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Luxury accommodations in Key West

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Luxury accommodations

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759 properties found in Key West

  • Breezy Palms Resort

    Breezy Palms Resort

    80015 Overseas Highway Proximity to attractions - 3.2km
    "Relaxing beachside getaway"
    Best for Families

    • Oceanfront with private beach access

    • Fresh-water pool open year-round

    • 320 feet of ocean frontage

    from

    US$ 142 price for 1 night
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  • Fairfield By Marriott Inn & Suites Key West At The Keys Collection

    Fairfield By Marriott Inn & Suites Key West At The Keys Collection

    3852 North Roosevelt Boulevard Close to attractions - 1.8km
    "Relax by the pool"
    Best for Couples

    • Newly renovated hotel experience

    • Outdoor pool with bar service

    • Over 11,000 sq ft of event space

    from

    US$ 112 price for 1 night
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  • Coconut Cay Marina & Rv Park

    Coconut Cay Marina & Rv Park

    7200 Aviation Boulevard Near popular attractions - 3.7km
    "Relax and unwind here"
    Best for Outdoor Enthusiasts

    • Private beach access available

    • Outdoor swimming pool open year-round

    • Bicycle rentals for exploration

    from

    US$ 171 price for 1 night
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  • Amoray Dive Resort

    Amoray Dive Resort

    104250 Overseas Highway Bayside views - 1.5km
    "Adventure on water"
    Best for Divers

    • Gold standard dive resort

    • Waterfront accommodations available

    • Free use of kayaks

    from

    US$ 336 price for 1 night
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  • Almond Tree Inn - Adults Only

    Almond Tree Inn - Adults Only

    Downtown Key West Close to attractions - 300m
    "Relax by pool"
    Best for Couples

    • Heated outdoor swimming pool

    • Luxury amenities in every room

    • Concierge services for customized experiences

    from

    US$ 201 price for 1 night
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  • Truman Hotel

    Truman Hotel

    Downtown Key West Walking distance attractions - 300m
    4.5
    1311 reviews
    Best for Couples

    • Recently renovated spacious rooms

    • Charming outdoor courtyard and pool

    • Accessible features throughout hotel

    from

    US$ 292 price for 1 night
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  • Islander Resort

    Islander Resort

    82100 Overseas Highway Direct beach access - 0m
    4.5
    866 reviews
    Best for Families

    • Newly redesigned rooms and suites

    • Multiple on-site dining options

    • Extensive beach and water sports

    from

    US$ 204 price for 1 night
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  • Courtyard By Marriott Key West Waterfront

    Courtyard By Marriott Key West Waterfront

    3031-41 North Roosevelt Boulevard Close to attractions - 10 min drive
    4
    1083 reviews
    Best for Couples

    • Junior Olympic size heated pool

    • Private sunbathing and kayak beach

    • On-site Tiki Bar by the pool

    from

    US$ 184 price for 1 night
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  • Orchid Key Inn - Adults Only

    Orchid Key Inn - Adults Only

    Downtown Key West Historic Old Town - 300m
    "Peaceful luxurious retreat"
    Best for Couples

    • Heated pool and whirlpool spa

    • Adults-only atmosphere for relaxation

    • Luxury bedding and bath products

    from

    US$ 156 price for 1 night
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  • Gulf View Waterfront Resort

    Gulf View Waterfront Resort

    58743 Overseas Highway Near Dolphin Research Center - 300m
    "Outdoor activities await"
    Best for Outdoor Enthusiasts

    • Complimentary kayaks and paddleboards

    • Pet-friendly with nearby dog parks

    • Convenient boat docking with launch ramp

    from

    US$ 125 price for 1 night
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  • New Orleans House - Gay Male Adult Guesthouse

    New Orleans House - Gay Male Adult Guesthouse

    Downtown Key West Heart of Old Town - 300m
    "Fun and vibrant atmosphere"
    Best for Gay Travelers

    • Clothing-optional pool and sundeck

    • Complimentary happy hour daily

    • Live entertainment nightly

    from

    US$ 163 price for 1 night
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  • The Gardens Hotel

    The Gardens Hotel

    Downtown Key West 1-minute walk to Duval Street - 300m
    "Relax by the pool"
    Best for Couples

    • Two outdoor pools available

    • Private balconies in all rooms

    • On-site bicycle rental service

    from

    US$ 309 price for 1 night
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  • Bluegreen Vacations Hammocks At Marathon, An Ascend Resort

    Bluegreen Vacations Hammocks At Marathon, An Ascend Resort

    1688 Overseas Highway, , 33050 Close to beaches - 19 mi
    "Fun for everyone"
    Best for Couples

    • On-site spa for relaxation

    • Family-friendly on-site activities

    • Outdoor swimming pool available

    from

    US$ 279 price for 1 night
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  • The Capitana Key West

    The Capitana Key West

    2401 North Roosevelt Boulevard Near local attractions - 2km
    "Relax by the pool"
    Best for Families

    • Pet-friendly hotel for your furry friends

    • Private beach access for guests to unwind

    • Contemporary coastal-chic room decor aesthetics

    from

    US$ 443 price for 1 night
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    Downtown Key West Beach access - 300m
    4
    3289 reviews
    Best for Water Sports Lovers

    • Lagoon-style pool open all year

    • Proximity to Smathers Beach access

    • On-site dining with casual bites

    from

    US$ 302 price for 1 night
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  • Coconut Cay Resort

    Coconut Cay Resort

    7196 Overseas Highway Close to Sombrero Beach - 1.5km
    3.5
    676 reviews
    Best for Families

    • Complimentary bikes and kayaks available

    • Pet-friendly accommodations for furry guests

    • Heated pool for year-round relaxation

    from

    US$ 100 price for 1 night
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  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    Downtown Key West Steps from Hemingway's House - 200m
    "Charming historic accommodations"
    Best for Couples

    • Outdoor heated swimming pool

    • On-site poolside bar services

    • Bicycle rentals for exploration

    from

    US$ 390 price for 1 night
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  • Ragged Edge Resort & Marina

    Ragged Edge Resort & Marina

    243 Treasure Harbor Drive Central Keys location - 1.5km
    "Fishing and kayaking"
    Best for Fishing Enthusiasts

    • Private harbor for boaters

    • Heated outdoor swimming pool

    • Fully equipped kitchens available

    from

    US$ 485 price for 1 night
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  • Fiesta Key Rv Resort Standard Room 8

    Fiesta Key Rv Resort Standard Room 8

    70001 Overseas Highway 15 Nearby Key Largo - 44 km
    "Great family getaway"
    Best for Families

    • Outdoor swimming pool available

    • Complimentary on-site parking offered

    • Relaxing on-site Jacuzzi accessible

    from

    US$ 301 price for 1 night
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  • The Saint Hotel Key West, Autograph Collection, Adult Only

    The Saint Hotel Key West, Autograph Collection, Adult Only

    Downtown Key West Near nightlife - 200m
    "Relaxing infinity pool"
    Best for Couples

    • Outdoor infinity pool with waterfall

    • Directly on lively Duval Street

    • Free bikes for guest use

    from

    US$ 258 price for 1 night
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