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Browse for Key West Hotels with a Pool from $85

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Top Key West Hotels with a Pool

Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $220 per night
4.2/5Excellent! (2,533 reviews)

"Southernmost was a safe choice for us as it was our first time in KW. Our room was tidy and comfortable; we requested an oceanfront room and were close to the sunbathing deck and pool. The staff was welcoming and very hospitable. If you are selecting this property because of the beach, do not. It ..."…"

Reviewed on Aug 5, 2020

Southernmost Beach Resort
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 $111 per night
4/5Very Good! (1,366 reviews)

"Very clean, great location with great views. Staff is awesome. I will definitely stay here again."…"

Reviewed on Jul 26, 2020

24 North 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 $93 per night
4.2/5Very Good! (1,356 reviews)

"The pool area is nice and the tiki bar is super cool The music is very good as well. Hotel is newly remodeled. Staff is very professional and very courteous."…"

Reviewed on Jul 31, 2020

Hampton Inn Key West FL
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 $115 per night
4.2/5Excellent! (1,003 reviews)

"Good and clean room.............................................."…"

Reviewed on Aug 1, 2020

The Gates Hotel Key West
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $167 per night
4.4/5Wonderful! (992 reviews)
Perfect!

"So helpful and nice"…"

Reviewed on Aug 7, 2020

Parrot Key Hotel & Villas
Silver Palms Inn
3.5 out of 5
830 Truman Ave, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $99 per night
4.6/5Wonderful! (1,003 reviews)

"Silver Palm Inn facilities and personnel were a delight. The room was clean and COVID measurements were taken thought the entire facility. The personnel had the inside on all the best spots to have breakfast, lunch, and dinner. NON of the recommendations was a letdown. The parking is superb, they ..."…"

Reviewed on Jul 29, 2020

Silver Palms Inn
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 $100 per night
4.2/5Very Good! (965 reviews)

"Buen lugar y buenas condiciones volveríamos en cualquier momento"…"

Reviewed on Aug 4, 2020

Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn-Adults Only
2.5 out of 5
525 United Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $85 per night
4.2/5Very Good! (986 reviews)

"Close to davall street. Could walk to get breakfast .and close to spots to drink"…"

Reviewed on Jul 26, 2020

The Southernmost Inn-Adults Only
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $143 per night
4.5/5Wonderful! (2,395 reviews)

"We stayed here two weeks ago for our honeymoon and LOVED it! The hotel was very clean and the staff was super friendly! Will definitely stay there again!"…"

Reviewed on Jul 19, 2020

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
Free CancellationReserve now, pay when you stay
The price is $100 per night
4.4/5Excellent! (983 reviews)

"Check-in was very quick. The lady at the front desk was very friendly and informative."…"

Reviewed on Jul 28, 2020

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
Free CancellationReserve now, pay when you stay
The price is $110 per night
4/5Very Good! (969 reviews)

"Good place to stay clean and comfortable beds, its a bit far from the downtown and the shuttle busses stop running at 10pm a bit too early."…"

Reviewed on Aug 6, 2020

DoubleTree Resort by Hilton Grand Key - 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 $105 per night
4/5Very Good! (1,720 reviews)

"The place is super excellent, i recommend to everyone, i loved"…"

Reviewed on Aug 5, 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 $220 per night
3.9/5Very Good! (35 reviews)

"Beautiful newly renovated hotel. Staff was helpful and friendly, especially if you’re friendly to them! Our room was great. Location is great. Food is great. We will absolutely be going back."…"

Reviewed on Aug 4, 2020

The Reach Key West, Curio Collection by Hilton
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $188 per night
4.5/5Wonderful! (964 reviews)

"Nice property, great convenient location, can walk to most places, friendly staff, nice private beach with comfortable chairs and floats for ocean."…"

Reviewed on Aug 4, 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 $109 per night
4.5/5Wonderful! (996 reviews)
Nice place to stay

