The 10 best hotels with pools in Key West, US | Booking.com
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Hotels with Pools in Key West

Find the hotels with pools that appeal to you the most

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.

O
Okkyung
From
South Korea
Recommend it! l love this place and want to visit again soon
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 3,014 reviews
Price from
$179.10
1 night, 2 adults
Check availability

Southernmost Point Guest House & Garden Bar

Key West (Near Key West)

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from the beach.

T
Tina
From
United Kingdom
Absolutely everything! We booked room 6 and we're not disappointed as it was excellent. The whole house,location and staff on site were first class ... 5 star. It is my new favourite place .
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 1,166 reviews
Price from
$205.85
1 night, 2 adults
Check availability

Douglas House

Key West (Near Key West)

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

L
Liam
From
United Kingdom
We had a lovely 3 day stay. Room was very comfortable and the hotel was located in a excellent central location, being a short walk from everything we needed
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,651 reviews
Price from
$147.74
1 night, 2 adults
Check availability

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.

E
Eve
From
Romania
A true gem hidden in the beautiful Key West. The room was perfect, better than we expected, it was clean and cozy. The bed was comfortable and the ac worked perfectly. The breakfast was delicious and you could choose from a lot of options. The pools were our favorite place to be. Due to an incident we received free parking so everything was perfect. The staff was helpful, special thanks to Rachel and Eric
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,040 reviews
Price from
$149
1 night, 2 adults
Check availability

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, 318 reviews
Price from
$210
1 night, 2 adults
Check availability

Weatherstation Inn Circa 1911

Key West (Near Key West)

Set within 1640 feet of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of amenities including an outdoor swimming pool and a...

W
Wendy
From
United States
it’s a beautiful place, very clean and comfortable. The staff was great and very responsive. We asked for an extra blanket while down at breakfast and it was delivered to our room in minutes. There were plenty of options for breakfast including pastries from a local restaurant.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 260 reviews
Price from
$169
1 night, 2 adults
Check availability

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.

M
Michael
From
United States
Everything! Especially the staff!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 504 reviews
Price from
$259
1 night, 2 adults
Check availability

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.

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 9.0
Wonderful - What previous guests thought, 708 reviews
Price from
$175
1 night, 2 adults
Check availability

The Mermaid & The Alligator

Key West (Near Key West)

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

F
Francois
From
Canada
it’s beautiful, good food, kind staff
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 144 reviews
Price from
$210
1 night, 2 adults
Check availability

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.

S
Shelby
From
United States
Clean and beautiful view of Gulf
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 886 reviews
Price from
$219.88
1 night, 2 adults
Check availability
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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Enjoy breakfast in Key West and nearby

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 3,459 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 8.3
    Very Good - What previous guests thought, 2,368 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 8.7
    Excellent - What previous guests thought, 654 reviews

    Located in Key West, a 11-minute walk from South Beach, La Pensione Inn - Adult Exclusive provides accommodations with an outdoor swimming pool, free private parking, a shared lounge and a terrace.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 144 reviews

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

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 1,194 reviews

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

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 1,276 reviews

    Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 32 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 7.9
    Good - What previous guests thought, 2,076 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.

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

  • Just a 11-minute walk from Ernest Hemingway Home and Museum and 0.6 miles from Duval Street, COHIBA at Azul Mansion Key West features accommodations in Key West with massage services.

  • THE TRUMAN ROOM at Inn on Fleming Key West! offers accommodations in Key West, a 17-minute walk from Ernest Hemingway Home and Museum and one mile from Mallory Square.

  • THE SIMONTON ROOM at Inn on Fleming Key West offers accommodations in Key West, a 17-minute walk from Ernest Hemingway Home and Museum and one mile from Mallory Square.

  • THE GATO ROOM at Inn on Fleming Key West! is located in Key West, just a 17-minute walk from Ernest Hemingway Home and Museum and one mile from Mallory Square.

  • THE WHITEHEAD ROOM at Inn on Fleming Key West! is located in Key West, just a 17-minute walk from Ernest Hemingway Home and Museum and one mile from Mallory Square.

  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 1,825 reviews

    This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Just a 4-minute walk from Ernest Hemingway Home and Museum and 700 yards from Southernmost Point, Leo's Lodge features accommodations in Key West with massage services.

  • Just a 4-minute walk from Ernest Hemingway Home and Museum and 700 yards from Southernmost Point, Andy's Attic features accommodations in Key West with massage services.

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