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Hotels with Pools in Key West

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The best hotels with pools in Key West

Check out our selection of great hotels with pools in Key West

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The Capitana Key West

Key West (Near 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.

F
Fırat
From
Croatia
Great facilities. Very relaxing pool/ beach area. Staff were very helpful. We had amazing time
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,929 reviews
Price from
$234
1 night, 2 adults

Douglas House Adult Only

Key West (Near 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.

M
Moti
From
Israel
Nice room. Clean and comfortable. The hotel is really close to the beach. There’s free parking. Staff was very nice.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,209 reviews
Price from
$177.21
1 night, 2 adults

Courtney's Place Historic Cottages & Inns

Key West (Near 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.

A
Aswani
From
India
Lovely places to stay. Super comfy bed and super clean rooms
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1,093 reviews
Price from
$189
1 night, 2 adults

Key West Harbor Inn - Adults Only

Key West (Near Key West)

Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden.

A
Alex
From
Canada
Fantastic location, oasis in the city
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 257 reviews
Price from
$340
1 night, 2 adults

H2O Suites- Adults Only

Key West (Near 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.

A
Avgi
From
Cyprus
This was honestly one of the best hotels I’ve ever stayed at. From the moment I arrived, everything felt effortless and welcoming. The property is incredibly comfortable and immaculately clean, with a true paradise-like vibe that makes it hard to leave. The staff went above and beyond at every turn—genuinely kind, attentive, and always happy to help, which made the experience feel extra special. The location is perfect, close to everything yet still peaceful and relaxing. Every detail felt thoughtfully done, and it’s the kind of place that stays with you long after you check out. I can’t wait to come back.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 408 reviews
Price from
$339
1 night, 2 adults

Island City House

Key West (Near 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.

C
COURTNEY
From
Canada
Its location, old world charm and cleanliness. It was peaceful and the attention to detail was impressive. Alina is professional, friendly and accommodating. We were very well taken care of.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 773 reviews
Price from
$194.75
1 night, 2 adults

The Mermaid & The Alligator - Adult Only

Key West (Near Key West)

Featuring an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator - Adult Only is located in the center of Key West, a 11-minute walk from South Beach.

D
Daria
From
Ukraine
This place has a lot of personality. Our room had a unique design and was fun to stay at. Very good breakfast.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 168 reviews
Price from
$228
1 night, 2 adults

Hyatt Vacation Club at Windward Pointe

Key West (Near Key West)

This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

A
Artem
From
Ukraine
The place was wonderful! We really enjoyed our stay and will definitely come back. Special thanks to the staff for making our experience even better.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 902 reviews
Price from
$252.20
1 night, 2 adults

Hyatt Vacation Club at Beach House

Key West (Near Key West)

Hyatt Beach House Resort is located in Key West 4 mi from Duval Street. An outdoor pool and hot tub are featured.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 394 reviews
Price from
$292.20
1 night, 2 adults

Simonton Court Historic Inn & Cottages

Key West (Near Key West)

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

T
Tatiana
From
Russia
i really liked the hotel! the vibe and service was great! location is great as well! we have a little balcony facing the street and we enjoyed sitting on chairs looking at the night sky and street while breeze from the ocean makes palm leaves slightly swaying.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 970 reviews
Price from
$189
1 night, 2 adults
All hotels with pools in Key West

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.

Most booked hotels with pools in Key West and surrounding area in the past month

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Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews

Popular with guests booking hotels with pools in Key West

Popular with guests booking hotels with pools in Key West

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 4,302 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 3,016 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,993 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 2,536 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 3,270 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 3,427 reviews

Enjoy breakfast in Key West and nearby

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Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 3,270 reviews

Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 2,372 reviews

Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 168 reviews

Featuring an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator - Adult Only is located in the center of Key West, a 11-minute walk from South Beach.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 934 reviews

Authors Key West Guesthouse features free Wifi and rooms with air conditioning in Key West.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 34 reviews

This adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 3,427 reviews

This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,570 reviews

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 345 reviews

Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools.

Save money on pools in Key West and nearby – budget options available

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 511 reviews

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 5 reviews

Curry House Room 6 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this apartment have access to free Wifi and a patio.

Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 4 reviews

Curry House - Room 9 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. The vacation home features an outdoor pool and free Wifi.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 2 reviews

Curry House - Pool, King Bed & Balcony! Room 7 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square.

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 3 reviews

Curry House - Room 5 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this condo hotel have access to free Wifi and a patio.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Curry House - Room 2 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this apartment have access to free Wifi and a patio.

Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 5 reviews

Located in the center of Key West, a 12-minute walk from Simonton Street Beach, Curry House - Room 1 has air-conditioned rooms and free WiFi.

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 506 reviews

Offering a garden and a terrace, Tranquillity Guest House in Key West is close to Duval Street and Ernest Hemingway Home and Museum.