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Romantic hotels in Key West

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38 properties found in Key West

  • Santa Maria Suites Resort

    Santa Maria Suites Resort

    Downtown Key West Just off Duval Street - 200m
    "Luxury room features"
    Best for Couples

    • Two heated outdoor pools

    • Luxurious two-bedroom suites

    • Gourmet Latin dining experience

    from

    US$ 190 price for 1 night
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  • Simonton Court Historic Inn & Cottages

    Simonton Court Historic Inn & Cottages

    Downtown Key West Heart of Old Town - 300m
    "Swimming, relaxing, exploring"
    Best for Couples

    • Four unique and inviting pools

    • Historic cottages with charming design

    • Yoga and meditation space available

    from

    US$ 175 price for 1 night
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  • Hampton Inn Key West Fl

    Hampton Inn Key West Fl

    3755 S. Roosevelt Boulevard Moments from beach - 1.5km
    "Enjoy poolside dining"
    Best for Romantic Getaways

    • Heated outdoor pool with ocean view

    • Free buffet breakfast daily

    • Complimentary shuttle to airport

    from

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

    Almond Tree Inn - Adults Only

    Downtown Key West Close to Hemingway House - 300m
    "Relax by the pool"
    Best for Couples

    • Outdoor heated pool and hot tub

    • Complimentary daily continental breakfast

    • Lush landscaped garden and privacy wall

    from

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

    Douglas House Adult Only

    Downtown Key West Near historical sites - 300m
    "Clean, modern, relaxing"
    Best for Couples

    • Outdoor saltwater pool area

    • Pet-friendly accommodations available

    • Tropical gardens with sun terraces

    from

    US$ 205 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

    • Recently renovated spacious rooms

    • Outdoor pool with relax areas

    • Convenient on-site parking available

    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 Steps from Duval - 100m
    "Relax and unwind"
    Best for Couples

    • Lagoon-style pool and Jacuzzi

    • Wine and cheese happy hour

    • Spacious sun yard with pathways

    from

    US$ 229 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 Near popular attractions - 3.3 miles
    4
    1083 reviews
    Best for Couples

    • Outdoor heated pool with hot tub

    • Complimentary Wi-Fi throughout hotel

    • 24-hour fitness center available

    from

    US$ 184 price for 1 night
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  • The Gardens Hotel

    The Gardens Hotel

    Downtown Key West Duval Street nearby - 300m
    "Relax by pools"
    Best for Couples

    • Two outdoor pools for relaxation

    • Private verandah in Master Suite

    • Live jazz music in gardens

    from

    US$ 309 price for 1 night
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  • Opal Key Resort & Marina

    Opal Key Resort & Marina

    Downtown Key West Adjacent to Smathers Beach - 300m
    4
    3289 reviews
    Best for Couples

    • Flexible event spaces available

    • On-site dining and bar

    • 24-hour fitness center access

    from

    US$ 302 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 - 200ft
    "Stylish and social"
    Best for Groups

    • Unique wedding venues nearby

    • Complimentary continental breakfast daily

    • Outdoor heated swimming pool

    from

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

    Beachside Resort & Residences

    3841 North Roosevelt Boulevard Close to downtown - 1.5km
    4.5
    3526 reviews
    Best for Couples

    • Private beach with lounge chairs

    • On-site marina with cruises

    • Scenic pool view from balconies

    from

    US$ 170 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 - 750m
    4.5
    256 reviews
    Best for Couples

    • Three heated outdoor pools

    • Complimentary continental breakfast

    • Perfect for group getaways

    from

    US$ 139 price for 1 night
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  • Wicker Guesthouse

    Wicker Guesthouse

    Downtown Key West Proximity to beaches - 300m
    "Relax by pool"
    Best for Couples

    • Outdoor swimming pool with tropical garden

    • Bicycle rentals and tours available

    • Heated pool open year-round for guests

    from

    US$ 228 price for 1 night
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  • Southernmost Inn Adult Exclusive

    Southernmost Inn Adult Exclusive

    Downtown Key West Steps from Duval Street - 300m
    "Relax, swim, unwind"
    Best for Couples

    • Two heated outdoor pools

    • Complimentary wine and cheese hour

    • Bicycle rentals available onsite

    from

    US$ 109 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 beaches - 1.5km
    "Relax, unwind, explore"
    Best for Families

    • Year-round outdoor swimming pool

    • Fully equipped kitchen in apartments

    • Bicycle rentals available on-site

    from

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

    Paradise Inn - Adult Exclusive

    Downtown Key West Steps from nightlife - 300m
    "Relax in luxury"
    Best for Couples

    • Complimentary wine and cheese happy hour

    • Exceptional on-site spa amenities available

    • Landscaped gardens with Koi pond

    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 attractions - 1.5km
    "Spacious family suites"
    Best for Families

    • Fully equipped kitchen suites

    • Outdoor swimming pool

    • Jacuzzi and hot tub available

    from

    US$ 301 price for 1 night
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