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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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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.

K
Kim
From
Netherlands
Beautiful property- lovely pool area
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,938 reviews
Price from
US$205
1 night, 2 adults
Check availability

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.

А
Александър К..
From
Bulgaria
The house has a great location and it is on walkable distance of the restaurants and shops. Staff was so polite and the room was pretty awesome. You can feel the Key West atmosphere in this guest house. Definitely we will visit it again.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,174 reviews
Price from
US$481.85
1 night, 2 adults
Check availability

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.

C
Christine
From
Malta
Exceptional stay at this hotel 🥰 highly recommend for a memorable experience!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 2,563 reviews
Price from
US$206.10
1 night, 2 adults
Check availability

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.

S
Stephen
From
New Zealand
Excellent position, very friendly staff, and really great facilities.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,051 reviews
Price from
US$279
1 night, 2 adults
Check availability

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...

J
JT
From
United Kingdom
Everything. Breakfast were help yourself contintal. Good quality and lots of it. Location really good
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 263 reviews
Price from
US$199
1 night, 2 adults
Check availability

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.

M
Mary Grace
From
United States
Beautiful, spacious, modern rooms. Facilities were great and staff was super friendly! They made my birthday feel super special.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 485 reviews
Price from
US$299
1 night, 2 adults
Check availability

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.

P
Pawel
From
Ireland
The hotel is amazing, and the staff are very helpful. On the property, you can feel like you’re in a tropical rainforest.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 712 reviews
Price from
US$313.60
1 night, 2 adults
Check availability

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, 147 reviews
Price from
US$284.20
1 night, 2 adults
Check availability

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.

O
Olena
From
Switzerland
A very nice hotel in colonial style. We had a very nice room with an ocean view and high quality equipment. The heated swimming pool is opened till 10pm which was a huge plus. All was sparkling clean and the staff was really nice and helpful.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 896 reviews
Price from
US$256.90
1 night, 2 adults
Check availability

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.

R
Radu
From
Netherlands
Location is perfect. Not on main and noisy street, but close enough to all shops and restaurants. Parking is possible and the private garden with pool is cozy and thoughtful decorated. Host is lovely and breakfast also possible.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 322 reviews
Price from
US$549
1 night, 2 adults
Check availability
All hotels with pools in Key West

Top picks for Key West hotels

Explore our most popular hotels in Key West

Show all
Show hotels on map

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.

K
Kim
From
Netherlands
Beautiful property- lovely pool area
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,938 reviews
Price from
US$205
1 night, 2 adults
Check availability

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.

А
Александър К..
From
Bulgaria
The house has a great location and it is on walkable distance of the restaurants and shops. Staff was so polite and the room was pretty awesome. You can feel the Key West atmosphere in this guest house. Definitely we will visit it again.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,174 reviews
Price from
US$481.85
1 night, 2 adults
Check availability

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.

C
Christine
From
Malta
Exceptional stay at this hotel 🥰 highly recommend for a memorable experience!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 2,563 reviews
Price from
US$206.10
1 night, 2 adults
Check availability

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.

S
Stephen
From
New Zealand
Excellent position, very friendly staff, and really great facilities.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,051 reviews
Price from
US$279
1 night, 2 adults
Check availability

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...

J
JT
From
United Kingdom
Everything. Breakfast were help yourself contintal. Good quality and lots of it. Location really good
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 263 reviews
Price from
US$199
1 night, 2 adults
Check availability

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.

M
Mary Grace
From
United States
Beautiful, spacious, modern rooms. Facilities were great and staff was super friendly! They made my birthday feel super special.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 485 reviews
Price from
US$299
1 night, 2 adults
Check availability

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.

P
Pawel
From
Ireland
The hotel is amazing, and the staff are very helpful. On the property, you can feel like you’re in a tropical rainforest.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 712 reviews
Price from
US$313.60
1 night, 2 adults
Check availability

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, 147 reviews
Price from
US$284.20
1 night, 2 adults
Check availability

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.

