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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 pick of great hotels with pools in Key West

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Review score

The Capitana Key West

Hotel in Key West

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

P
Pal Roger
From
Norway
Nice Hotel. Very good service.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,938 reviews
Price from
US$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 110 metres from the Southernmost Point and 73 metres from the beach.

E
Elaine
From
Falkland Islands (Malvinas)
The room was spectacular and breakfast was delicious
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,172 reviews
Price from
US$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.

L
Linda
From
France
It was such a beautiful place , with a little oasis garden. The staff was awesome.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 2,561 reviews
Price from
US$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.

J
Jolijn
From
Netherlands
Great accommodation and the staff was super friendly. Nice breakfast and good facilities!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,052 reviews
Price from
US$279
1 night, 2 adults

Weatherstation Inn Circa 1911

Downtown Key West, Key West

Set within 500 metres 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...

M
Michele
From
United States
Location location this was great you were a block maybe two away from Sloppy Joe's and Deval Street close to Mallory Square you are off the beaten path but close to everything I would recommend this it was wonderful I felt safe staying there after hours they lock the gate so you had a key to get in but I could walk back to my room feeling safe it was a wonderful place to stay the staff was wonderful this will be my new place every time I come to the Keys now which is once a year
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 262 reviews
Price from
US$199
1 night, 2 adults

H2O Suites- Adults Only

Downtown Key West, Key West

This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

D
Dor
From
Israel
The hotel was above and beyond. This is the first time for us that we been in such an amazing hotel the room is big and very clean, they bring cupcakes and ice cream. this with such an amazing costumer service. Nikita was wonderful, she helped me twice surprising my husband for his birthday with champagne and balloons. We will definitely be back there soon as we can.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 483 reviews
Price from
US$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.

L
Lydia
From
Germany
Really really cosy and nice. The house is just so pretty and the rooms are really spacious! The staff is outstandingly friendly!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 712 reviews
Price from
US$313.60
1 night, 2 adults

The Mermaid & The Alligator

Hotel in Downtown Key West, Key West

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach.

S
Severine
From
United States
First and foremost, we were welcomed by the lovely Olga (receptionist) who was highly attentive and detail oriented. She made us feel like VIP guests! She showed us around the property and then to our room. Everything was pristine and serene. We felt right at home immediately! Amenities: Beautiful, serene, modern, clean. The hotel offers free sunscreen, water, snacks & drinks, happy hour, coolers, and beach towels! Everything you could possibly need or want, they've thought of. Breakfast: Different menu options each day and it's made to order for you once you take your seat in the lovely, lush garden. Ana and Anielka were on staff in the kitchen and were very kind and quick to make our food. The ingredients were fresh with lots of yummy fruit options! Location: 10-20 minute drive or walk to downtown. Super convenient access to Duval street. We left our car parked the day we checked in and didn't use it the entire time we were there.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 148 reviews
Price from
US$284.20
1 night, 2 adults

Hyatt Vacation Club at Windward Pointe

Hotel in Key West

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

M
Mateja
From
Slovenia
Location is great, a bit outside the center, near sea. Staff was nice and helpfull. The room was clean, big, with extra big balcony. Beds were clean and comftorable. Apartment was very spacefull, kitchen has a lot of equipment. Whole place is very clean. Pool is great and also all the place around it. Parking space.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 898 reviews
Price from
US$256.90
1 night, 2 adults

Key West Villas

Downtown Key West, Key West

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

a
anne
From
Switzerland
If I could give more than 10 I would! Everything was perfect: the location (in the heart of Key West, parking space available), the rooms (they’re even nicer as on the homepage), the poolside.. everything was so tasteful and clean. And of course the hosts ! They make everything to make you feel home. Snacks and drinks available all day long, happy hour every day and the bottle of wine offered upon arrival!! We just can strongly recommend this lovely place.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 320 reviews
Price from
US$549
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

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

P
Pal Roger
From
Norway
Nice Hotel. Very good service.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,938 reviews
Price from
US$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 110 metres from the Southernmost Point and 73 metres from the beach.

E
Elaine
From
Falkland Islands (Malvinas)
The room was spectacular and breakfast was delicious
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,172 reviews
Price from
US$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.

L
Linda
From
France
It was such a beautiful place , with a little oasis garden. The staff was awesome.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 2,561 reviews
Price from
US$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.

J
Jolijn
From
Netherlands
Great accommodation and the staff was super friendly. Nice breakfast and good facilities!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,052 reviews
Price from
US$279
1 night, 2 adults

Weatherstation Inn Circa 1911

Downtown Key West, Key West

Set within 500 metres 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...

M
Michele
From
United States
Location location this was great you were a block maybe two away from Sloppy Joe's and Deval Street close to Mallory Square you are off the beaten path but close to everything I would recommend this it was wonderful I felt safe staying there after hours they lock the gate so you had a key to get in but I could walk back to my room feeling safe it was a wonderful place to stay the staff was wonderful this will be my new place every time I come to the Keys now which is once a year
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 262 reviews
Price from
US$199
1 night, 2 adults

H2O Suites- Adults Only

Downtown Key West, Key West

This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

D
Dor
From
Israel
The hotel was above and beyond. This is the first time for us that we been in such an amazing hotel the room is big and very clean, they bring cupcakes and ice cream. this with such an amazing costumer service. Nikita was wonderful, she helped me twice surprising my husband for his birthday with champagne and balloons. We will definitely be back there soon as we can.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 483 reviews
Price from
US$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.

