Skip to main content

Hotels with Pools in Key West

Find the hotels with pools that appeal to you the most

October 2026

123
45678910
11121314151617
18192021222324
25262728293031

November 2026

1234567
891011121314
15161718192021
22232425262728
2930
Flexible date options
Select occupancy

The best hotels with pools in Key West

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

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.

S
Steve
From
United States
The room was comfortable the bathroom was spacious. Breakfast was good.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 2,821 reviews
Price from
$244
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Key West (Near Key West)

Located on Historic Duval Street, just steps from the famous Southernmost Point, the Southernmost Point Guest House has a variety of offerings for every type of traveler.

F
Frattini
From
Italy
Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,139 reviews
Price from
$479.61
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.

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, 2,061 reviews
Price from
$344.76
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.

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, 1,025 reviews
Price from
$249
1 night, 2 adults

The Perry Hotel & Marina Key West

Key West (Near 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...

Y
Yakov
From
Israel
Exceptional service and great people welcome us, The hotel is so pretty and locate in amazing place, I will say one of the most beautiful deck in the key west area, The morning was beautiful like in the dreams.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 466 reviews
Price from
$208.80
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.

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

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 9.1
Wonderful - What previous guests thought, 755 reviews
Price from
$297.92
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.

F
Fred
From
United States
Grounds filled with well manicured foliage. Manager couldn’t have been more embracing. Outdoor hot tub. Great breakfast.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 170 reviews
Price from
$288.61
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.

H
Hans
From
Netherlands
Very nice spot with ocean view
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 889 reviews
Price from
$364
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.

C
Cem
From
Turkey
The hotel is not far from Key West (5 minutes driving and 15 minutes with bike) but it is in a very quiet and location. The apartment was very spacious, very well equipped with a very nice balcony/terrace.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 379 reviews
Price from
$352
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

See all

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 10
Exceptional - What previous guests thought, 3 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 4,149 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 3,211 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, 2,734 reviews

Popular with guests booking hotels with pools in Key West

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

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

See all

Charming Key West Rental

3 Coral Way
Budget options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews

Sunnyside Up

United Street 1003
Budget options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews

ARIA at Azul Mansion Key West

Budget options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

CAPTIVA at Azul Mansion Key West

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

Find space for the whole family at these hotels with pools in Key West

See all
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 14 reviews

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 6 reviews

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 3,211 reviews

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2,347 reviews

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 819 reviews

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 1,251 reviews

Enjoy spa facilities at these hotels with pools in Key West

See all
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 13 reviews

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 403 reviews

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 227 reviews

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 528 reviews

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 506 reviews

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 99 reviews

Enjoy breakfast in Key West and nearby

See all
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,139 reviews

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 4 reviews
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 179 reviews

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 83 reviews

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 2,821 reviews

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 660 reviews

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 354 reviews

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 1,145 reviews

More places to explore, more ways to go