Key West Hotels With a Pool

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Recommended by KAYAK

Best Key West hotels with a pool

Most recommended Key West hotels with a pool

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The Gardens Hotel - Key West - Living room
The Gardens Hotel
Old Town North of Truman
9.6Wonderful(493)
Free Wi-Fi
Pool
Pet friendly
$369+
Check availability
H2O Suites- Adults Only - Key West - Bedroom
H2O Suites- Adults Only
Old Town South of Truman
9.5Wonderful(724)
Pool
$482+
Check availability
Almond Tree Inn - Key West - Bedroom
Almond Tree Inn
Old Town North of Truman
9.4Wonderful(486)
Free Wi-Fi
Pool
$393+
Check availability
Orchid Key Inn - Adults Only - Key West - Pool
Orchid Key Inn - Adults Only
Old Town South of Truman
9.4Wonderful(469)
Free Wi-Fi
Pool
$346+
Check availability
Santa Maria Suites - Key West - Bedroom
Santa Maria Suites
Old Town South of Truman
9.3Wonderful(1165)
Pool
$516+
Check availability
The Marquesa Hotel - Key West - Building
The Marquesa Hotel
Old Town North of Truman
9.2Wonderful(89)
Free Wi-Fi
Pool
$398+
Check availability
The Mermaid & The Alligator - Key West - Living room
The Mermaid & The Alligator
Old Town North of Truman
9.2Wonderful(185)
Free Wi-Fi
Pool
$349+
Check availability
The Guesthouses at Southernmost Beach Resort - Key West - Bedroom
The Guesthouses at Southernmost Beach Resort
Old Town South of Truman
9.2Wonderful(1680)
Free Wi-Fi
Pool
$449+
Check availability
Southernmost Point Guest House - Key West
Southernmost Point Guest House
Old Town South of Truman
9.2Wonderful(2192)
Parking
Free Wi-Fi
Pool
$367+
Check availability
Simonton Court Historic Inn & Cottages - Key West - Living room
Simonton Court Historic Inn & Cottages
Old Town North of Truman
9.1Wonderful(1947)
Free Wi-Fi
Pool
$354+
Check availability
Island City House Hotel - Key West - Patio
Island City House Hotel
Old Town North of Truman
9.0Wonderful(1180)
Free Wi-Fi
Pool
$354+
Check availability
Ambrosia Key West - Key West - Balcony
Ambrosia Key West
Old Town North of Truman
9.0Wonderful(1275)
Free Wi-Fi
Pool
$303+
Check availability
Hyatt Residence Club Key West, Windward Pointe - Key West - Pool
Hyatt Residence Club Key West, Windward Pointe
New Town
9.0Wonderful(1206)
Parking
Free Wi-Fi
Pool
Spa
$403+
Check availability
The Perry Hotel & Marina Key West - Key West - Lobby
The Perry Hotel & Marina Key West
Key West, FL
9.0Wonderful(746)
Pool
Pet friendly
$255+
Check availability
Truman Hotel - Key West
Truman Hotel
Old Town North of Truman
8.9Very good(4982)
Free Wi-Fi
Pool
$246+
Check availability
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KAYAK’s insights for hotels with a pool in Key West

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Florida with confidence.

How much is a hotel with a pool in Key West for tonight?

The best deal for a 3-star hotel with a pool room in Key West found by KAYAK users in the last 3 days was $190, while a 4-star hotel with a pool the lowest price was $202. The cheapest room found overall was for $190.

How much is a hotel with a pool in Key West for this weekend?

The cheapest hotel with a pool room in Key West for the upcoming weekend found on KAYAK in the last 3 days was for $205 per night. For the same dates, 3-star hotel with a pool rooms have been found for as low as $393 per night and 4-star hotel with a pool rooms from $359 per night.

How early should you book a hotel in Key West?

Book at least 16 days before your stay begins to get the best price for your Key West hotel.
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FAQs about Key West hotels with a pool

  • How much does a room in hotel with a pool in Key West cost?

    On average, rooms in hotels with pools in Key West cost $374. Depending on when you make your booking, when you book for, and other factors, it is possible to get better deals. The cheapest price booked on KAYAK in the last 3 days was $174.

  • Which highly-rated hotels with pools in Key West are close to Key West Airport?

    Some of the best hotels with pools in Key West that are in close proximity to the airport are The Laureate Key West, Beachside Resort & Residences and Fairfield Inn & Suites by Marriott Key West at The Keys Collection.

Where to stay in a hotel with a pool in Key West?

Our map will help you find the perfect place to stay in Key West by showing you the exact location of each hotel.

Everything you need to know for your stay in Key West

Hotels near airports in Key West

Key West Airport

Deals for hotels in Key West that have a swimming pool. Search for hotels with a pool in Key West. KAYAK searches hundreds of travel sites to help you find hotels with a pool and book the room that suits you best.

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