Key West Hotel Guide - Hotels with Pool in Key West, Florida
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21 Aug - 23 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.
€136
includes taxes & fees
16 Aug - 17 Aug
€132
includes taxes & fees
31 Aug - 1 Sept
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.
€115
includes taxes & fees
31 Aug - 1 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.
€125
includes taxes & fees
26 Aug - 27 Aug
5. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
€181
includes taxes & fees
31 Aug - 1 Sept
6. 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.
€218
includes taxes & fees
1 Sept - 2 Sept
7. 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.
€221
includes taxes & fees
31 Aug - 1 Sept
8. 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.
€162
includes taxes & fees
1 Sept - 2 Sept
View all properties
Hotels with pools and free breakfast in Key West
€136
includes taxes & fees
16 Aug - 17 Aug
€115
includes taxes & fees
31 Aug - 1 Sept
€251
includes taxes & fees
23 Aug - 24 Aug
€218
includes taxes & fees
1 Sept - 2 Sept
€198
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
€255
includes taxes & fees
30 Aug - 31 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
€138
includes taxes & fees
23 Aug - 24 Aug
€133
includes taxes & fees
17 Aug - 18 Aug
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
€269
includes taxes & fees
14 Sept - 15 Sept
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
€144
includes taxes & fees
20 Aug - 21 Aug
Hotels with pools and hot tubs in Key West
€287
includes taxes & fees
16 Aug - 17 Aug
€251
includes taxes & fees
23 Aug - 24 Aug
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
€221
includes taxes & fees
31 Aug - 1 Sept
€235
includes taxes & fees
31 Aug - 1 Sept
€176
includes taxes & fees
17 Aug - 18 Aug
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
€131
includes taxes & fees
20 Aug - 21 Aug
€188
includes taxes & fees
31 Aug - 1 Sept
€162
includes taxes & fees
1 Sept - 2 Sept
€196
includes taxes & fees
30 Aug - 31 Aug
€176
includes taxes & fees
17 Aug - 18 Aug
4-star hotels with pools in Key West
€251
includes taxes & fees
23 Aug - 24 Aug
€218
includes taxes & fees
1 Sept - 2 Sept
€198
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
€255
includes taxes & fees
30 Aug - 31 Aug
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
€282
includes taxes & fees
1 Sept - 2 Sept
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
€269
includes taxes & fees
14 Sept - 15 Sept
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
€211
includes taxes & fees
3 Sept - 4 Sept
€287
includes taxes & fees
16 Aug - 17 Aug
La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
€220
includes taxes & fees
30 Aug - 31 Aug
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
€144
includes taxes & fees
20 Aug - 21 Aug
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 Centric Key West Resort and Spa
10/10 Excellent
"We looked at a lot of the local hotels before choosing to go with one of the big chains. The things we saw in the reviews of the local places...street noise, no air conditioning or air that didn't work well, small rooms, places in need of renovation, etc, etc. So the chain was the "safe" choice and honestly it didn't disappoint. It was clean, the air worked, it was a good location, the beds were comfortable, they have a really neat sparkling water machine in the lobby, they have free pina coladas or margaritas, the staff was friendly. The room was quiet. I don't know what else we could have asked for."
Parrot Key Hotel & Villas
10/10 Excellent
"We love the ambiance and quiet adults only pool. The shuttle to and from downtown and the beach is also wonderful. The staff are friendly and accommodating."
Southwinds Motel
8/10 Good
"Love this property. Second time staying here. Quaint, nothing fancy but wonderful staff and great location."
Casa Marina Key West, Curio Collection by Hilton
10/10 Excellent
"Everything was amazing just the shower head had some black stuff on it which the hotel took care of the moment we let them know but we had celebrated our honeymoon and it was 10000% worth it!"
The Perry Hotel & Marina Key West
10/10 Excellent
"We had a wonderful time. The staff was amazing. The place is very clean and beautiful."
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"Great location with a view of the sea from the pool. Room was perfect size for family of 5 with everything you needed."
The Reach Key West, Curio Collection by Hilton
8/10 Good
"I liked how close it was to everything, we only stayed one night but will definitely be back! The staff were soo helpful and friendly. The room was very clean! The only thing I would say is the bathroom stayed hot and muggy. It didn’t seem to have any airflow."
La Concha Key West, Autograph Collection
10/10 Excellent
"Location is directly in old town area of Key West. Convenient walk to Mallory Square. Sunset Pier, Sloppy Joe's, Hogs Breath Salon and various other local hot spots and shops."
Hilton Garden Inn Key West / The Keys Collection
10/10 Excellent
"Staff were helpful and Friendly. Room was cleaned. Bathroom is a good size."
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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
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- 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