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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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Review score

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.

J
Jesper
From
Sweden
Super excellent service from check-in to check-out. Front Staff, pool team, cleaning.. all was great. We stayed in one of cottages, something we can recommend.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,935 reviews
Price from
$205
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Downtown Key West, 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.

K
Kunal
From
India
Amazing place - well kept, charming and great location!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,172 reviews
Price from
$481.85
1 night, 2 adults

Douglas House

Downtown Key West, 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.

I
Iglesias
From
El Salvador
Everything was nice, great location and the staff great
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 2,557 reviews
Price from
$206.10
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
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 9.1
Wonderful - What previous guests thought, 1,043 reviews
Price from
$279
1 night, 2 adults

Weatherstation Inn Circa 1911

Downtown Key West, 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...

T
Teresa
From
United States
the history, the location, and the staff was amazing….
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 262 reviews
Price from
$199
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.

C
Carolyn
From
Canada
We loved our comfortable room and the amenities. The little touches were very thoughtful. The location is great - very quiet but close the the action! The rooftop pool and happy hour were outstanding!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 481 reviews
Price from
$299
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.

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, 718 reviews
Price from
$313.60
1 night, 2 adults

The Mermaid & The Alligator

Hotel in Downtown Key West, 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
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 9.3
Wonderful - What previous guests thought, 147 reviews
Price from
$284.20
1 night, 2 adults

Hyatt Vacation Club at Windward Pointe

Hotel in 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.

e
eyal
From
Israel
sea view, big living room two bedrooms, balcony
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 905 reviews
Price from
$256.90
1 night, 2 adults

Hyatt Vacation Club at Beach House

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
Claudia
From
Honduras
The welcoming staff, the parking lot, the suite…. AWESOME!! More comfortable than expected!!! Oh, your complimentary coffee every morning!!!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 444 reviews
Price from
$233.80
1 night, 2 adults
All hotels with pools in Key West

Top picks for Key West hotels

Explore our most popular hotels in Key West

Filter by:

Review score

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.

J
Jesper
From
Sweden
Super excellent service from check-in to check-out. Front Staff, pool team, cleaning.. all was great. We stayed in one of cottages, something we can recommend.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,935 reviews
Price from
$205
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Downtown Key West, 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.

K
Kunal
From
India
Amazing place - well kept, charming and great location!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,172 reviews
Price from
$481.85
1 night, 2 adults

Douglas House

Downtown Key West, 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.

I
Iglesias
From
El Salvador
Everything was nice, great location and the staff great
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 2,557 reviews
Price from
$206.10
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
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 9.1
Wonderful - What previous guests thought, 1,043 reviews
Price from
$279
1 night, 2 adults

Weatherstation Inn Circa 1911

Downtown Key West, 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...

T
Teresa
From
United States
the history, the location, and the staff was amazing….
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 262 reviews
Price from
$199
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.

C
Carolyn
From
Canada
We loved our comfortable room and the amenities. The little touches were very thoughtful. The location is great - very quiet but close the the action! The rooftop pool and happy hour were outstanding!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 481 reviews
Price from
$299
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.

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, 718 reviews
Price from
$313.60
1 night, 2 adults

The Mermaid & The Alligator

Hotel in Downtown Key West, 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
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 9.3
Wonderful - What previous guests thought, 147 reviews
Price from
$284.20
1 night, 2 adults

Hyatt Vacation Club at Windward Pointe

Hotel in 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.

e
eyal
From
Israel
sea view, big living room two bedrooms, balcony
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 905 reviews
Price from
$256.90
1 night, 2 adults

Hyatt Vacation Club at Beach House

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
Claudia
From
Honduras
The welcoming staff, the parking lot, the suite…. AWESOME!! More comfortable than expected!!! Oh, your complimentary coffee every morning!!!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 444 reviews
Price from
$233.80
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 8.9
Excellent - What previous guests thought, 3,514 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 1,609 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2,935 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, 2,346 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 3,457 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 2,883 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 1,006 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, 1,883 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1,411 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 1,195 reviews

Enjoy breakfast in Key West and nearby

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 2,883 reviews

Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse has a large tropical garden and an outdoor pool. Rooms feature free Wi-Fi.

From $516.38 per night
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 634 reviews

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum.

