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Featured Key West Hotels with Pool

Southernmost Beach Resort
Southernmost Beach Resort
4.0 out of 5.0 1319 Duval Street, Key West, FL
Free Cancellation
$212
4.4/5 (329 reviews)

Prime location, great amenities, nicely sized rooms and a very friendly and accommodating staff. Highly recommend.

Reviewed on Oct 25, 2019
Guests of Southernmost Beach Resort have access to a full-service spa, 3 outdoor pools, and a fitness center. Self parking is available for USD 30.10 per day. ...
PoolBeachBar
Silver Palms Inn
Silver Palms Inn
3.5 out of 5.0 830 Truman Ave, Key West, FL
Free Cancellation
$159
4.4/5 (133 reviews)

Peter at front desk was veryhelpful and attentive.

Reviewed on Oct 21, 2019
At Silver Palms Inn, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. If you decide to drive, there's free parking. ...
PoolOutdoor PoolBiking
The Southernmost Inn-Adults Only
The Southernmost Inn-Adults Only
2.5 out of 5.0 525 United Street, Key West, FL
Free Cancellation
$184
4.2/5 (47 reviews)

Great Staff. Disapointed bar was not open. Location was great. Room was great but lacked a little warmth.

Reviewed on Nov 11, 2019
Guests staying at The Southernmost Inn-Adults Only enjoy access to 2 outdoor pools, a fitness center, and a spa tub. Self parking is available for USD 25.00 ...
PoolBarParking
Sheraton Suites Key West
Sheraton Suites Key West
3.5 out of 5.0 2001 S Roosevelt Blvd, Key West, FL
Free Cancellation
$165
4.2/5 (178 reviews)

This hotel gives you access to all of Key West without ever having to move your car. We did book this hotel last minute; so expectations were low, but we were pleasantly surprised. The resort fee included so much more than parking and a pool. We received smoothies just after lunch, virgin mojitos, ...

Reviewed on Jul 8, 2019
Guests staying at Sheraton Suites Key West enjoy an outdoor pool, a 24-hour fitness center, and a spa tub. You can take advantage of free parking, along with ...
PoolTransportation ServicesOutdoor Pool
Best Western Key Ambassador Resort Inn
Best Western Key Ambassador Resort Inn
2.5 out of 5.0 3755 S Roosevelt Blvd, Key West, FL
Free Cancellation
$181
4.1/5 (86 reviews)

10/10 recommend 😊 pool view also included ocean view, breakfast was good, parking & WiFi were included, staff was wonderful.

Reviewed on Nov 13, 2019
Best Western Key Ambassador Resort Inn features an outdoor pool, free WiFi in public areas, and a 24-hour business center. There's free parking, as well as a ...
PoolOutdoor PoolBar
24 North Hotel Key West
24 North Hotel Key West
4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
$127
4.1/5 (101 reviews)

Towel service wasn't consistent. Sometimes no bath mat not enough towels. Coffee missing, cups missing no tea, no fork, spoon pkg. inconsistent. Desk personnel aboveboard for our two extra nights, met Our original price. Thank you.

Reviewed on Nov 10, 2019
Built in 2015, the brand new 24 North Hotel Key West offers an outdoor pool, a fitness center, and free WiFi in public areas. You can take advantage of free ...
PoolTransportation ServicesOutdoor Pool
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 out of 5.0 2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
$151
4.0/5 (199 reviews)

We liked the beachfront rooms. Walk out your door and you are right on the beach (although not a swimming one). Multiple pools, including an adult pool is great. Service in the restaurant was not great. We were told that there would always be bottles of water at the valet stand but they were usually ...

Reviewed on Nov 2, 2019
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a fitness center, and free WiFi in public areas. Valet parking is available for ...
PoolSwimmingGardens
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3.0 out of 5.0 2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
$134
3.9/5 (142 reviews)

Clean, professional. Breakfast was ok. A little far away from downtown KW ...

Reviewed on Oct 29, 2019
At Fairfield Inn and Suites by Marriott Key West, guests enjoy an outdoor pool, a 24-hour fitness center, and free WiFi in public areas. There's free parking ...
PoolMicrowaveFree Parking
The Gates Hotel Key West
The Gates Hotel Key West
4.0 out of 5.0 3824 N Roosevelt Blvd, Key West, FL
Free Cancellation
$135
3.7/5 (96 reviews)

very nice, everything was great, clean and very confortable

Reviewed on Sep 30, 2019
Built in 2015, the brand new The Gates Hotel Key West offers an outdoor pool, a fitness center, and free WiFi in public areas. You can take advantage of free ...
PoolTransportation ServicesOutdoor Pool

Dive into These Key West Hotels with Pools

Whether you're looking for a sunny spot to take the family for a refreshing dip, or just want to kick back by a chic rooftop pool with views of the city, Key West hotels with pool amenities offer something for everyone.

Key West hotels with indoor pools ensure you get your swim time without worrying about weather. You can still brag that you spent your vacation poolside—rain or shine. Many hotels even offer access to both indoor and outdoor pools, giving you the best of both worlds.

Fun features of Key West hotels with pools
If you’re planning a family getaway, a pool provides the ideal place for the kids to burn off some energy. Many options have a resort feel, with water slides, splash pads, and poolside activities.

If you’re looking for a luxe getaway, check out the range of chic Key West hotels offering trendy rooftop pools with stunning views and elegant cocktail bars.

Spas, saunas, and more
Imagine relaxing in a Jacuzzi for a spa experience, with warm water and soothing jets melting your stress away, before jumping in a sauna to loosen your tired muscles, and cooling down with a quick dip in the pool.

Keep up with your fitness routine doing laps in the morning, or just sit with your feet in the water while you watch the kids play. And of course, let’s not forget a romantic evening dip with your special someone. Whether it's reconnecting, rejuvenating, or reenergizing that’s on your mind, a hotel pool is a must for your Key West vacation.


Recent Hotels with Pool Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.