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Luxury accommodations in Key West

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Luxury accommodations

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772 properties found in Key West

  • Hampton Inn Key West Fl

    Hampton Inn Key West Fl

    3755 S. Roosevelt Boulevard Moments from Smathers Beach - 1.5km
    "Relax by the pool"
    Best for Couples

    • Heated ocean-view outdoor pool

    • Complimentary airport shuttle service

    • Free daily buffet breakfast available

    from

    US$ 130 price for 1 night
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  • Sugarloaf Key Hotel At Koa Resort

    Sugarloaf Key Hotel At Koa Resort

    251 County Road 939 32 km from Duval Street - 32 km
    "Relax by the pool"
    Best for Couples

    • Outdoor swimming pool with views

    • Private beach area access

    • On-site hot tub and jacuzzi

    from

    US$ 272 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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  • 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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  • 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$ 142 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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  • 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$ 187 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$ 274 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$ 224 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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  • 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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  • 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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  • 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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  • Beachside Resort & Residences

    Beachside Resort & Residences

    3841 North Roosevelt Boulevard Private access beach - 0m
    4.5
    3526 reviews
    Best for Families

    • Private beach with lounge chairs

    • On-site marina for adventures

    • Direct pool access from suites

    from

    US$ 219 price for 1 night
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  • The Ocean View Inn

    The Ocean View Inn

    84500 Overseas Highway Near Fossil Reef Park - 700m
    "Relax by the pool"
    Best for Couples

    • Outdoor swimming pool with bar

    • Private patios in guest rooms

    • Heated pool available year-round

    from

    US$ 240 price for 1 night
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  • Dove Creek Resort & Marina

    Dove Creek Resort & Marina

    147 Seaside Avenue Near coral reef park - 20 minutes
    4.5
    1067 reviews
    Best for Couples

    • Oceanfront heated outdoor pool

    • Private beach area with lounge chairs

    • Direct access to marina for activities

    from

    US$ 145 price for 1 night
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  • Grassy Flats Resort & Beach Club

    Grassy Flats Resort & Beach Club

    58182 Overseas Hwy,Marathon Fl 3305 Top beach access - 300m
    "Sandy beach activities"
    Best for Families

    • Sustainable eco-friendly practices

    • On-site fine dining restaurant

    • Complimentary water sports included

    from

    US$ 536 price for 1 night
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  • Fairfield By Marriott Inn & Suites Marathon Florida Keys

    Fairfield By Marriott Inn & Suites Marathon Florida Keys

    13201 Overseas Highway Close to beach - 1.5km
    "Snorkeling and diving"
    Best for Families

    • Two outdoor heated pools

    • 5,000 sq ft on-site restaurant

    • Full hot breakfast served daily

    from

    US$ 117 price for 1 night
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  • Rainbow Bend Resort

    Rainbow Bend Resort

    57784 Overseas Highway, Mm58 Beach access - 300m
    4
    878 reviews
    Best for Families

    • Outdoor pool with ocean views

    • Kitchenettes in guest suites

    • Complimentary kayak rentals offered

    from

    US$ 149 price for 1 night
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