Key West Hotel Guide - Hotels with Pool in Key West, Florida
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Our top choices for Key West hotels with a pool
9.0 out of 10, Wonderful, (1217)
"Excellent location, clean rooms, great staff"
Vikas
The price is €235
includes taxes & fees
19 Jan - 20 Jan 2026
9.0 out of 10, Wonderful, (1001)
"It was great hotel. "
Prateek
The price is €253
includes taxes & fees
7 Jan - 8 Jan 2026
9.0 out of 10, Wonderful, (1764)
"The place is great!"
Anna
The price is €276
includes taxes & fees
8 Jan - 9 Jan 2026
8.0 out of 10, Very good, (1005)
"Great stay"
Venkata Durga Phanindra Reddy
The price is €362
includes taxes & fees
1 Jan - 2 Jan 2026
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!Old Town Key West
9.6 out of 10, Exceptional, (144)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
Diane V.
The price is €276
includes taxes & fees
8 Jan - 9 Jan 2026
8.0 out of 10, Very good, (1810)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
Alicia
The price is €280
includes taxes & fees
13 Jan - 14 Jan 2026
8.6 out of 10, Excellent, (1855)
"Great location"
Lisa
The price is €269
includes taxes & fees
7 Jan - 8 Jan 2026
9.4 out of 10, Exceptional, (1006)
"Great place! "
David
The price is €228
includes taxes & fees
4 Jan - 5 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Key West Hotel Reviews
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
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- Custom House Museum
- Duval Street
- Ernest Hemingway Home and Museum
- Visit Fleming Key
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Visit Bahama Village
- Key West Butterfly and Nature Conservatory
- Visit Historic Seaport
- Visit Key West Historic District
- Key West Holidays
- Visit Key West
- Mallory Square
- Museum of Art & History at the Custom House
- Key West Historic District
- San Carlos Institute - Casa Cuba
- Simonton Beach
- Smathers Beach