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Luxury accommodations in Key West

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Luxury accommodations

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713 properties found in Key West

  • Courtney'S Place Historic Cottages & Inns

    Courtney'S Place Historic Cottages & Inns

    Downtown Key West Close to Duval Street - 300m
    "Cozy, historic, comfortable"
    Best for Families

    • Private rooms with kitchenettes

    • Outdoor pool and sun loungers

    • Pet friendly accommodations available

    from

    US$ 279 price for 1 night
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  • Silver Palms Inn

    Silver Palms Inn

    Downtown Key West Three blocks from Duval - 300m
    "Relax by pool"
    Best for Couples

    • Outdoor heated saltwater pool

    • Complimentary continental breakfast included

    • Tesla charging stations available

    from

    US$ 391 price for 1 night
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  • Banana Bay Resort & Marina

    Banana Bay Resort & Marina

    4590 Overseas Hwy Access to water sports - 0.5km
    3.5
    1366 reviews
    Best for Couples

    • Private marina with 34 boat slips

    • Complimentary breakfast buffet for two

    • On-site tennis court and games

    from

    US$ 116 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 on-site offerings

    • Historic charm in accommodations

    • Lush landscaped garden 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 beach - 3.2km
    4
    1956 reviews
    Best for Couples

    • Large outdoor heated pool

    • Daily complimentary hot breakfast

    • Free WiFi throughout the hotel

    from

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

    Santa Maria Suites Resort

    Downtown Key West Steps from attractions - 200m
    "Luxurious family-friendly retreat"
    Best for Families

    • Private two-bedroom suites with full kitchens

    • Two outdoor heated pools surrounded by gardens

    • Complimentary breakfast and daily turndown service

    from

    US$ 190 price for 1 night
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  • Courtyard By Marriott Key Largo

    Courtyard By Marriott Key Largo

    99751 Overseas Highway Close to John Pennekamp Park - 0.5km
    "Fishing, diving, snorkeling"
    Best for Families

    • Full-service marina for boat access

    • 24-hour market with snacks available

    • On-site Bistro serving Starbucks coffee

    from

    US$ 219 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$ 268 price for 1 night
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  • The Marker Waterfront Resort

    The Marker Waterfront Resort

    200 William Street Steps from Duval Street - 300m
    "Relax in luxury"
    Best for Water Sports Enthusiasts

    • Three sparkling pools for relaxation

    • Luxury rooms with private balconies

    • Onsite dining with waterfront views

    from

    US$ 467 price for 1 night
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  • Captain Pip'S Marina & Hideaway

    Captain Pip'S Marina & Hideaway

    1480 Overseas Hwy Look for the Big Blue Chair and the American Flag Close to beaches - 1.4km
    "Adventure on water"
    Best for Families

    • Waterfront pool with views

    • Complimentary kayak rentals

    • Diverse boat rental options

    from

    US$ 139 price for 1 night
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  • The Perry Hotel & Marina Key West

    The Perry Hotel & Marina Key West

    7001 Shrimp Road Waterfront marina access - 0.5km
    "Luxury waterfront dining"
    Best for Couples

    • Accessible dog parks and amenities

    • On-site water activities available

    • Private balconies with marina views

    from

    US$ 154 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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  • Faro Blanco Resort Marathon Florida Keys, Curio By Hilton

    Faro Blanco Resort Marathon Florida Keys, Curio By Hilton

    1996 Overseas Highway Central location - 1.5km
    "Luxury waterfront experience"
    Best for Couples

    • Four outdoor pools available

    • Full-service marina on-site

    • Wide range of activities offered

    from

    US$ 156 price for 1 night
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  • Casa Morada

    Casa Morada

    136 Madeira Road 90 minutes from Miami - 120km
    "Adventure in paradise"
    Best for Couples

    • Private island with swimming pool

    • Complimentary kayaks and paddleboards

    • Yoga classes three times a week

    from

    US$ 611 price for 1 night
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  • Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

    84457 Overseas Highway Nearby attractions - 1.5km
    "Scenic oceanfront views"
    Best for Adults-Only

    • 214 modern rooms and cottages

    • Experience world-class fishing

    • Access to nine dining options

    from

    US$ 180 price for 1 night
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  • Yacht Haven

    Yacht Haven

    5 Sombrero Boulevard Florida Keys attractions - 5.2km
    "Bicycles for guests"
    Best for Couples

    • Sea view balconies available

    • Complimentary bicycle rentals provided

    • Free Wi-Fi throughout the property

    from

    US$ 249 price for 1 night
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  • 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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  • Ocean Pointe Resorts - 1214 Sea View

    Ocean Pointe Resorts - 1214 Sea View

    500 Burton Dr Beach access point - 1.3km
    "Beachfront family resort"
    Best for Families

    • Private beach access available

    • Outdoor swimming pool with snack bar

    • Family-friendly on-site dining

    from

    US$ 377 price for 1 night
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  • 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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