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Featured hotel with pools destinations

Destination inspiration for your trip – find a hotel with pools

Key West

500 hotels with pools

Marathon

159 hotels with pools

Key Largo

141 hotels with pools

Islamorada

61 hotels with pools

Tavernier

49 hotels with pools

Key Colony Beach

41 hotels with pools

Stock Island

19 hotels with pools

Cudjoe Key

10 hotels with pools

Summerland Key

8 hotels with pools

Big Pine Key

6 hotels with pools

Duck Key

4 hotels with pools

Jewfish

4 hotels with pools

Layton

4 hotels with pools

Crawl Key Number Two

4 hotels with pools

Key West

4 hotels with pools

Little Torch Key

3 hotels with pools

The best hotels with pools in Florida Keys

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

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The Capitana Key West

Hotel in Key West

Located in Key West, 1.3 miles from Smathers Beach, The Capitana Key West has accommodations with an outdoor swimming pool, free private parking, a fitness center and a private beach area.

Z
Ziv
From
Israel
הכל היה נח וכיף, חניה בשפע, נקי, חדשים גדולים, נוף מהמם, צוות אדיב.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 2,825 reviews
Price from
$244
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
Smiltė
From
Lithuania
You can find anything you need there. The pool was super fun, our room - number 7 I think are one of the best one, the balcony is tucked away from everyone and no one wanders by, so it’s really enjoyable to spend evenings there.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,062 reviews
Price from
$537.99
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
Marion
From
France
Room was clean and comfortable. Staff made late check in and early check out was made easy and fluid. Communication was perfect. I would definitely come back
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,027 reviews
Price from
$249
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.

d
dawn
From
United Kingdom
Great location, service and cleanliness. Free breakfast and free use of kayaks and bikes and added bonus
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,359 reviews
Price from
$212.78
1 night, 2 adults

Islander Resort

Islamorada

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...

J
James
From
United States
The staff was very polite and helpful. The scenery is amazing.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,230 reviews
Price from
$601.40
1 night, 2 adults

Coconut Cay Marina & RV Park

Hotel in Marathon

Located in Marathon, 2.3 miles from Florida Keys Aquarium Encounters, Coconut Cay Marina & RV Park provides accommodations with free bikes, free private parking, an outdoor swimming pool and a private...

K
Kirk
From
United States
The view was everything! The place was spotless and had all items we needed to make it comfortable for our 4 night stay. The beds were comfortable. This was a fantastic place to stay and we will be back!!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 702 reviews
Price from
$406.22
1 night, 2 adults

Kona Kai Resort and Gallery Adults Only

Key Largo

Located in Key Largo, 3.2 miles from Pigeon Key, Kona Kai Resort and Gallery Adults Only provides accommodations with an outdoor swimming pool, free private parking, a garden and a private beach area....

M
Mary
From
United States
Everything. Great spot. Lovely grounds
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 128 reviews
Price from
$284
1 night, 2 adults

The Perry Hotel & Marina Key West

Key West

Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a...

R
Raphael
From
France
Everything is impeccable ! HIGLY RECOMMEND IT
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 466 reviews
Price from
$236.10
1 night, 2 adults

H2O Suites- Adults Only

Downtown Key West, Key West

This adult-only Key West H2O Suites is 656 feet from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

M
Michael
From
United States
Everything! Especially the staff!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 395 reviews
Price from
$429
1 night, 2 adults

Island City House

Hotel in Downtown Key West, Key West

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

M
McCue
From
United States
Great location, serene atrium, great facilities, spacious comfortable rooms, accommodating staff. Our favorite place to stay in Key West
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 756 reviews
Price from
$297.92
1 night, 2 adults
All hotels with pools in Florida Keys

Most booked hotels with pools in Florida Keys this month

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Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 4,152 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 3,212 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 1,585 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 2,731 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 1,479 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 3,412 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 2,825 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 968 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2,349 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 970 reviews

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: $270.11
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 2,731 reviews
Location Parking Shuttle bus Swimming pool
Guest review byAlusine
Family with young children
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 970 reviews
Swimming pool
Guest review byEvi
Family with young children
Avg. price/night: $819.34
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 129 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: $393.75
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 756 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: $409.78
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 538 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: $487.13
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 2,858 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: $387
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 128 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
Avg. price/night: $178.88
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,342 reviews
Multiple swimming pools, good location
Guest review byStephanie
Family with young children
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 950 reviews
Lovely property, foliage well cared for. Room was clean and. Comfortable. 4 swimming pools. One main and 3 more private pools.
Guest review byCheryle
Young couple
Avg. price/night: $230.25
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 279 reviews
King Suite with Ocean View #19 has exceeded all our expectations! Clean, comfortable, newly renovated suite with a large balcony with stunning ocean views, this is the best suite in the hotel! Swimming pool in the shade of palm trees.
Guest review byMichel
Young couple

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