Find Hotels with a Pool in Key West, FL
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Aug 25 - Aug 26Tomorrow
Aug 26 - Aug 27This weekend
Aug 28 - Aug 30Next weekend
Sep 4 - Sep 6Our top choices for Key West hotels with a pool
1. 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.
￥18,780
￥21,128 total
includes taxes & fees
Aug 30 - Aug 31
2. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West
- Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
￥12,017
￥24,248 total
includes taxes & fees
Aug 26 - Aug 27
￥8,610
￥23,813 total
includes taxes & fees
Aug 31 - Sep 1
4. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
- Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
￥28,679
￥39,416 total
includes taxes & fees
Aug 31 - Sep 1
5. Douglas House - Adults Only
Douglas House - Adults OnlyOld Town Key West
- Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
￥18,544
￥22,948 total
includes taxes & fees
Sep 8 - Sep 9
6. Duval House
Duval HouseOld Town Key West
- Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
￥15,791
￥21,182 total
includes taxes & fees
Aug 31 - Sep 1
7. 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.
￥18,067
￥29,267 total
includes taxes & fees
Aug 31 - Sep 1
8. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
￥16,396
￥33,646 total
includes taxes & fees
Aug 31 - Sep 1
View all properties
Hotels with pools and free breakfast in Key West
￥12,017
￥24,248 total
includes taxes & fees
Aug 26 - Aug 27
￥18,780
￥21,128 total
includes taxes & fees
Aug 30 - Aug 31
￥21,931
￥36,296 total
includes taxes & fees
Sep 2 - Sep 3
￥15,992
￥25,143 total
includes taxes & fees
Sep 2 - Sep 3
￥15,593
￥22,749 total
includes taxes & fees
Aug 26 - Aug 27
￥12,743
￥22,389 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
￥18,117
￥25,747 total
includes taxes & fees
Sep 8 - Sep 9
￥26,595
￥39,943 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
￥17,429
￥24,078 total
includes taxes & fees
Aug 31 - Sep 1
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
￥14,727
￥22,546 total
includes taxes & fees
Aug 26 - Aug 27
Hotels with pools and hot tubs in Key West
￥27,691
￥42,240 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
￥28,679
￥39,416 total
includes taxes & fees
Aug 31 - Sep 1
￥41,168
￥52,574 total
includes taxes & fees
Aug 26 - Aug 27
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
￥17,429
￥24,078 total
includes taxes & fees
Aug 31 - Sep 1
￥18,067
￥29,267 total
includes taxes & fees
Aug 31 - Sep 1
￥31,855
￥42,996 total
includes taxes & fees
Sep 19 - Sep 20
￥30,422
￥34,225 total
includes taxes & fees
Aug 31 - Sep 1
￥30,422
￥34,225 total
includes taxes & fees
Aug 31 - Sep 1
￥25,273
￥28,432 total
includes taxes & fees
Aug 27 - Aug 28
￥16,396
￥33,646 total
includes taxes & fees
Aug 31 - Sep 1
4-star hotels with pools in Key West
￥21,931
￥36,296 total
includes taxes & fees
Sep 2 - Sep 3
￥26,595
￥39,943 total
includes taxes & fees
Sep 1 - Sep 2
La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
￥28,293
￥37,194 total
includes taxes & fees
Sep 8 - Sep 9
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
￥18,117
￥25,747 total
includes taxes & fees
Sep 8 - Sep 9
￥27,691
￥42,240 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
￥31,659
￥46,713 total
includes taxes & fees
Sep 7 - Sep 8
￥22,142
￥45,027 total
includes taxes & fees
Sep 7 - Sep 8
￥18,117
￥29,883 total
includes taxes & fees
Sep 8 - Sep 9
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
￥34,993
￥51,706 total
includes taxes & fees
Sep 8 - Sep 9
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
￥33,642
￥48,577 total
includes taxes & fees
Sep 13 - Sep 14
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
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"Great resort to stay with the family. Beautiful view"
Casa Marina Key West, Curio Collection by Hilton
8/10 Good
"This place is beautiful and well maintained. Our room had a window that you could see the ocean. Staff was helpful and friendly. The beach was nice but during August the seagrass made it unusable. Only one pool was open due to construction (which we were not notified of) and it was packed. Only flaw for us was the food and drink prices ($11 draft beer or $24 margaritas). But we made the best of it and eat / drank downtown. The spa was amazing."
Blue Flamingo Resort Key West
10/10 Excellent
"Excelente instalación y servicio, recomendada al 100%,"
La Concha Key West, Autograph Collection
10/10 Excellent
"We enjoyed our stay, the staff was great and the rooms were nice. Location was very close to several restaurants and shopping"
The Reach Key West, Curio Collection by Hilton
10/10 Excellent
"Everything was great. The air conditioner /central air unit could have been cooler because c it did get hot and muggy in the room/ overnight."
Ibis Bay Beach Resort
10/10 Excellent
"Was clean breakfast was perfect nice little beach was also clean good place"
Pier House Resort & Spa
10/10 Excellent
"We thoroughly enjoyed our stay at Pier House. The location can't be beat--walking distance to most attractions, and golf carts are available onsite for going farther, such as Fort Zachary Taylor. We were treated with complete attention to any of our requests and questions. We typically select a resort with at least a guest laundry, if no in-room washer/dryer, but the laundry service was efficient and reasonably priced. The daily refreshing of linens was nice--seems like that has to be requested at many resorts now or is only after a few nights. They did a good job keeping the sargassum out of the Pier House swimming area and off the beach. Several of the ice machines didn't work, minor inconvenience. We would absolutely stay there again."
DoubleTree Resort by Hilton Grand Key - Key West
8/10 Good
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Beachside Resort & Residences
10/10 Excellent
"Me gustó mucho y lo recomiendo muy buena atención y muy limpio"
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