Find Hotels with a Pool in Key West, FL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Key West Hotels with a Pool
Tonight
Aug 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our top choices for Key West hotels with a pool
￥41,246
￥52,674 total
includes taxes & fees
Aug 13 - Aug 14
￥44,431
￥60,734 total
includes taxes & fees
Aug 31 - Sep 1
3. Hampton Inn Key West FL
Hampton Inn Key West FLKey West
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
￥20,846
￥23,451 total
includes taxes & fees
Aug 31 - Sep 1
4. Blue Flamingo Resort Key West
Blue Flamingo Resort Key WestNew Town
- Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
￥18,489
￥29,759 total
includes taxes & fees
Aug 30 - Aug 31
￥40,081
￥56,199 total
includes taxes & fees
Aug 20 - Aug 21
6. Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key WestKey West
- Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
￥34,853
￥46,376 total
includes taxes & fees
Aug 30 - Aug 31
7. Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic InnsOld Town Key West
- Take a dip in Key West's serene outdoor pool oasis, where relaxation meets historic charm just steps from Duval Street.
￥35,035
￥47,477 total
includes taxes & fees
Aug 13 - Aug 14
8. Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
- Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
￥19,906
￥26,873 total
includes taxes & fees
Aug 20 - Aug 21
View all properties
Hotels with pools and free breakfast in Key West
￥11,036
￥23,166 total
includes taxes & fees
Aug 16 - Aug 17
￥20,846
￥23,451 total
includes taxes & fees
Aug 31 - Sep 1
￥26,625
￥39,988 total
includes taxes & fees
Sep 1 - Sep 2
￥16,041
￥25,212 total
includes taxes & fees
Aug 25 - Aug 26
￥18,489
￥29,759 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
￥17,462
￥24,125 total
includes taxes & fees
Aug 20 - Aug 21
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
￥19,906
￥26,873 total
includes taxes & fees
Aug 20 - Aug 21
￥18,059
￥25,453 total
includes taxes & fees
Aug 13 - Aug 14
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
￥19,460
￥27,268 total
includes taxes & fees
Aug 20 - Aug 21
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
￥24,907
￥38,770 total
includes taxes & fees
Sep 3 - Sep 4
Hotels with pools and hot tubs in Key West
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
￥28,806
￥39,573 total
includes taxes & fees
Aug 31 - Sep 1
￥16,041
￥25,212 total
includes taxes & fees
Aug 25 - Aug 26
￥34,853
￥46,376 total
includes taxes & fees
Aug 30 - Aug 31
￥18,489
￥29,759 total
includes taxes & fees
Aug 30 - Aug 31
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
￥17,462
￥24,125 total
includes taxes & fees
Aug 20 - Aug 21
￥16,989
￥34,341 total
includes taxes & fees
Aug 16 - Aug 17
￥30,132
￥33,898 total
includes taxes & fees
Aug 17 - Aug 18
￥29,726
￥33,442 total
includes taxes & fees
Aug 17 - Aug 18
￥41,246
￥52,674 total
includes taxes & fees
Aug 13 - Aug 14
￥20,618
￥25,978 total
includes taxes & fees
Aug 16 - Aug 17
4-star hotels with pools in Key West
￥21,971
￥36,363 total
includes taxes & fees
Sep 2 - Sep 3
￥26,625
￥39,988 total
includes taxes & fees
Sep 1 - Sep 2
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
￥35,059
￥51,804 total
includes taxes & fees
Sep 7 - Sep 8
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
￥24,907
￥38,770 total
includes taxes & fees
Sep 3 - Sep 4
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
￥19,460
￥27,268 total
includes taxes & fees
Aug 20 - Aug 21
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
￥31,691
￥46,760 total
includes taxes & fees
Aug 30 - Aug 31
￥22,125
￥34,456 total
includes taxes & fees
Aug 20 - Aug 21
￥22,295
￥34,220 total
includes taxes & fees
Aug 30 - Aug 31
￥28,347
￥41,883 total
includes taxes & fees
Aug 27 - Aug 28
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
￥36,011
￥51,263 total
includes taxes & fees
Aug 24 - Aug 25
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.
View all propertiesTop Key West Hotel Reviews
Casa Marina Key West, Curio Collection by Hilton
10/10 Excellent
"Incredible property. We loved the rich history of this hotel. The recent updates only made the property even more wonderful."
