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Find Hotels with an Outdoor Pool in Key West, FL from $89

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Top Key West Hotels with an Outdoor Pool

Hilton Garden Inn Key West,The Keys Collection
3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $89 per night from Oct 25 to Oct 26
4.1/5Very Good! (960 reviews)

"I understand that it was raining but the TV did not work I guess it was DISH. Getting stuck in the room for 4 hours during the rain and no TV was really problematic. Also, there was a coffee maker but no coffee, sugar, or cream. The carpet was very dirty. The bathroom was nice and clean and the bed ..."…"

Reviewed on Sep 17, 2020

Hilton Garden Inn Key West,The Keys Collection
H2O Suites - Adults Only
3.5 out of 5
1212 Simonton Street, Key West, FL
The price is $279 per night from Sep 27 to Sep 28
4.8/5Exceptional! (275 reviews)

"We stayed at Southernmost a few years ago. Very nice! This trip we tried H2O... exceptional! The room was second to none. Blew us away. The staff was as equally exceptional. Very tentative as well as thoughtful. We still received daily service as well as nightly turn downs during COVID. Thank you ..."…"

Reviewed on Jul 21, 2020

H2O Suites - Adults Only
Kimpton Winslow's Bungalows
4 out of 5
725 Truman Avenue, Key West, FL
Free Cancellation
The price is $175 per night from Sep 30 to Oct 1
4.8/5Exceptional! (50 reviews)

"10 amazing especially the staff and Tyler from front desk he was amazing so accommodating"…"

Reviewed on Sep 22, 2020

Kimpton Winslow's Bungalows

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Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $94 per night from Sep 28 to Sep 29
4.6/5Wonderful! (993 reviews)

"Love the offstreet parking. Room was ready early and clean. This is our second time staying here and not our last!"…"

Reviewed on Sep 8, 2020

Silver Palms Inn
Ocean Key Resort - A Noble House Resort
4 out of 5
Zero Duval St., Key West, FL
Free CancellationReserve now, pay when you stay
The price is $209 per night from Sep 27 to Sep 28
4.5/5Wonderful! (982 reviews)

"Great service by all staff. Courteous, friendly and knowledgable."…"

Reviewed on Sep 20, 2020

Ocean Key Resort - A Noble House Resort
Southernmost House
3 out of 5
1400 Duval Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $275 per night from Sep 27 to Sep 28
4.5/5Wonderful! (848 reviews)

"We truly enjoyed our stay at this beautiful historic mansion! The ambience was over the top with the pool to ocean view. All staff were friendly and helpful. Knowing it was our 40th anniversary, they surprised us with champagne and delicious cupcakes from a local bakery. Michael made us feel like ..."…"

Reviewed on Sep 1, 2020

Southernmost House
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $199 per night from Sep 27 to Sep 28
4.5/5Wonderful! (947 reviews)

"THE LOCATION IS GREAT. WE ALSO LOVED THE PRIVATE BEACH AREA."…"

Reviewed on Sep 14, 2020

Pier House Resort & Spa
The Cabana Inn Key West-Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $129 per night from Sep 27 to Sep 28
4.5/5Wonderful! (992 reviews)

"Amazing location, great staff, free wine. Exactly what we needed."…"

Reviewed on Sep 12, 2020

The Cabana Inn Key West-Adults Only
Fairfield Inn & Suites Key West at The Keys Collection
3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $100 per night from Sep 28 to Sep 29
4.3/5Excellent! (984 reviews)

"How do you spend my vacation with my kids and everything go really well all the persons are super nice in-service it's excellent"…"

Reviewed on Sep 18, 2020

Fairfield Inn & Suites Key West at The Keys Collection
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $206 per night from Sep 28 to Sep 29
4.2/5Excellent! (2,486 reviews)

"We liked the location, the quiet end of Duvall St. But it was close enough to walk everywhere we wanted to go. The room was clean, and it was fine for us. Staff was friendly and helpful. I would recommend this hotel."…"

Reviewed on Sep 22, 2020

Southernmost Beach Resort
The Gates Hotel Key West
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $98 per night from Sep 27 to Sep 28
4.2/5Excellent! (998 reviews)

"Second time staying at The Gates hotel and the experience was as amazing. The hotel is very clean and beautiful. Staff is very friendly. Location is perfect. Will return :)"…"

Reviewed on Sep 4, 2020

The Gates Hotel Key West
Hampton Inn Key West FL
2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $101 per night from Sep 29 to Sep 30
4.2/5Very Good! (1,378 reviews)

"Me encanto el hotel el desayuno Delicioso el staff de la cafetería yes Lin la k nos servía en el desayuno muy amable y nice en general todo me gusto las habitaciones bien limpias y las áreas del bar y la piscina limpia también solo necesitan más variedad de bebidas y un Restaurante dentro sería buena ..."…"

Reviewed on Sep 18, 2020

Hampton Inn Key West FL
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $93 per night from Sep 27 to Sep 28
4.1/5Very Good! (950 reviews)

"I love this hotel , I don’t like the breakfast but the other things very good"…"

Reviewed on Sep 22, 2020

Fairfield Inn and Suites by Marriott Key West
Crowne Plaza Key West-La Concha
4 out of 5
430 Duval St, Key West, FL
Free Cancellation
The price is $142 per night from Sep 27 to Sep 28
4.1/5Very Good! (983 reviews)

"Location, location, location. Great hotel well situated right on Duval street. Due to covid19 security measures rooms were not done for length of my stay. Towels were provided when requested, room was comfortable. Bar lobby is not open. Defined will return."…"

Reviewed on Sep 22, 2020

Crowne Plaza Key West-La Concha
DoubleTree Resort by Hilton Grand Key - Key West
3.5 out of 5
3990 S Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $106 per night from Sep 29 to Sep 30
4/5Very Good! (957 reviews)

"It was nice staying here, given the circumstances (COVID). The staff was nice, and everything was kept clean. However, I would think that the Front Desk/concierge staff would be a little more helpful in telling me places to visit or eat at. They were a tad clueless in that department, which is half ..."…"

Reviewed on Sep 16, 2020

DoubleTree Resort by Hilton Grand Key - Key West
24 North Hotel Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $94 per night from Sep 27 to Sep 28
4/5Very Good! (1,355 reviews)

"I liked the pool, bar and ease of access. The staff was very friendly and accommodating. When tropical storm Sally cut short our vacation, they did not charge us for early checkout. We will definitely be back."…"

Reviewed on Sep 18, 2020

24 North Hotel Key West
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $113 per night from Sep 27 to Sep 28
4/5Very Good! (1,728 reviews)

"Very friendly staff and great care taken to ensure sanitation and safety right now. We didn’t dine in the restaurant or use the pool. But they looked nice! Very clean and colorful room. Overall very happy."…"

Reviewed on Sep 19, 2020

Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton
3.5 out of 5
1435 SIMONTON STREET,1435, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $215 per night from Sep 27 to Sep 28
3.9/5Good! (56 reviews)

"What a beautiful place to stay while in Key West. They defiantly know how to take great care of their guest at The Reach. Wouldn’t want to stay any where else if (when) we go back to Key West."…"

Reviewed on Sep 23, 2020

The Reach Key West, Curio Collection by Hilton
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Pocket Guide: Hotels with an Outdoor Pool in Key West

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