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Featured hotel with pools destinations

Destination inspiration for your trip – find a hotel with pools

Key West

361 hotels with pools

Marathon

179 hotels with pools

Key Largo

131 hotels with pools

Islamorada

57 hotels with pools

Key Colony Beach

42 hotels with pools

Tavernier

29 hotels with pools

Stock Island

19 hotels with pools

Cudjoe Key

10 hotels with pools

Summerland Key

8 hotels with pools

Layton

7 hotels with pools

Big Pine Key

6 hotels with pools

Duck Key

5 hotels with pools

Crawl Key Number Two

4 hotels with pools

Little Torch Key

4 hotels with pools

Jewfish

3 hotels with pools

Key West

3 hotels with pools

The best hotels with pools in Florida Keys

Check out our pick of great hotels with pools in Florida Keys

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The Capitana Key West

Hotel in Key West

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

U
Uwaiz
From
South Africa
Wow, what an absolute paradise! Our stay in Key West was truly unforgettable. From the moment we arrived, we were treated like royalty. The staff were friendly, welcoming, and went above and beyond to ensure our stay was nothing short of perfect. Our room was stunning, with a beautiful view and a private balcony where we could watch the sunset. The bed was incredibly comfortable, and the amenities were top-notch. The hotel's pool and beach areas were immaculate, and the complimentary breakfast was delicious. But what really made our stay stand out was the exceptional service. From the front desk to the housekeeping staff, everyone was friendly, helpful, and made us feel like we were part of the family. We can't wait to come back to Key West and stay here again. It's truly a 10-star experience, and we highly recommend it to anyone looking for a luxurious and unforgettable getaway in the Keys! Would I recommend this hotel to others? Absolutely!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,942 reviews
Price from
ISK 32,751
1 night, 2 adults

Douglas House Adult Only

Downtown Key West, Key West

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features a shared outdoor swimming pool. Free Wi-Fi is also available.

S
Svein-Oskar
From
Norway
Douglas House is a really charming guesthouse in Key West perfectly located right next to Duval street. Everything you are looking for in Key West is within walking distance. The little garden is perfect, and we had a big balcony where we enjoyed our mornings and evenings. The apartments are in different sizes and they offer free parking.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,323 reviews
Price from
ISK 22,031
1 night, 2 adults

Simonton Court Historic Inn & Cottages

Downtown Key West, Key West

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.

t
thor
From
Norway
World class location and property - that’s it!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,000 reviews
Price from
ISK 25,053
1 night, 2 adults

Courtney's Place Historic Cottages & Inns

Downtown Key West, Key West

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

M
Mateus
From
Brazil
The room we stayed in was unbelivable. Really spacious, with lots of beds. Everything was clean, and the location is good as well, within a 10 minute walk from most of Key West atractions. The office was closed when we arrived, but that wasnt an issue, as the instructions for out check in were left in an envelope. Another plus is the parking spot included. The breakfast is simple but enough to satisfy you.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,164 reviews
Price from
ISK 32,051
1 night, 2 adults

Atlantic Bay Resort

Tavernier, Key Largo

Located in Tavernier, this beachfront Florida resort is 2 miles from Florida Keys Wild Bird Center.

A
Anne-Laure
From
France
This hotel is fantastic. the view is incredible it's a kind of paradise. I highly recommand
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,382 reviews
Price from
ISK 27,260
1 night, 2 adults

Coconut Cay Marina & RV Park

Hotel in Marathon

Set in Marathon, 3.7 km from Florida Keys Aquarium Encounters, Coconut Cay Marina & RV Park offers accommodation with free bikes, free private parking, an outdoor swimming pool and a private beach...

S
Siobhan
Super organised and easy access to property
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 730 reviews
Price from
ISK 45,007
1 night, 2 adults

Ragged Edge Resort & Marina

Islamorada

Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort & Marina features accommodation with free bikes, private parking, an outdoor swimming pool and a terrace.

L
Lisa
From
United Kingdom
The staff were absolutely amazing. So friendly. Very helpful and made us feel extremely welcome. See you all next year
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 118 reviews
Price from
ISK 22,842
1 night, 2 adults

Key West Harbor Inn - Adults Only

Downtown Key West, Key West

Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool.

T
Tiia
From
United States
Very welcoming and beautiful hotel! Clean room, peaceful outdoor!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 258 reviews
Price from
ISK 28,692
1 night, 2 adults

Kona Kai Resort and Gallery

Key Largo

Located in Key Largo, 5.1 km from Pigeon Key, Kona Kai Resort and Gallery provides accommodation with an outdoor swimming pool, free private parking, a garden and a private beach area.

G
GREGORY
From
France
Everything was great, we really appreciated using the kayaks, the swimming pool and the spa. The greenery in the surroundings makes the place very delightful.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 135 reviews
Price from
ISK 39,749
1 night, 2 adults

H2O Suites- Adults Only

Downtown Key West, Key West

This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

R
Richard
From
United Kingdom
The rooms were fitted to an extremely high standard of quality and convenience. The staff pleasant and helpful. Complementary drinks and snacks around the pool. Superb throughout.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 428 reviews
Price from
ISK 50,246
1 night, 2 adults
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FAQs about hotels with pools in Florida Keys

Hotels with a pool that guests love in Florida Keys

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Avg. price/night: ISK 25,970
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 1,060 reviews
Very nice appartement with a great view. There is a swimming pool and nice restaurants on the other side of the water with live music. Great to sit on your own balcony and enjoy the live music from the restaurant. Highly recommend snorkling tour which departs from the appartments.
Guest review byMaaike
Young couple
Avg. price/night: ISK 19,327
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,556 reviews
Swimming pool , close to the city centre
Guest review byDarwin
Solo traveller
Avg. price/night: ISK 24,773
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 2,324 reviews
Location Parking Shuttle bus Swimming pool
Guest review byAlusine
Family with young children
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 996 reviews
Swimming pool
Guest review byEvi
Family with young children
Avg. price/night: ISK 82,692
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 134 reviews
The location, accomodation, swimming pool and comunication was excellent. I love it here. Thank you for great vacation experience for my family.
Guest review byIvona
Family with young children
Avg. price/night: ISK 31,491
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 780 reviews
The buildings are beautiful both indoors and outdoors. We loved the garden with its beautiful vegetation that provided delightful shade. We also had a lot of fun in the the pool, and it was so nice to have our own veranda/outdoor deck.
Guest review byEline Synneva
Family with young children
Avg. price/night: ISK 50,981
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 587 reviews
Location is good. Well situated within the keys. Good resort facilities for free hire. Swimming pool and tiki bar are nice. Reception and lounge area is nice.
Guest review byLisa
Family with young children
Avg. price/night: ISK 33,192
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,114 reviews
4 Swimming Pools, Great overall setting. Spacious suites with separate room for the kids.
Guest review bySamuel
Family with young children
Avg. price/night: ISK 52,346
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 135 reviews
Everything was great, we really appreciated using the kayaks, the swimming pool and the spa. The greenery in the surroundings makes the place very delightful.
Guest review byGREGORY
Young couple
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,438 reviews
Multiple swimming pools, good location
Guest review byStephanie
Family with young children