Blue Flamingo Resort Key West
10/10 Excellent
"The only complaint I have about this property is the fact after 11pm there are signs in the parking lot saying to go through the lobby. When you go through the property they tell you to walk outside at 1am outside of the parking lot to go your room. We absolutely love this property and felt this to be an inconvenience"
Parrot Key Hotel & Villas
10/10 Excellent
"Do not even think about it, get it!"
The Reach Key West, Curio Collection by Hilton
8/10 Good
"Our room was nice. Very clean and the staff was pleasant. We wish we knew we couldn’t use the beach because of the seaweed."
Pier House Resort & Spa
8/10 Good
"Room was the perfect temperature. Chart room was a fun place to grab a late night drink. Location is perfect."
Hampton Inn Key West FL
10/10 Excellent
"Great"
La Concha Key West, Autograph Collection
8/10 Good
"Very central to everything. We had a lot of fun,"
Hilton Garden Inn Key West / The Keys Collection
10/10 Excellent
"Clean room, helpful staff, pool bar after a day in sun on Duval st. Parking is hard to find downtown and is $$. They have a free shuttle to get you to the waterfront!"
Hyatt Centric Key West Resort and Spa
8/10 Good
"I would certainly stay here again. Loved the staff!"
Frequently asked questions
Explore a world of travel with Expedia
- Cheap Hotels in Key West Historic District
- Inns in Duck Key
- Inns in Key Colony Beach
- Hotels near Smathers Beach
- Scuba Diving Hotels in Downtown Key West
- Guest Houses in Cudjoe Key
- Gay friendly Hotels in Key West
- Hotels near Key West Naval Station
- Hotels near Simonton Beach
- Beach Hotels in Midtown
- Hotels near Florida Keys Eco - Discovery Center
- Hotels near Fort Zachary Taylor Historic State Park
- Resorts in Key Colony Beach
- Resorts in Key West
- All-Inclusive Hotel Hotels in Sunset Key
- Rv Parks in Key West
- Hotels near Key West Intl.
- Apartments in Big Pine Key
- Waterpark Hotels in Key West
- Historic Hotels in Key West
- Ryokans in Big Pine Key
- All-Inclusive Hotel Hotels in Key West
- Cheap Hotels in Casa Marina
- Guest Houses in Key West
- Condo Resorts in Key Colony Beach
- Farmstay in Marathon
- Marathon Hotels
- Motels in Lower Florida Keys
- Adults Only Resorts & in Key West
- Scuba Diving Hotels in Old Town Key West
- Key West Hotels
- Hotels near Ernest Hemingway Home and Museum
- Palaces in Key Colony Beach
- Casa Marina Hotels
- Resorts in No Name Key
- Hotels near Florida Keys Beaches
- All-Inclusive Hotel Hotels in Downtown Key West
- Pet-Friendly Hotels in Key West
- Cheap Hotels in Beachside
- Hotels near Harry S. Truman Little White House
- All-Inclusive Hotel Hotels in Bahama Village
- Hostels in Key West
- Holiday Park Resorts in Key West
- Luxury Hotels in Key West
- Resorts in Bahia Honda Key
- Hotels near Key West Historic Seaport
- Adults Only Resorts & in Downtown Key West
- Beach Hotels in Key West Historic District
- Cheap Hotels in Old Town Key West
- Beach Hotels in Key West
- Hotels near Florida Keys National Marine Sanctuary
- Resorts in Duck Key
- Residences in Summerland Key
- Hotels near Duval Street
- Riads in Big Pine Key
- Luxury Hotels in Casa Marina
- Apartments in Cow Key
- Coral Lagoon Hotels
- Cheap Hotels in Key West
- Hotels near Florida Keys Marathon
- Lodges in Big Pine Key
- Shopping Hotels in Sunset Key
- Resorts & Hotels with Spas in Beachside
- Gay friendly Hotels in Key West Historic District
- Big Pine Key Hotels
- Vacation Homes in Big Pine Key
- Beach Hotels in Downtown Key West
- Ranches in Key West
- Rv Parks in Bahia Honda Key
- Scuba Diving Hotels in Key West
- Hotels near Southernmost Point
- Hotels near Calusa Beach
- Gay friendly Hotels in Old Town Key West
- Apartments in Key West
- Resorts in Little Torch Key
- Aparthotels in Key Colony Beach
- Lodges in Key West
- Vacation Homes in Marathon
- Aparthotels in Key West
- Luxury Hotels in Beachside
- Hotels near South Beach
- Hotels near Sombrero Beach
- Cheap Hotels in Downtown Key West
- Cow Key Hotels
- Resorts in Stock Island