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Hotels with indoor pool in Key West

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

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Hotels with indoor pool

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386 properties found in Key West

  • The Saint Hotel Key West, Autograph Collection, Adult Only

    The Saint Hotel Key West, Autograph Collection, Adult Only

    Downtown Key West Steps from Duval Street - 600m
    "Bicycles for exploration"
    Best for Couples

    • Outdoor heated infinity pool

    • Proximity to vibrant nightlife

    • Bicycle rental available on-site

    from

    US$ 258 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$ 220 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$ 139 price for 1 night
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  • Harborside Motel & Marina

    Harborside Motel & Marina

    903 Eisenhower Dr Proximity to attractions - 1.5km
    "Unique houseboat experience"
    Best for Families

    • Spectacular waterfront views

    • Houseboat accommodations available

    • Fish cleaning tables provided

    from

    US$ 159 price for 1 night
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  • Classic King With Balcony At Curry Mansion

    Classic King With Balcony At Curry Mansion

    Downtown Key West Nearby Duval Street - 700m
    "Comfortable rooms available"
    Best for Couples

    • Air-conditioned rooms with balcony

    • Free WiFi throughout the property

    • Outdoor swimming pool available

    from

    US$ 631 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$ 164 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$ 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 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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  • Coconut Mallory Resort And Marina

    Coconut Mallory Resort And Marina

    1445 South Roosevelt Boulevard Near Key West attractions - 1.5km
    4
    561 reviews
    Best for Couples

    • Two outdoor swimming pools

    • Fully-equipped kitchens in condos

    • Private boat slips for guests

    from

    US$ 244 price for 1 night
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  • Marreros Guest Mansion - Adult Only

    Marreros Guest Mansion - Adult Only

    Downtown Key West Half block from Duval - 100m
    "Elegant romantic getaway"
    Best for Couples

    • Historic Victorian architecture

    • Outdoor saltwater swimming pool

    • Complimentary happy hour daily

    from

    US$ 235 price for 1 night
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  • The Key West Hotel

    The Key West Hotel

    Downtown Key West Steps from attractions - 600m
    "Comfort, relaxation, enjoyment"
    Best for Couples

    • Outdoor swimming pool available year-round

    • Free Wi-Fi throughout the property

    • Bar and lounge area to relax

    from

    US$ 794 price for 1 night
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  • Pegasus International Hotel

    Pegasus International Hotel

    Downtown Key West Nearby bars and clubs - 200m
    "Stylish and modern"
    Best for Families

    • Heated outdoor swimming pool

    • Elegant newly renovated rooms

    • ADA accessible accommodations available

    from

    US$ 114 price for 1 night
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  • Tranquillity Guest House

    Tranquillity Guest House

    Downtown Key West Near popular attractions - 300m
    "Relax by the pool"
    Best for Couples

    • Outdoor swimming pool available

    • 300m from city center

    • Each room has a patio

    from

    US$ 84 price for 1 night
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  • Alexander Palms Court - No Hidden Resort Fees!

    Alexander Palms Court - No Hidden Resort Fees!

    Downtown Key West Steps to Duval Street - 300m
    "Heated swimming pool"
    Best for Couples

    • Heated lagoon-style pool open year-round

    • Private bathrooms in all accommodations

    • Free on-site and street parking available

    from

    US$ 135 price for 1 night
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  • Rose Lane Villas

    Rose Lane Villas

    Downtown Key West
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    Situated a 7-minute stroll from the waterfront Mallory Square, Rose Lane Villas offers guests to relax by an outdoor pool. Located a short distance from Duval Street, this 6-room villa provides Wi-Fi…
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    from

    US$ 709 price for 1 night
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  • Key West Villas

    Key West Villas

    Downtown Key West
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    The 7-room Key West Villas is situated within 5 minutes' drive of Nancy Forrester's Secret Garden, featuring such comforts as Wi-Fi and a private parking lot. Located within close proximity of Key…
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    from

    US$ 399 price for 1 night
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  • La Te Da - Adult Only, 21 Or Older

    La Te Da - Adult Only, 21 Or Older

    Downtown Key West Near Southernmost Point - 300m
    "Luxurious dining experience"
    Best for Nightlife Enthusiasts

    • Experience live cabaret shows

    • Gourmet dining with craft cocktails

    • Open-air Terrace Bar atmosphere

    from

    US$ 360 price for 1 night
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  • Grand Marina Suite -Waterfront Condo

    Grand Marina Suite -Waterfront Condo

    Peninsular Avenue 6000
    Read all reviews
    Located within 25 minutes' walk of Safe Harbor, the 3-bedroom Grand Marina Suite -Waterfront Condo villa offers a sunny patio with views of the city. Staying at the accommodation, only a short…
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    from

    US$ 325 price for 1 night
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