Key West Hotels with a Pool

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Best Key West hotels with a pool

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Most recommended Key West hotels with a pool

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The Casablanca Hotel - Key West
The Casablanca Hotel
Downtown
9.0Wonderful(1488)
Free Wi-Fi
Pool
$217+
Check availability
New Orleans House - Key West - Balcony
New Orleans House
Downtown
8.9Very good(419)
Free Wi-Fi
Pool
$248+
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Ambrosia Key West - Key West - Patio
Ambrosia Key West
Downtown
9.0Wonderful(1316)
Free Wi-Fi
Pool
$263+
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Island City House - Key West - Patio
Island City House
Old Town North of Truman
9.0Wonderful(1237)
Free Wi-Fi
Pool
$265+
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The Capitana Key West - Key West - Bedroom
The Capitana Key West
Mid Town East
9.0Wonderful(2409)
Pool
Pet friendly
$272+
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Douglas House - Key West - Living room
Douglas House
Old Town South of Truman
9.0Wonderful(3879)
Parking
Free Wi-Fi
Pool
Pet friendly
$282+
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The Gardens Hotel - Key West - Living room
The Gardens Hotel
Downtown
9.6Wonderful(488)
Free Wi-Fi
Pool
Pet friendly
$301+
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The Mermaid & The Alligator - Key West - Bedroom
The Mermaid & The Alligator
Downtown
9.3Wonderful(195)
Free Wi-Fi
Pool
$330+
Check availability
Southernmost Point Guest House - Key West
Southernmost Point Guest House
Old Town South of Truman
9.2Wonderful(2273)
Parking
Free Wi-Fi
Pool
$338+
Check availability
Hyatt Residence Club Key West, Windward Pointe - Key West - Pool
Hyatt Residence Club Key West, Windward Pointe
New Town
9.1Wonderful(1264)
Parking
Free Wi-Fi
Pool
Spa
$338+
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Orchid Key Inn - Adults Only - Key West - Bedroom
Orchid Key Inn - Adults Only
Old Town South of Truman
9.4Wonderful(496)
Free Wi-Fi
Pool
$397+
Check availability
Almond Tree Inn - Adults Only - Key West - Bedroom
Almond Tree Inn - Adults Only
Old Town South of Truman
9.4Wonderful(504)
Free Wi-Fi
Pool
$450+
Check availability
Simonton Court Historic Inn & Cottages - Key West - Living room
Simonton Court Historic Inn & Cottages
Old Town North of Truman
9.1Wonderful(1986)
Free Wi-Fi
Pool
$459+
Check availability
Santa Maria Suites Resort - Key West - Bedroom
Santa Maria Suites Resort
Old Town South of Truman
9.3Wonderful(1194)
Pool
$517+
Check availability
H2O Suites- Adults Only - Key West - Bedroom
H2O Suites- Adults Only
Old Town South of Truman
9.5Wonderful(744)
Pool
$541+
Check availability
Booking Insights

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 Key West 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 $119, while a 4-star hotel with a pool the lowest price was $168. The cheapest room found overall was for $161.

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 $246 per night. For the same dates, 3-star hotel with a pool rooms have been found for as low as $295 per night and 4-star hotel with a pool rooms from $248 per night.
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Good to know

Low season

High season

Average price (weeknight)

Lowest hotel price

July
March
$318
$97
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 25% rise in price.
Average Sun - Thu price over the last 2 weeks.
The cheapest hotel with a pool room rate in the last 7 days

KAYAK's top tips for finding Key West hotel with a pool deals

  • Prices for hotels with a pool in Key West are cheaper in the low season, which is in July and May.
  • Pool room prices can vary depending on different factors. However, generally rooms cost less on a Tuesday. The most expensive night for a stay is Sunday.

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

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