L
Lydia
From
Germany
Really really cosy and nice. The house is just so pretty and the rooms are really spacious! The staff is outstandingly friendly!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 712 reviews
Price from
US$313.60
1 night, 2 adults

The Mermaid & The Alligator

Hotel in Downtown Key West, Key West

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is situated in the centre of Key West, less than 1 km from South Beach.

S
Severine
From
United States
First and foremost, we were welcomed by the lovely Olga (receptionist) who was highly attentive and detail oriented. She made us feel like VIP guests! She showed us around the property and then to our room. Everything was pristine and serene. We felt right at home immediately! Amenities: Beautiful, serene, modern, clean. The hotel offers free sunscreen, water, snacks & drinks, happy hour, coolers, and beach towels! Everything you could possibly need or want, they've thought of. Breakfast: Different menu options each day and it's made to order for you once you take your seat in the lovely, lush garden. Ana and Anielka were on staff in the kitchen and were very kind and quick to make our food. The ingredients were fresh with lots of yummy fruit options! Location: 10-20 minute drive or walk to downtown. Super convenient access to Duval street. We left our car parked the day we checked in and didn't use it the entire time we were there.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 148 reviews
Price from
US$284.20
1 night, 2 adults

Hyatt Vacation Club at Windward Pointe

Hotel in Key West

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

M
Mateja
From
Slovenia
Location is great, a bit outside the center, near sea. Staff was nice and helpfull. The room was clean, big, with extra big balcony. Beds were clean and comftorable. Apartment was very spacefull, kitchen has a lot of equipment. Whole place is very clean. Pool is great and also all the place around it. Parking space.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 898 reviews
Price from
US$256.90
1 night, 2 adults

Key West Villas

Downtown Key West, Key West

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

a
anne
From
Switzerland
If I could give more than 10 I would! Everything was perfect: the location (in the heart of Key West, parking space available), the rooms (they’re even nicer as on the homepage), the poolside.. everything was so tasteful and clean. And of course the hosts ! They make everything to make you feel home. Snacks and drinks available all day long, happy hour every day and the bottle of wine offered upon arrival!! We just can strongly recommend this lovely place.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 320 reviews
Price from
US$549
1 night, 2 adults
All hotels with pools in Key West

Looking for a hotel with pools?

‘Does it have a pool?’ is arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

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

See all

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 3,504 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,608 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,938 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, 2,348 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,446 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, 2,874 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, 1,003 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, 1,858 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, 1,383 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, 1,182 reviews

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

Offering free WiFi and sea views, Lighthouse Suites Collection is an accommodation set in the heart of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum.

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

Offering free WiFi and sea views, Key West Light Suite is an accommodation situated right in the heart of Key West, just 700 metres from South Beach and 200 metres from Ernest Hemingway Home and...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2,874 reviews

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

From US$493.88 per night

Set in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub offers free WiFi, a garden and air...

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

Old Town Garden Villas - Andros Suite has a patio and is located in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 526 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 US$320.63 per night
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 has a patio and is located in Key West, within just 500 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum.

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

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

Right in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Casa Key West-Pool & Free Parking offers free WiFi, air conditioning and household...

From US$1,648.63 per night
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 14 reviews

Located in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi and...

From US$1,131.53 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in the centre of Key West, 700 metres from South Beach and 300 metres from Duval Street, Duval Street Suite w kitchen and shared heated pool offers free WiFi, a garden and air conditioning.

From US$372.49 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 4 reviews

Set in the centre of Key West, 700 metres from South Beach and 300 metres from Duval Street, Duval Street Suite overlooking Duval w parking and pool offers free WiFi, a garden and air conditioning.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 632 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 US$724.50 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 795 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 US$336.38 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 3,504 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 8.6
Fabulous - What previous guests thought, 709 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.

Enjoy breakfast in Key West and nearby

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 184 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 US$308.19 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 30 reviews

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

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 206 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 US$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 US$408.66 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,242 reviews

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

From US$555.75 per night
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,355 reviews

This adults only Key West resort is 1 minutes' walk from Duval Street and 5 minutes' walk from the Atlantic Ocean. It features 2 heated outdoor pools, a hot tub and continental breakfast.

From US$448.86 per night
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,142 reviews

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi.

From US$400.94 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,446 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.

From US$437.63 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: US$364.50
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,992 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: US$606.38
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,052 reviews
Extraordinary place with four swimming pools and wonderful atmosphere
Guest review by
Adrian
Young couple
Avg. price/night: US$370.95
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,911 reviews
Loved the rooms and really nice swimming pools.
Guest review by
Clare
Young couple
Avg. price/night: US$347.73
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,714 reviews
Swimming pool , close to the city centre
Guest review by
Darwin
Solo traveller
Avg. price/night: US$493.88
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2,874 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 traveller
Avg. price/night: US$320.63
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,858 reviews
Location Parking Shuttle bus Swimming pool
Guest review by
Alusine
Family with young children
Avg. price/night: US$448.48
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,308 reviews
Very nice hotel with a good outdoor swimming pool.
Guest review by
Łukasz
Young couple
Avg. price/night: US$471.36
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 837 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: US$347.73
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,714 reviews
The hot tube , the swimming pools and the breath fast.
Guest review by
Gabriela
Group
Avg. price/night: US$276.81
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,298 reviews
nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
Guest review by
Jan
Family with young children