Hotels with Swimming Pools in Key West
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28 Aug - 30 AugOur top choices for Key West hotels with a pool
1. 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.
S$201
includes taxes & fees
20 Aug - 21 Aug
2. 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.
S$170
includes taxes & fees
31 Aug - 1 Sept
3. 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.
S$316
includes taxes & fees
1 Sept - 2 Sept
4. 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.
S$177
includes taxes & fees
26 Aug - 27 Aug
S$193
includes taxes & fees
30 Aug - 31 Aug
6. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
S$276
includes taxes & fees
24 Aug - 25 Aug
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.
S$239
includes taxes & fees
1 Sept - 2 Sept
8. The Marker Key West Harbor Resort
The Marker Key West Harbor ResortKey West Historic District
- Splash into bliss at this harbour resort offering three pools, a poolside bar, and daily live entertainment.
S$321
includes taxes & fees
1 Sept - 2 Sept
View all properties
Hotels with pools and free breakfast in Key West
S$170
includes taxes & fees
31 Aug - 1 Sept
S$348
includes taxes & fees
30 Aug - 31 Aug
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
S$375
includes taxes & fees
1 Sept - 2 Sept
S$272
includes taxes & fees
23 Aug - 24 Aug
S$345
includes taxes & fees
23 Aug - 24 Aug
S$232
includes taxes & fees
23 Aug - 24 Aug
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
S$397
includes taxes & fees
14 Sept - 15 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
S$203
includes taxes & fees
26 Aug - 27 Aug
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
S$194
includes taxes & fees
30 Aug - 31 Aug
Ridley House - Key West Historic Inns
Ridley House - Key West Historic InnsKey West Historic District
S$388
includes taxes & fees
23 Aug - 24 Aug
Hotels with pools and hot tubs in Key West
S$276
includes taxes & fees
24 Aug - 25 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
S$316
includes taxes & fees
1 Sept - 2 Sept
S$222
includes taxes & fees
23 Aug - 24 Aug
S$202
includes taxes & fees
30 Aug - 31 Aug
S$348
includes taxes & fees
30 Aug - 31 Aug
S$239
includes taxes & fees
1 Sept - 2 Sept
S$232
includes taxes & fees
23 Aug - 24 Aug
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
S$194
includes taxes & fees
30 Aug - 31 Aug
S$307
includes taxes & fees
1 Sept - 2 Sept
4-star hotels with pools in Key West
S$423
includes taxes & fees
31 Aug - 1 Sept
S$487
includes taxes & fees
23 Aug - 24 Aug
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
S$375
includes taxes & fees
1 Sept - 2 Sept
S$348
includes taxes & fees
30 Aug - 31 Aug
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
S$397
includes taxes & fees
14 Sept - 15 Sept
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
S$416
includes taxes & fees
1 Sept - 2 Sept
S$292
includes taxes & fees
1 Sept - 2 Sept
S$275
includes taxes & fees
30 Aug - 31 Aug
La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
S$323
includes taxes & fees
1 Sept - 2 Sept
S$321
includes taxes & fees
1 Sept - 2 Sept
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
Hilton Garden Inn Key West / The Keys Collection
8/10 Good
"I appreicated the fresh berries being available in the Sunday morning breakfast."
Southwinds Motel
8/10 Good
"Should do a better job of keeping the outdoors clean."
Hampton Inn Key West FL
10/10 Excellent
"Close to airport, good breakfast"
Blue Flamingo Resort Key West
8/10 Good
"NO BEACH ACCESS !! Just want to be super sure that others know this. We somehow felt that this resort had beach access looking at google maps and few other stuff. Apart from this, it was a very nice stay. Location wise very good. Nice amenities. liked both the swimming pools, and super warm water. it was so tough to get hold of pool tables, foos ball tables etc - always someone playing, and they play for hours together. wish there was some kind of time limitations for others to use it too. Food in restaurant could be better. The bars were good ,but slightly expensive. Hotel staff were super friendly and amazing service overall. parking was good. wish they had their own laudry.. had to carry laundary to the next building and back - which was a bit of a struggle. wanted to give a 3.5 star, but gave it 4 stars."
La Concha Key West, Autograph Collection
10/10 Excellent
"It was an excellent historic boutique hotel. Beautiful and comfortable room with a good bathroom…great location in the heart of Key West … very friendly staff"
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Super clean room! So many things to do- pool, beach, restaurants!! Staff was super awesome and friendly. We loved it!!!"
Pier House Resort & Spa
8/10 Good
"Room was ok only, AC had issues and location was difficult. There were upgraded rooms available but the charges didn’t make any sense, $50 a night for a room the same size but a slightly better location. Beach area was nice, location is great, Beach attendant couldn’t be bothered to help guests, Food servers never picked up after serving which left the birds to clean off the plates. You get the idea, great location not so great service."
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
"No complaints."
The Perry Hotel & Marina Key West
10/10 Excellent
"We had a great stay, staff were very friendly and helpful. The only concern was that since it was “off” season for them the restaurants and bars closed early."
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