O
Olena
From
Switzerland
A very nice hotel in colonial style. We had a very nice room with an ocean view and high quality equipment. The heated swimming pool is opened till 10pm which was a huge plus. All was sparkling clean and the staff was really nice and helpful.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 896 reviews
Price from
US$256.90
1 night, 2 adults
Check availability

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.

R
Radu
From
Netherlands
Location is perfect. Not on main and noisy street, but close enough to all shops and restaurants. Parking is possible and the private garden with pool is cozy and thoughtful decorated. Host is lovely and breakfast also possible.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 322 reviews
Price from
US$549
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 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, 1,617 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, 2,344 reviews

Popular with guests booking hotels with pools in Key West

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,444 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, 2,875 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, 1,003 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, 1,846 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, 1,377 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, 1,169 reviews

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

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 301 reviews

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum.

From US$583.88 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 300 reviews

This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum.

From US$758.25 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2,875 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$392.63 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 524 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$315 per night
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

Located in Key West, 500 metres from Ernest Hemingway Home and Museum and 600 metres from Duval Street, Sea Esta Suite - Duval Square provides accommodation with amenities such as free WiFi and a TV.

From US$1,724.53 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$1,126.35 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 9 reviews

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

Enjoy breakfast in Key West and nearby

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, 798 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$460.13 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.

From US$358.73 per night
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.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 186 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, 205 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 8.9
Fabulous - What previous guests thought, 1,268 reviews

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.

From US$358.88 per night

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...

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 9.5
Exceptional - What previous guests thought, 152 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.

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

Boasting air-conditioned accommodation with a terrace, Casa Havana @ Duval Square R22 is situated in Key West. Guests can benefit from a balcony and an outdoor pool.

Scored out of 10, guest rating 5.0
Passable - What previous guests thought, 2 reviews

Set in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!

FAQ about hotels with pools in Key West

Hotels with a pool that guests love in Key West

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The Laureate Key West

Hotel with Pools in Key West
Avg. price/night: US$364.50
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,997 reviews
Swimming pool was great and had all attractions around it to play – kids loved it!!!
Guest review by
epn4515
Family with young children

Simonton Court Historic Inn & Cottages

Hotel with Pools in Downtown Key West, Key West
Avg. price/night: US$606.38
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,051 reviews
Extraordinary place with four swimming pools and wonderful atmosphere
Guest review by
Adrian
Young couple

Southwinds Motel

Hotel with Pools in Downtown Key West, Key West
Avg. price/night: US$370.95
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,920 reviews
Loved the rooms and really nice swimming pools.
Guest review by
Clare
Young couple

Nyah - Adult Exclusive

Hotel with Pools in Downtown Key West, Key West
Avg. price/night: US$347.73
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,715 reviews
Swimming pool , close to the city centre
Guest review by
Darwin
Solo traveller

Wicker Guesthouse

Hotel with Pools in Downtown Key West, Key West
Avg. price/night: US$392.63
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 2,875 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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hotel with Pools in Key West
Avg. price/night: US$320.63
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,846 reviews
Location Parking Shuttle bus Swimming pool
Guest review by
Alusine
Family with young children

Parrot Key Hotel & Villas

Hotel with Pools in Key West
Avg. price/night: US$448.48
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,313 reviews
Very nice hotel with a good outdoor swimming pool.
Guest review by
Łukasz
Young couple

The Cabana Inn Key West - Adult Exclusive

Hotel with Pools in Downtown Key West, Key West
Avg. price/night: US$471.36
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 838 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

Nyah - Adult Exclusive

Hotel with Pools in Downtown Key West, Key West
Avg. price/night: US$347.73
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,715 reviews
The hot tube , the swimming pools and the breath fast.
Guest review by
Gabriela
Group

Harborside Motel & Marina

Hotel with Pools in Key West
Avg. price/night: US$276.81
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 1,296 reviews
nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
Guest review by
Jan
Family with young children

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