From $612 per night
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 790 reviews

Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles. The 7 Caribbean-style buildings offer free WiFi.

From $392.63 per night
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 3,514 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.

From $482.43 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 714 reviews

Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles.

From $990.66 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 185 reviews

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant.

From $308.19 per night
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 210 reviews

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided.

From $798.75 per night
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 890 reviews

Offering an outdoor pool, Duval Inn is located in Key West. Free WiFi access is available. This Key West bed and breakfast includes both an indoor and outdoor seating area as well as a refrigerator.

From $452.76 per night

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

Lighthouse Suites Collection is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also features free Wifi.

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

Key West Light Suite is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also comes with free Wifi.

From $1,010.35 per night

BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub is located in Key West, just a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 18 reviews

Old Town Garden Villas - Andros Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. The apartment has access to a restaurant.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 153 reviews

Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.

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

Old Town Garden Villas - Abaco Suite is located in Key West, just a 17-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. The apartment has access to a restaurant.

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 14 reviews

Casa Havana @ Duval Square R22 is located in Key West, just a 17-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Guests can benefit from a terrace and an outdoor pool.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 16 reviews

Casa Key West-Pool & Free Parking offers accommodations in Key West, a 19-minute walk from Key West Aquarium and one mile from Mallory Dock.

From $1,651.22 per night

Great access to the city center. Check these hotels with pools in Key West and nearby

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 533 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.

From $410.63 per night
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 5 reviews

Just a 15-minute walk from Mallory Dock and 0.9 miles from Mallory Square, Duval Street Suite overlooking Duval with parking and pool features accommodations in Key West with a garden.

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

Just a 14-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock, Contra House -Luxury Home With Pool features accommodations in Key West with a garden.

From $2,660.34 per night

Just a 3-minute walk from Duval Street and 600 yards from Ernest Hemingway Home and Museum, Conch Cove features accommodations in Key West with massage services.

Scored out of 10, guest rating 4.5
Disappointing - What previous guests thought, 2 reviews

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.

From $727.37 per night
Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 7 reviews

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

From $727.37 per night

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

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, Carey's Corner features accommodations in Key West with massage services.

From $727.37 per night

FAQ about hotels with pools in Key West

Hotels with a pool that guests love in Key West

See all
Avg. price/night: $364.50
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,973 reviews
Swimming pool was great and had all attractions around it to play – kids loved it!!!
Guest review by
epn4515
Family with young children
Avg. price/night: $572.63
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 1,043 reviews
Extraordinary place with four swimming pools and wonderful atmosphere
Guest review by
Adrian
Young couple
Avg. price/night: $338.21
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,897 reviews
Loved the rooms and really nice swimming pools.
Guest review by
Clare
Young couple
Avg. price/night: $347.73
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,709 reviews
Swimming pool , close to the city centre
Guest review by
Darwin
Solo traveler
Avg. price/night: $516.38
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 2,883 reviews
loved the quirkiness of this place, right in the centre of the night life district although a quiet room great for night life and restaurants. Staff super friendly and breakfast was very good. Court yard swimming pool a bonus all the rooms are different and non corporate typical Key West Flair.
Guest review by
Adrian
Solo traveler
Avg. price/night: $347.63
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 1,883 reviews
Location Parking Shuttle bus Swimming pool
Guest review by
Alusine
Family with young children
Avg. price/night: $448.48
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 3,307 reviews
Very nice hotel with a good outdoor swimming pool.
Guest review by
Łukasz
Young couple
Avg. price/night: $505.20
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 836 reviews
Great location right in the heart of the key west! HUGE room, with a great big comfy bed Facilities phenomenal, complimentary happy hour with wine / cheese / snacks was a lovely touch, great breakfast in the morning! Even with the local cockerel! Swimming pool and hot tub open 24hrs was amazing with towels provided next to pool. Parking easy and simple, allowed us to stay a couple of hours after check out too which helped us loads before we left Staff were amazing, really friendly man at check in who helped us!
Guest review by
Craig
Young couple
Avg. price/night: $347.73
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,709 reviews
The hot tube , the swimming pools and the breath fast.
Guest review by
Gabriela
Group
Avg. price/night: $308.87
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 1,304 reviews
nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
Guest review by
Jan
Family with young children