
Find Hotels with a Pool in Key West, FL
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Check availability on Key West Hotels with a Pool
Tonight
Aug 18 - Aug 19Tomorrow
Aug 19 - Aug 20This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our 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.
$139 nightly
$156 total
Aug 19 - Aug 20
Total with taxes and fees




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.
$118 nightly
$133 total
Aug 31 - Sep 1
Total with taxes and fees




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.
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees




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.
$123 nightly
$136 total
Aug 26 - Aug 27
Total with taxes and fees
$135 nightly
$152 total
Aug 30 - Aug 31
Total with taxes and fees




6. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
$188 nightly
$212 total
Aug 19 - Aug 20
Total with taxes and fees




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.
$166 nightly
$187 total
Sep 1 - Sep 2
Total with taxes and fees




8. The Marker Key West Harbor Resort
The Marker Key West Harbor ResortKey West Historic District
- Splash into bliss at this harbor resort offering three pools, a poolside bar, and daily live entertainment.
$223 nightly
$251 total
Sep 1 - Sep 2
Total with taxes and fees
View all properties
Hotels with pools and free breakfast in Key West
$139 nightly
$156 total
Aug 19 - Aug 20
Total with taxes and fees
$118 nightly
$133 total
Aug 31 - Sep 1
Total with taxes and fees
$266 nightly
$299 total
Aug 26 - Aug 27
Total with taxes and fees
$223 nightly
$251 total
Sep 1 - Sep 2
Total with taxes and fees
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees




Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
$261 nightly
$294 total
Sep 1 - Sep 2
Total with taxes and fees




Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
$274 nightly
$308 total
Aug 21 - Aug 22
Total with taxes and fees
$133 nightly
$149 total
Aug 19 - Aug 20
Total with taxes and fees




Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
$276 nightly
$310 total
Sep 14 - Sep 15
Total with taxes and fees




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
$144 nightly
$162 total
Sep 1 - Sep 2
Total with taxes and fees
Hotels with pools and hot tubs in Key West
$294 nightly
$331 total
Aug 20 - Aug 21
Total with taxes and fees
$266 nightly
$299 total
Aug 26 - Aug 27
Total with taxes and fees




Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees
$224 nightly
$252 total
Sep 1 - Sep 2
Total with taxes and fees
$164 nightly
$185 total
Aug 23 - Aug 24
Total with taxes and fees




Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
$135 nightly
$151 total
Aug 30 - Aug 31
Total with taxes and fees
$189 nightly
$213 total
Aug 19 - Aug 20
Total with taxes and fees
$166 nightly
$187 total
Sep 1 - Sep 2
Total with taxes and fees
$200 nightly
$225 total
Sep 2 - Sep 3
Total with taxes and fees
$158 nightly
$178 total
Aug 23 - Aug 24
Total with taxes and fees
4-star hotels with pools in Key West
$266 nightly
$299 total
Aug 26 - Aug 27
Total with taxes and fees
$223 nightly
$251 total
Sep 1 - Sep 2
Total with taxes and fees
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees




Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
$261 nightly
$294 total
Sep 1 - Sep 2
Total with taxes and fees




Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
$289 nightly
$325 total
Sep 1 - Sep 2
Total with taxes and fees




Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
$276 nightly
$310 total
Sep 14 - Sep 15
Total with taxes and fees




The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
$234 nightly
$264 total
Sep 16 - Sep 17
Total with taxes and fees
$294 nightly
$331 total
Aug 20 - Aug 21
Total with taxes and fees




La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
$225 nightly
$253 total
Sep 1 - Sep 2
Total with taxes and fees




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
$144 nightly
$162 total
Sep 1 - Sep 2
Total with taxes and fees
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
Beachside Resort & Residences
10/10 Excellent
"Clean property, nice pool, and private beach"
Southernmost Beach Resort and Guesthouses
8/10 Good
"Everyone was pleasant. The resort offered things to do and kept you informed via email. Check in went smooth if you read all the information you will be prepared for the added expenses. The resort is in a great locale. I recommend not having a car rather rent bikes, use bus, trolley or uber. Yes, the seaweed was a problem but it’s not their fault! The free breakfast included with our package was excellent. We stayed in Avalon house and while the room was small it was newly redone and cute. It had everything we needed including a beach bag and towels. I think the weakest link in the resort was the room cleaning, while our room was not filthy the staff didn’t upkeep it as other resorts I have experienced. I felt that could use improvement and I think being at a beach resort sheets should be changed at least every three days. They offer you a great amount of towels because again, being at a beach locale frequent showers are taken. I know others blasted this resort but I found it to be a very pleasant experience and yes it is expensive but you are staying right in the heart of everything in Key West. Do your homework and you won’t be sidelined and be prepared for sargassum, had that not been a problem at that time of year it was a perfect stay."
Blue Flamingo Resort Key West
10/10 Excellent
"Recommended, would definitely go back. ⭐️⭐️⭐️⭐️⭐️"
Pier House Resort & Spa
10/10 Excellent
"Beautiful hotel with a great sand beach. Perfect location, right on Duval, but a quiet garden resort. The showers are to die for. Would stay here again."
Southwinds Motel
8/10 Good
"The staff was very nice. The location was good. It was a good price. The breakfast was OK. Our room is on the small side, but the bed was very comfortable. It was weird. We had no cold water. Yes, the property is dated and it was a little bit too quiet for my liking. and also the beach we could not use the beach and no one told us until we got there. There was a stair was all seaweed washed up on the beach and it smelt very bad."
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Great choice!!! I’ll be back everything within walking distance!! Museum. Restaurant and bars!!! 👍👍👍"
The Reach Key West, Curio Collection by Hilton
10/10 Excellent
"Beautiful resort setting. Everyone was very helpful and our room was spotless. Our brunch at Four Marlins was delicious. Would definitely recommend"
DoubleTree Resort by Hilton Grand Key - Key West
8/10 Good
"Maintenance was in need of improvement after two calls to repair a closet door that was falling off they fixed it by just removing the entire door. Keys didn’t work. To unlock door. Walked to desk they reprogrammed them. Walked back to room and still unable to get into the room. Had to wait for a maintenance person to arrive. Never left toilet paper Had to get it at the front desk."
The Perry Hotel & Marina Key West
10/10 Excellent
"Great Staff and nice environment, rooms, and amenities. The only shortcoming is that the hotel is about a 15-minute drive from where all the attractions are, but the staff and food were amazing"
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