"I booked a room for 3, advertised as a queen bed and twin bed. It is why I booked this place, I did not want a sleeper sofa - I got to the room, it was a King & sleeper sofa. The sleeper sofa was terribly uncomfortable. I would prefer to get what I book when booking a room. THe room was clean but ..."…"

Reviewed on Aug 4, 2020

The Cabana Inn Key West-Adults Only
Kimpton Winslow's Bungalows
2.5 out of 5
725 Truman Avenue, Key West, FL
Free Cancellation
The price is $122 per night
4.9/5Exceptional! (28 reviews)

"The property is just Beautiful, giving guest the feeling of their own private tropical oasis. The staff were amazing (nice cold beverage on check in), made arrangements for bikes, etc. Tyler and Adam felt like family be the time we checked out! We hope to return soon! My only suggestion would be ..."…"

Reviewed on Jul 30, 2020

Kimpton Winslow's Bungalows
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
Free CancellationReserve now, pay when you stay
The price is $186 per night
4.4/5Wonderful! (987 reviews)

"The hotel was nice and right on the harbor. The pools were beautiful and taken care of and we had a great view of the pool and palm tree from our balcony. They provided champagne and chocolates for my 30th birthday stay which was nice also. Obviously COVID made things a bit different-including certain ..."…"

Reviewed on Jul 29, 2020

The Marker Key West Harbor Resort
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 $199 per night
4.5/5Wonderful! (991 reviews)

"Our view was amazing and had the best seat in the house for the sunset. I loved having a hot tub in our room and the staff was super friendly."…"

Reviewed on Jul 14, 2020

Ocean Key Resort - A Noble House Resort
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Key West Hotels with Pools Information

Dive into your next vacation with reservations at a Key West hotels with pools.
  • Browse verified consumer reviews from swimming lovers like you
  • Check out our vast selection of hotels to personalize your getaway to your liking
  • Submerge yourself into the lowest rates around on accommodations

Make a splash during your next vacation and book your stay at hotels with pools in Key West.

A hotel with a swimming pool brings your otherwise ordinary trip up a notch. When vacationing with the family, a hotel pool makes all the difference. After a long day working a conference, unwind at a hotel with a hot tub in Key West. If the kids are in tow, challenge them to a game of Sharks and Minnows after a long day of sightseeing to wear them out before bedtime. What’s more, hotels with swimming pools in Key West invite you to wake up and get your day started with a morning dip.

Prices on Key West hotels with pools don’t need to leave your wallet hanging out to dry. In fact, when you book your stay right here on Expedia, you’ll never feel like you’re drowning in high prices. Browse our collection of hotels with hot tubs Key West and select the accommodation best matching your travel and budgetary needs. Book confidently knowing you always receive the best rates around, and start working on your butterfly stroke for your sojourn.

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 208 places to stay with pools. While you’re here, you can explore attractions like Duval Street and Mallory Square, and then relax and unwind poolside at one of the accommodations in Key West that guests like for their pools.
What are some hotels with pools in Key West?
The Southernmost Inn-Adults Only: Hotel steps from Key West Butterfly and Nature Conservatory. Features free breakfast, 2 outdoor pools, and a café. Southernmost Beach Resort: 4-star hotel steps from South Beach. Offers 2 pool bars, 3 outdoor pools, and a full-service spa. The Cabana Inn Key West-Adults Only: 3-star guesthouse, 1-minute walk from Duval Street. Provides free breakfast, an outdoor pool, and a snack bar. H2O Suites - Adults Only: 3.5-star hotel steps from Key West Butterfly and Nature Conservatory. Features a poolside bar, an outdoor pool, and free parking. Eden House: 3.5-star hotel, 7-minute walk from Duval Street. Offers a poolside bar, an outdoor pool, and a restaurant.
What is there to see and do in Key West?
Explore places like Duval Street, Mallory Square, and Southernmost Point while you’re in Key West. The picturesque setting of South Beach and Higgs Beach showcase the area’s natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When should I plan my trip to Key West?
The hottest months are usually July and August with an average temp of 84°F, while the coldest months are January and December with an average of 71°F. Average annual rainfall for Key West is 40 inches.

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