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Key West vacation rentals

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Holiday homes

1227 properties found in Key West

  • The Henry Flagler

    The Henry Flagler

    Layton, United States
    Staying at 1-bedroom The Henry Flagler Villa, guests can visit Long Key State Park, which is a 10-minute drive away. Guests can enjoy windsurfing, snorkelling, and diving at the beachfront villa…
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    US$ 488 price for 1 night
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  • Keyluxe Retreat

    Keyluxe Retreat

    350 9Th Street
    At the 3-bedroom Keyluxe Retreat Villa, guests can enjoy diving, cycling, and fishing as well as a location 5 minutes on foot from Florida Keys Aquarium Encounters.
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    US$ 364 price for 1 night
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  • Villa Bella Newly Remodeled With Private Dock And Pool & Cabana Club Access - 7 Night Minimum Stay

    Villa Bella Newly Remodeled With Private Dock And Pool & Cabana Club Access - 7 Night Minimum Stay

    161 10Th Street
    Located in the Key Colony district, the 3-bedroom Villa Bella Newly Remodeled With Private Dock And Pool & Cabana Club Access - 7 Night Minimum Stay offers an outdoor swimming pool along with views…
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  • Ocean View Treehouse Double King Suite 3403

    Ocean View Treehouse Double King Suite 3403

    500 Burton Drive
    The 2-bedroom Ocean View Treehouse Double King Suite 3403 Tavernier villa is located a stone's throw from Hammer Point Cape and features a swimming pool and a patio for a relaxing stay. Located…
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    US$ 418 price for 1 night
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  • A409 Moon Bay

    A409 Moon Bay

    104350 Overseas Highway
    Located just near Jimmy Johnson's Big Chill, the 2-bedroom A409 Moon Bay Villa Key Largo gives easy access to various tourist attractions in the area. The accommodation features opportunities for…
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    US$ 387 price for 1 night
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  • Ambrosia At Azul Mansion Key West

    Ambrosia At Azul Mansion Key West

    Downtown Key West

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    US$ 448 price for 1 night
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  • Island Oasis ~ Your Paradise Awaits!

    Island Oasis ~ Your Paradise Awaits!

    701 Spanish Main Drive
    Located around 10 minutes' drive from Knockemdown Key, the 1-bedroom Island Oasis ~ Your Paradise Awaits! Cudjoe Key villa features a swimming pool, a hot tub, ensuring a relaxing stay. Featuring sea…
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    US$ 427 price for 1 night
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  • 203 Mariners Club

    203 Mariners Club

    97501 Overseas Highway
    The 158 m^2 203 Mariners Club Apartment is located in Key Largo, only 0.6 km from Shell World Gift Shop, and pampers guests with a Jacuzzi. This 3-bedroom apartment offers a car park on site.
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    US$ 785 price for 1 night
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  • Octopus Garden By Last Key Realty

    Octopus Garden By Last Key Realty

    55 Coral Way
    Octopus Garden By Last Key Realty Villa provides easy access to various city attractions, such as FYT Fitness Center, situated only a 5-minute stroll away.
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    US$ 969 price for 1 night
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  • Beachfront Paradise, Heated Pool And Ocean View #9

    Beachfront Paradise, Heated Pool And Ocean View #9

    133 Coco Plum Drive
    Cozy Oceanview Retreat, Pool & Beach Proximity #9 Apartment Marathon is located within 25 minutes' walk of Florida Keys Aquarium Encounters and approximately 3 km from Little Crawl Key Island. One of…
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  • Absolutely Paradise

    Absolutely Paradise

    Downtown Key West
    Absolutely Paradise Villa is located just 1.1 km from the very unusual Key West Cemetery and provides windsurfing, snorkelling, and canoeing for active guests.
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    US$ 1973 price for 1 night
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  • Jasmine Place

    Jasmine Place

    Downtown Key West
    Located a 17-minute walk from Ripley's Believe It or Not Museum, Jasmine Place Key West villa gives access to various tourist sites in the vicinity.
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  • Poolside Breeze Retreat

    Poolside Breeze Retreat

    1800 Atlantic Blvd Unit A103
    Situated at a distance of 350 metres from The Key West Nature Preserve, the spacious 2-bedroom Poolside Breeze Retreat Apartment Key West entices guests with a sauna. Southernmost Point of the…
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    US$ 1026 price for 1 night
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  • Twilight #32

    Twilight #32

    32 East Playa Largo Blvd
    At the beachfront Twilight 32 Villa, guests can enjoy snorkelling, canoeing, and fishing as well as a location around a 10-minute walk from American Outdoors. Located very close to Tavernier Towne II…
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    US$ 675 price for 1 night
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  • Capmar House -Huge Home & Pool

    Capmar House -Huge Home & Pool

    4 Shoreline Road
    Situated approximately a 25-minute walk from Key West Tropical Forest and Botanical Garden, Capmar House -Huge Home & Pool invites guests to relax at a patio. Featuring fitness classes, as well as a…
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    US$ 1894 price for 1 night
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  • Oceanfront Oasis With Beach Views & Heated Pool #34

    Oceanfront Oasis With Beach Views & Heated Pool #34

    133 Coco Plum Drive 34
    The 114 m^2 Oceanfront Oasis With Beach Views & Heated Pool #34 Apartment Marathon is located only 0.8 km from San Pablo Catholic Church and approximately 5 minutes' drive from Shelter Bay Marine.
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  • Reel Deal - Waterfront Pool Home, 76' Dock

    Reel Deal - Waterfront Pool Home, 76' Dock

    233 112Th Street Ocean
    Reel Deal - Waterfront Pool Home, 76' Dock Marathon is located a 19-minute walk from Oceanfront Park and provides a private swimming pool, ensuring a relaxing stay.
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    US$ 465 price for 1 night
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  • Two Duval Street Condos W Parking And Pool

    Two Duval Street Condos W Parking And Pool

    Downtown Key West
    The 2-bedroom Two Duval Street Condos W Parking And Pool villa is located 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum and provides a swimming pool, ensuring a relaxing stay.
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    US$ 834 price for 1 night
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  • Key Largo Kawama Villa L1

    Key Largo Kawama Villa L1

    1500 Ocean Bay Drive L1
    Situated right next to The African Queen, the 3-bedroom Kawama L1 In Key Largo, Beach, Lagoon, Pools, Tennis, Free Bikes And Canoes Villa features a terrace with views of the garden. Offering an…
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    US$ 614 price for 1 night
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  • Casita De Catherine By Avantstay

    Casita De Catherine By Avantstay

    Downtown Key West
    The 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub villa is situated within 5 minutes' walk of Southernmost Point, featuring such comforts as Wi-Fi and parking. Offering a…
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    US$ 446 price for 1 night
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