West
    Situated just 500 metres from Southernmost Point of the Continental US, Hidden Treasure Colony Villa offers guests to relax by a swimming pool. The 2-bedroom villa features opportunities for…
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    US$ 671 price for 1 night
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  • Paridise Luxury & Fishing Canal Home

    Paridise Luxury & Fishing Canal Home

    126 Bessie Rd
    Located approximately a 10-minute ride from Our Place In Paradise, the 2-bedroom Paridise Luxury & Fishing Canal Home Tavernier offers a terrace with views of the sea. Offering a private swimming…
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    US$ 600 price for 1 night
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  • Vibrant Family Condo - Pool & Ocean Panorama #3

    Vibrant Family Condo - Pool & Ocean Panorama #3

    133 Coco Plum Drive 3
    Situated merely 14 minutes' walk from Shelter Bay Marine, the beachfront 93 m^2 Vibrant Family Condo - Pool & Ocean Panorama #3 Marathon provides guests with Wi-Fi for either business or leisure. The…
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  • 1 Island Time Escape

    1 Island Time Escape

    Downtown Key West
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  • Reel Relaxin' - Luxury Waterfront Pool Home, 55' Dock

    Reel Relaxin' - Luxury Waterfront Pool Home, 55' Dock

    98 Calle Ensueno
    Situated 4.8 km from Eaa Air Museum, the 4-bedroom Reel Relaxin' - Luxury Waterfront Pool Home, 55' Dock Marathon offers a year-round outdoor swimming pool, a spa centre for guests to relax in.
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  • Osprey Colony

    Osprey Colony

    Downtown Key West
    Located 7 minutes on foot from Duval Street, Osprey Colony Villa provides a heated pool as well as windsurfing, snorkelling, and canoeing to diversify guests' leisure. Offering Wi-Fi, the property is…
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  • Esperanza Suite

    Esperanza Suite

    Downtown Key West
    Located just a 6-minute walk from Southernmost Point of the Continental US, the 2-bedroom Esperanza Suite villa offers guests to relax in a Jacuzzi, or enjoy windsurfing, snorkelling, and canoeing.
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  • The Vaca House

    The Vaca House

    1575 122Nd Street Ocean
    Located nearly 5 minutes' walk from Little Crawl Key Island, the 6-bedroom The Vaca House Villa Marathon boasts a swimming pool, a Jacuzzi for a relaxing experience. Featuring sea views, the…
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    US$ 1167 price for 1 night
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