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Romantic hotels in Key West

Find and book your ideal hotel in Key West for a great vacation

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38 properties found in Key West

  • Simonton Court Historic Inn & Cottages

    Simonton Court Historic Inn & Cottages

    Downtown Key West Near historic attractions - 300m
    "Relax by pools"
    Best for Couples

    • Four unique pools

    • Historic Conch architecture

    • Complimentary active day pass

    from

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

    Santa Maria Suites Resort

    Downtown Key West Close to Duval Street - 200m
    "Luxury poolside experience"
    Best for Luxury Travelers

    • Two heated outdoor pools

    • Spacious two-bedroom suites

    • Gourmet dining at Milagro

    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 heated pool"
    Best for Couples

    • Heated pool with ocean view

    • Complimentary breakfast every day

    • Free Wi-Fi in all rooms

    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 - 400m
    "Romantic adults-only oasis"
    Best for Couples

    • Heated outdoor pool and spa

    • Concierge service for personalized trips

    • Lush tropical gardens throughout property

    from

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

    Douglas House Adult Only

    Downtown Key West Steps to attractions - 300m
    "Clean and spacious rooms"
    Best for Couples

    • Central location off Duval Street

    • Heated saltwater swimming pool

    • Complimentary coffee and tea all day

    from

    US$ 205 price for 1 night
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  • Truman Hotel

    Truman Hotel

    Downtown Key West One block off Duval - 300m
    4.5
    1311 reviews
    Best for Couples

    • Spacious courtyard with pool

    • Close to popular attractions

    • Delicious daily continental breakfast

    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 - 300m
    "Relax, unwind, enjoy"
    Best for Couples

    • Lagoon style pool access

    • Spacious in-ground Jacuzzi

    • Wine and cheese happy hour

    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 Key West attractions - 2.9 miles
    4
    1083 reviews
    Best for Beach Lovers

    • Heated outdoor swimming pool

    • Tiki Bar by the pool

    • Access to private beach area

    from

    US$ 184 price for 1 night
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  • The Gardens Hotel

    The Gardens Hotel

    Downtown Key West Duval Street access - 300m
    "Relax by the pool"
    Best for Couples

    • Private verandah in Master Suite

    • Two outdoor pools with views

    • Free bike rentals available

    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's House - 200m
    "Breezy outdoor experiences"
    Best for Couples

    • Complimentary breakfast included

    • Heated outdoor swimming pool

    • Isabel's poolside bar available

    from

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

    Beachside Resort & Residences

    3841 North Roosevelt Boulevard Direct beach access - 50m
    4.5
    3526 reviews
    Best for Couples

    • Private beach with lounge chairs

    • Oceanfront suites with direct beach access

    • Onsite marina offering water adventures

    from

    US$ 222 price for 1 night
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  • Wicker Guesthouse

    Wicker Guesthouse

    Downtown Key West Historic Old Town - 1.5km
    "Serene garden retreats"
    Best for Families

    • Two outdoor relaxing pools

    • Bicycle rentals available on site

    • Tropical gardens with native plants

    from

    US$ 234 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 unique outdoor pools

    • Private poolside bungalows available

    • Live music & events at Bungalow Bar

    from

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

    Opal Key Resort & Marina

    Downtown Key West Close to attractions - 300m
    4
    3289 reviews
    Best for Families

    • Beachfront access to Smathers Beach

    • Lagoon-style pool open daily

    • Pet-friendly accommodations available

    from

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

    Southernmost Inn Adult Exclusive

    Downtown Key West One block from Duval - 300m
    "Relax by the pool"
    Best for Couples

    • Two heated outdoor pools

    • Complimentary wine and cheese happy hour

    • Restored historic charm and features

    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 Smathers Beach - 0.8km
    "Enjoy outdoor adventures"
    Best for Couples

    • Year-round outdoor swimming pool

    • Fully equipped kitchen in apartments

    • On-site barbecue facilities

    from

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

    Paradise Inn - Adult Exclusive

    Downtown Key West Steps to nightlife - 300m
    "Relax, unwind, indulge"
    Best for Couples

    • Outdoor pool with fountain feature

    • Complimentary wine and cheese hour

    • Beautiful landscaped gardens

    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 proximity attractions - 3km
    "Relax in luxury"
    Best for Couples

    • Private screened-in balconies available

    • Fully equipped kitchens in suites

    • Outdoor pool and hot tub on site

    from

    US$ 359 price for 1 night
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...
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