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Luxury accommodations in Key West

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Luxury accommodations

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303 properties found in Key West

  • La Concha Key West, Autograph Collection

    La Concha Key West, Autograph Collection

    Downtown Key West Near top attractions - 300m
    3.5
    1551 reviews
    Best for Couples

    • Mojito tasting for two guests

    • Daily bike rentals for two guests

    • Rooms with historic charm

    from

    US$ 224 price for 1 night
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  • Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Gateway to Key West - 6.5km
    "Live music poolside"
    Best for Couples

    • Two lively pools with cabanas

    • Poolside dining with diverse options

    • Newly renovated stylish rooms

    from

    US$ 119 price for 1 night
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  • H2O Suites- Adults Only

    H2O Suites- Adults Only

    Downtown Key West Steps from Duval Street - 200m
    "Luxe adult-only retreat"
    Best for Couples

    • Private plunge pools available

    • Rooftop pool with bar

    • Free welcome drink on arrival

    from

    US$ 299 price for 1 night
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  • Ibis Bay Resort

    Ibis Bay Resort

    3101 North Roosevelt Boulevard Key attractions nearby - 4.1km
    "Private beach access"
    Best for Beach Lovers

    • Private beach area with sun loungers

    • Saltwater pool open year-round

    • Free Wi-Fi throughout the property

    from

    US$ 123 price for 1 night
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  • Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3850 North Roosevelt Boulevard Near historic sites - 3 miles
    "Relax by pool"
    Best for Families

    • Outdoor pool with bar

    • On-site dining options

    • Free WiFi in rooms

    from

    US$ 87 price for 1 night
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  • The Reach Key West, Curio Collection By Hilton

    The Reach Key West, Curio Collection By Hilton

    Downtown Key West Close to Duval Street - 1.5km
    "Beachfront, dining, relaxation"
    Best for Couples

    • Private natural sand beach

    • On-site dining at Four Marlins

    • Oceanfront pools and cabanas

    from

    US$ 170 price for 1 night
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  • Courtney'S Place Historic Cottages & Inns

    Courtney'S Place Historic Cottages & Inns

    Downtown Key West Blocks from Duval Street - 200m
    "Relax by the pool"
    Best for Families

    • Outdoor swimming pool available

    • Free Wi-Fi in public areas

    • Pet-friendly accommodations offered

    from

    US$ 279 price for 1 night
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  • Silver Palms Inn

    Silver Palms Inn

    Downtown Key West Three blocks away - 300m
    "Stylish comfortable rooms"
    Best for Couples

    • Minutes from lively Duval Street

    • Heated outdoor saltwater swimming pool

    • Complimentary continental breakfast included

    from

    US$ 139 price for 1 night
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  • Island City House

    Island City House

    Downtown Key West Steps from Duval - 300m
    4.5
    1310 reviews
    Best for Families

    • Essera Spa featuring wellness massages

    • Three historic buildings with unique styles

    • Lush garden with a peaceful pool area

    from

    US$ 145 price for 1 night
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  • Fairfield Inn and Suites By Marriott Key West

    Fairfield Inn and Suites By Marriott Key West

    2400 North Roosevelt Boulevard Close to beaches - 3.2km
    4
    1956 reviews
    Best for Couples

    • Large outdoor heated pool

    • Daily hot breakfast included

    • On-site bike and scooter rentals

    from

    US$ 149 price for 1 night
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  • Santa Maria Suites Resort

    Santa Maria Suites Resort

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

    • Two outdoor heated pools

    • Luxury two-bedroom suites

    • Private balconies with views

    from

    US$ 190 price for 1 night
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  • The Laureate Key West

    The Laureate Key West

    3444 N Roosevelt Boulevard 33040 Key West Fl Us Gulf of Mexico - 300m
    4.5
    107 reviews
    Best for Families

    • Bi-level suites for groups

    • Kitchen amenities in suites

    • Access to luxury pools

    from

    US$ 101 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 Walking distance attractions - 500m
    "Relax by the pool"
    Best for Socializing

    • Clothing-optional sundeck area

    • Outdoor heated swimming pool

    • Complimentary daily happy hour

    from

    US$ 163 price for 1 night
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  • The Marker Waterfront Resort

    The Marker Waterfront Resort

    200 William Street Steps to nightlife - 300m
    "Lush pools and gardens"
    Best for Couples

    • Three scenic pools available

    • Lush tropical gardens surround resort

    • Spacious rooms with soaking tubs

    from

    US$ 467 price for 1 night
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  • Hampton Inn Key West Fl

    Hampton Inn Key West Fl

    3755 S. Roosevelt Boulevard Oceanfront property - 300m
    "Enjoy ocean view"
    Best for Couples

    • Heated ocean view pool

    • Free buffet breakfast daily

    • Complimentary WiFi available

    from

    US$ 130 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 Near local hotspots - 1.8km
    "Keep your spirits high"
    Best for Couples

    • Newly renovated hotel experience

    • Complimentary breakfast buffet daily

    • Outdoor pool and Tiki bar

    from

    US$ 112 price for 1 night
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  • Almond Tree Inn - Adults Only

    Almond Tree Inn - Adults Only

    Downtown Key West Nearby attractions - 300m
    "Relax, unwind, rejuvenate"
    Best for Couples

    • Adults-only atmosphere promotes peace

    • Heated pool and whirlpool spa available

    • Daily complimentary continental breakfast

    from

    US$ 201 price for 1 night
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  • Caribbean House

    Caribbean House

    Downtown Key West Steps from Duval - 700m
    "Fun bike adventures"
    Best for Couples

    • Adults-only boutique experience

    • Bicycle rental and tours available

    • Close to iconic Duval Street

    from

    US$ 142 price for 1 night
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  • Truman Hotel

    Truman Hotel

    Downtown Key West Heart of Old Town - 300m
    4.5
    1311 reviews
    Best for Couples

    • Spacious courtyard with pool

    • Close to popular attractions

    • Recently renovated modern rooms

    from

    US$ 224 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 Nearby beach access - 300m
    4
    1083 reviews
    Best for Couples

    • Outdoor heated swimming pool

    • Access to beach activities

    • Convenient bicycle rental service

    from

    US$ 184 price for 1 night
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