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Find Hotels with Pools in Key West, FL from $189

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Top Hotels with Pools in Key West

Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $368 per night from Aug 29 to Aug 29
4.1/5Very Good! (2,529 reviews)
"Perfect location to spend a long adults weekend in the Keys. Pool and bar was just what we needed after a night on Duval St."

Reviewed on Aug 2, 2021

Southernmost Beach Resort
24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $212 per night from Aug 29 to Aug 29
3.9/5Very Good! (1,584 reviews)
"First time to Key West! Hotel staff were very nice and accommodating. I’d definitely go back and stay @24 North!!"

Reviewed on Aug 2, 2021

24 North Hotel Key West
Hampton Inn Key West FL
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $234 per night from Aug 8 to Aug 8
4.3/5Excellent! (1,357 reviews)
"This place was amazing. My husband and I went here for our honeymoon and couldn’t have asked for better service. The concierge was amazing and made sure the best options for our stay were given to us. The lobbyist was amazing always, they were top notch. The pool and the bar was so accommodating ..."

Reviewed on Aug 2, 2021

Hampton Inn Key West FL
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The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $203 per night from Sep 1 to Sep 1
4/5Very Good! (1,075 reviews)
"Gates Hotel is managed by the adjoining hotel team, so check in a bit of distance from rooms. Pool and bar staff friendly, but check-in staff initially assigned me a room already occupied. Free shuttle to downtown great help but many people left behind as shuttles support four hotels in area."

Reviewed on Aug 2, 2021

The Gates Hotel Key West
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $327 per night from Aug 24 to Aug 24
4.4/5Wonderful! (990 reviews)
"The property is conveniently located to pharmacy and restaurants. It's quiet and very clean. Great staff! We would highly recommend to stay here."

Reviewed on Jul 28, 2021

Parrot Key Hotel & Villas
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $239 per night from Aug 22 to Aug 22
4.6/5Wonderful! (1,028 reviews)
"I’ve never encountered a friendlier staff than the one at Silver Palms. They went above and beyond for us and other guests. Each person we encountered seemed truly happy to be there and answer questions."

Reviewed on Jul 28, 2021

Silver Palms Inn
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $206 per night from Sep 1 to Sep 1
4.1/5Very Good! (1,049 reviews)
"Nice hotel only bed are small they told us queen beds but 2 people can not sleep"

Reviewed on Jul 31, 2021

Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn-Adults Only
2.5 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $219 per night from Aug 4 to Aug 4
4/5Very Good! (975 reviews)
"Check in was easy. We had our own small bungalow room and it was perfect for just the two of us! The place is rather quiet considering it’s location. The breakfast was just ok and it got the job done. They had Starbucks coffee which was a nice perk. The pools are small and currently home to a pretty ..."

Reviewed on Jul 26, 2021

The Southernmost Inn-Adults Only
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $223 per night from Aug 29 to Aug 29
4.5/5Wonderful! (2,605 reviews)
"The grounds were perfect"

Reviewed on Aug 1, 2021

Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $189 per night from Aug 24 to Aug 24
4.3/5Excellent! (969 reviews)
"Nice place overall 🙂"

Reviewed on Jul 26, 2021

Fairfield Inn & Suites Key West at The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5
3990 S Roosevelt Blvd, Key West, FL
The price is $222 per night from Aug 29 to Aug 29
4.1/5Very Good! (1,027 reviews)
"Like the extras provided. Makes you feel like a welcomed guest."

Reviewed on Jul 31, 2021

DoubleTree Resort by Hilton Grand Key - Key West
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
The price is $278 per night from Aug 19 to Aug 19
3.9/5Very Good! (1,859 reviews)
"We enjoyed our stay. We were very satisfied and will certainly stay here again on our next visit to Key West"

Reviewed on Aug 2, 2021

Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton
3.5 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $490 per night from Aug 30 to Aug 30
4/5Very Good! (188 reviews)
"Couldn’t have asked for a better spot for our honeymoon!"

Reviewed on Aug 2, 2021

The Reach Key West, Curio Collection by Hilton
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $531 per night from Aug 30 to Aug 30
4.4/5Wonderful! (974 reviews)
"One of tbe few areas with a beach. Had to adjust yo restaurants opening later than at home but had a great time."

Reviewed on Jul 27, 2021

Pier House Resort & Spa
The Cabana Inn Key West-Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $259 per night from Aug 9 to Aug 9
4.4/5Wonderful! (994 reviews)
"Great property, central , across the street from world famous Willie-T’s bar"

Reviewed on Jul 16, 2021

The Cabana Inn Key West-Adults Only
Kimpton Winslow's Bungalows, an IHG Hotel
4 out of 5
725 Truman Avenue, Key West, FL
The price is $329 per night from Aug 25 to Aug 25
4.5/5Wonderful! (171 reviews)
"Unique property. All needs met."

Reviewed on Jul 24, 2021

Kimpton Winslow's Bungalows, an IHG Hotel
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $297 per night from Aug 22 to Aug 22
4.3/5Excellent! (994 reviews)
"Nice hotel, but there is a lack of signage to find the front desk from the parking area, the pools, etc. We were not able to get towels at the adult only pool, despite requesting them and waiting for over an hour."

Reviewed on Aug 1, 2021

The Marker Key West Harbor Resort
Ocean Key Resort - A Noble House Resort
4 out of 5
Zero Duval St., Key West, FL
The price is $599 per night from Aug 8 to Aug 8
4.6/5Wonderful! (991 reviews)
"Beautiful hotel with great views. We decided to ditch our flight home at the last minute and the staff was VERY accommodating. They put us back up in the same room as we were before and gave us a free breakfast on them. We will absolutely stay here again without hesitation. Awesome experience for ..."

Reviewed on Jul 27, 2021

Ocean Key Resort - A Noble House Resort
Crowne Plaza Key West-La Concha
4 out of 5
430 Duval St, Key West, FL
Fully refundable
The price is $297 per night from Aug 10 to Aug 10
3.9/5Very Good! (1,294 reviews)
"It was very central to many of the shops and restaurants. The spa was closed. The restaurants in the facility were closed. The staff was courteous and very helpful. The room had some red ants on the couch and we were in the third floor. The access to the upper deck was closed."

Reviewed on Aug 1, 2021

Crowne Plaza Key West-La Concha
Santa Maria Suites
4 out of 5
1401 Simonton St, Key West, FL
The price is $485 per night from Aug 24 to Aug 24
4.8/5Exceptional! (994 reviews)
"The free frozen drinks by the pool were awesome. Save some money. Have them make the drink, and add your own booze. The property was within walking distance of everything on Key West. Amazing customer service and accommodating staff. My only negative would be the very limited parking."

Reviewed on Aug 2, 2021

Santa Maria Suites
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Hotels with Outdoor Pools in Key West

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Pocket Guide: Hotels with a Pool in Key West

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