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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

  • 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$ 440 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$ 510 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$ 235 price for 1 night
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  • Hampton Inn Marathon - Florida Keys

    Hampton Inn Marathon - Florida Keys

    13351 Overseas Highway Near Seven Mile Bridge - 1.5km
    "Adventure and family fun"
    Best for Adventure Seekers

    • Close to Dolphin Research Center

    • Swimming at Sombrero Reef nearby

    • Outdoor pool with lounge chairs

    from

    US$ 166 price for 1 night
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  • Sun Outdoors Key Largo

    Sun Outdoors Key Largo

    97680 Overseas Highway Close to marinas - 400m
    "Snorkeling and fishing"
    Best for Couples

    • Private beach area available

    • Fishing and snorkeling activities

    • Free parking on-site

    from

    US$ 99 price for 1 night
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  • Largo Resort

    Largo Resort

    101740 Overseas Highway Recreational nature oasis - 1.7km
    "Private beach access"
    Best for Luxury Couples

    • Secluded beachfront with private access

    • Bayfront infinity pool with panoramic views

    • Custom services like private chef access

    from

    US$ 840 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$ 328 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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  • Hyatt Vacation Club At Windward Pointe

    Hyatt Vacation Club At Windward Pointe

    3675 South Roosevelt Boulevard Close to Southernmost Point - 5.7 km
    "Enjoy outdoor activities"
    Best for Families

    • Year-round outdoor swimming pool

    • Fully equipped kitchen in every apartment

    • On-site hot tub and barbecue facilities

    from

    US$ 250 price for 1 night
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  • Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Highway Close to local dining - 500m
    4
    88 reviews
    Best for Families

    • Private beach access with lounge chairs

    • Renovated rooms with ocean views

    • On-site water sports rentals available

    from

    US$ 149 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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  • Glunz Ocean Beach Hotel And Resort

    Glunz Ocean Beach Hotel And Resort

    351 East Ocean Drive Private beach area - 600ft
    "Heated pool access"
    Best for Couples

    • Two beachfront heated pools

    • Personalized activities available

    • On-site kayak rentals offered

    from

    US$ 369 price for 1 night
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  • Hyatt Vacation Club At Beach House

    Hyatt Vacation Club At Beach House

    5051 Overseas Hwy Close to attractions - 3km
    "Relaxing beach activities"
    Best for Families

    • Fully equipped suites with kitchens

    • Outdoor pools and hot tub available

    • Variety of water activities offered

    from

    US$ 359 price for 1 night
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  • Knight'S Key Suites

    Knight'S Key Suites

    40 Kyle Way West Near Seven Mile Bridge - 600m
    "Family-friendly outdoor activities"
    Best for Couples

    • Outdoor swimming pool available

    • Free parking for guests

    • Free Wi-Fi throughout property

    from

    US$ 116 price for 1 night
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  • Coconut Mallory Resort And Marina

    Coconut Mallory Resort And Marina

    1445 South Roosevelt Boulevard Near Smathers Beach - 2 miles
    4
    561 reviews
    Best for Families

    • Two outdoor pools and hot tub

    • Fully-equipped kitchen in condos

    • Private boat slips available for guests

    from

    US$ 244 price for 1 night
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  • Parmer'S Resort

    Parmer'S Resort

    565 Barry Ave Near Key West - 28.5 miles
    4.5
    1044 reviews
    Best for Families

    • Private beach access

    • Kayak and paddleboard rentals

    • Pet-friendly upgraded rooms

    from

    US$ 176 price for 1 night
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  • Island Bay Resort

    Island Bay Resort

    Tavernier Private beach access - 0m
    "Kayaks, paddleboards, relaxation"
    Best for Couples

    • Free watersports equipment rentals

    • Adults-only serene environment

    • Lush botanical gardens on-site

    from

    US$ 434 price for 1 night
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  • Bayside Villas By Islander Resort

    Bayside Villas By Islander Resort

    81450 Overseas Highway Beach access point - 150m
    "Fun family activities"
    Best for Families

    • Two-bedroom villas available

    • Private pool access included

    • Daily water sports activities offered

    from

    US$ 191 price for 1 night
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  • Sun Outdoors Marathon

    Sun Outdoors Marathon

    59151 Overseas Highway Dolphin Research Center - 400m
    "Fun outdoor experiences"
    Best for Adventurers

    • Free Wi-Fi throughout hotel

    • Outdoor swimming pool open year-round

    • On-site barbecue facilities available

    from

    US$ 159 price for 1 night
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  • Coco Plum Beach & Tennis Club & Marina

    Coco Plum Beach & Tennis Club & Marina

    109 Coco Plum Drive 54 miles from Key West - 54 miles
    "Unique beach experience"
    Best for Families

    • Heated zero-edge pool

    • Deep-water boat docks

    • Fully equipped kitchens

    from

    US$ 380 price for 1 night
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