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Romantic hotels in Key West

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38 properties found in Key West

  • Simonton Court Historic Inn & Cottages

    Simonton Court Historic Inn & Cottages

    Downtown Key West Heart of Old Town - 300m
    "Luxurious poolside retreats"
    Best for Couples

    • Four outdoor pools available 24 hours

    • Unique cottages with southern porches

    • Adults-only environment for relaxation

    from

    US$ 175 price for 1 night
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  • Santa Maria Suites Resort

    Santa Maria Suites Resort

    Downtown Key West Near Atlantic Ocean - 200m
    "Relax by pool"
    Best for Families

    • Two heated outdoor pools

    • Gourmet kitchen in suites

    • Private balconies with views

    from

    US$ 190 price for 1 night
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  • Hampton Inn Key West Fl

    Hampton Inn Key West Fl

    3755 S. Roosevelt Boulevard Close to Smathers Beach - 1.5km
    "Enjoy ocean views"
    Best for Couples

    • Ocean view heated pool

    • Free daily buffet breakfast

    • 24-hour fitness center available

    from

    US$ 130 price for 1 night
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  • Almond Tree Inn - Adults Only

    Almond Tree Inn - Adults Only

    Downtown Key West Historic sites nearby - 300m
    "Enjoy relaxing atmosphere"
    Best for Couples

    • Tranquil heated pool and spa

    • Complimentary daily happy hour

    • Luxury bedding and bath products

    from

    US$ 201 price for 1 night
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  • Douglas House Adult Only

    Douglas House Adult Only

    Downtown Key West Historic Old Town - 300m
    "Clean and welcoming environment"
    Best for Couples

    • Outdoor saltwater pool access

    • Tropical gardens for relaxation

    • Pet-friendly rooms available

    from

    US$ 205 price for 1 night
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  • Truman Hotel

    Truman Hotel

    Downtown Key West Duval Street access - 300m
    4.5
    1311 reviews
    Best for Couples

    • Outdoor pool with jets

    • Spacious courtyard for relaxation

    • Daily continental breakfast included

    from

    US$ 224 price for 1 night
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  • The Cabana Inn Key West - Adult Exclusive

    The Cabana Inn Key West - Adult Exclusive

    Downtown Key West One block from Duval - 300m
    "Relax and unwind"
    Best for Couples

    • Lagoon-style pool and Jacuzzi

    • Wine and cheese happy hour

    • Lush gardens throughout the property

    from

    US$ 289 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 Beach access available - 2.9 miles
    4
    1083 reviews
    Best for Families

    • Outdoor heated pool with hot tub

    • 24-hour fitness centre available

    • Free WiFi in all rooms

    from

    US$ 184 price for 1 night
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  • The Gardens Hotel

    The Gardens Hotel

    Downtown Key West 1-minute walk to Duval Street - 300m
    "Relaxation in paradise"
    Best for Adults Only

    • Two outdoor pools available

    • Live jazz music every Sunday

    • Adult-only environment for relaxation

    from

    US$ 309 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 House - 200m
    "Relax by the pool"
    Best for Couples

    • Outdoor heated swimming pool

    • Daily complimentary continental breakfast

    • Poolside bar with specialty drinks

    from

    US$ 159 price for 1 night
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  • Beachside Resort & Residences

    Beachside Resort & Residences

    3841 North Roosevelt Boulevard Quiet island retreat - 1.5km
    4.5
    3526 reviews
    Best for Couples

    • Exclusive private beach access

    • On-site marina for adventures

    • Heated outdoor swimming pool

    from

    US$ 199 price for 1 night
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  • Wicker Guesthouse

    Wicker Guesthouse

    Downtown Key West Short walk to beach - 300m
    "Relax in sun"
    Best for Couples

    • Large tropical garden for relaxation

    • Outdoor heated swimming pool available

    • Bicycles available for guest rentals

    from

    US$ 164 price for 1 night
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  • Winslow'S Bungalows - Key West Historic Inns

    Winslow'S Bungalows - Key West Historic Inns

    Downtown Key West Steps from Duval Street - 300m
    4.5
    256 reviews
    Best for Groups

    • Three outdoor pools available

    • Whimsical decor throughout property

    • Evening rum tastings weekly

    from

    US$ 533 price for 1 night
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    Downtown Key West Beachfront location - 300m
    4
    3289 reviews
    Best for Families

    • Lagoon-style pool and cabanas

    • Dog-friendly amenities available

    • Access to Smathers Beach

    from

    US$ 302 price for 1 night
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  • Southernmost Inn Adult Exclusive

    Southernmost Inn Adult Exclusive

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

    • Two heated outdoor pools

    • Complimentary wine and cheese hour

    • Bicycle rentals available onsite

    from

    US$ 88 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 beach - 1.5km
    "Relax by pool"
    Best for Families

    • Year-round outdoor swimming pool

    • Fully equipped kitchen in every apartment

    • On-site barbecue facilities available

    from

    US$ 250 price for 1 night
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  • Paradise Inn - Adult Exclusive

    Paradise Inn - Adult Exclusive

    Downtown Key West Steps from Duval Street - 300m
    "Relax in paradise"
    Best for Couples

    • Complimentary wine and cheese hour

    • Spacious jacuzzi and outdoor pool

    • Continental breakfast included daily

    from

    US$ 152 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 museums - 1.5km
    "Perfect family getaway"
    Best for Families

    • Private screened-in balcony available

    • Outdoor pool open all year round

    • On-site bike rentals offered

    from

    US$ 359 price for 1 night
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