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The best hotels with pools in Key West

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

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and terrace. Featuring a restaurant, the property also has a bar, as well as a hot tub. The property is non-smoking and is situated 2.1 km from Smathers Beach.

Staff from check-in to check-out were superb, very attentive and friendly. Room was great, everything that you could need and view over pool and bay beyond. Breakfast and pool also great, ample parking at the hotel too.

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9
Superb
2,486 reviews
Price from
£269
per night

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. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings.

Location, parking spot, cleanliness, excellent breakfast.

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9.2
Superb
1,151 reviews
Price from
£253
per night

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.

A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and non-smoking rooms are also available.

Douglas House is a really charming guesthouse in Key West perfectly located right next to Duval street. Everything you are looking for in Key West is within walking distance. The little garden is perfect, and we had a big balcony where we enjoyed our mornings and evenings. The apartments are in different sizes and they offer free parking.

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9
Superb
2,534 reviews
Price from
£188
per night

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away.

Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden.

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

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9.2
Superb
1,088 reviews
Price from
£185
per night

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.

This hotel offers a daily continental breakfast, and poolside seating is available on the sun deck. Free Wi-Fi is available throughout the hotel.

great location. pool was good. bed was really comfortable. breakfast was well appointed.

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9
Superb
2,771 reviews
Price from
£229
per night

Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property features pool and garden views, and is 1.8 km from South Beach. The bed and breakfast has facilities for disabled guests.

Everything about this place is just perfect. The location, the staff, the rooms, the beds. Only 2 blocks away from the happening Duval street. Super close to Fury water sports, wherein you could indulge in water sports activities and boat tours with live music. Surrounded by palm trees, the property gives you a tropical feel. Prepared to be greeted by Mango and Mojito, two beautiful cats on premise.

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9.3
Superb
430 reviews
Price from
£217
per night

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.

A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. Certain rooms include a private pool. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries.

Beautiful, spacious, modern rooms. Facilities were great and staff was super friendly! They made my birthday feel super special.

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9.3
Superb
511 reviews
Price from
£441
per night

Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar.

Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer.

A concierge service is available at the adults-only property.

Nice pool, delicious breakfast, wonderful experience, we like this place

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9.2
Superb
171 reviews
Price from
£318
per night

Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

Each room at this bed and breakfast is air conditioned and comes with a flat-screen TV. Some units have a seating area where you can relax.

The staff was very welcoming and probably the best part. Jayme helped check me in and was great to talk to but what really got me was when she took the time to mail something we forgot at the hotel (we had already gotten back to Miami by the time we realized we forgot something). I just called and gave her the address and it was mailed out the next day. We were in the Amistad room and it was super cute and super clean. The hotel was in a great location and easy to get to where we needed, walked everywhere for the most part. The pool is 24 hours which is great even though my gf and I didn't really get a chance to use it. Free water and soda is something that I don't really think about but turned out to be a great perk because most places charge for extra beverages (my gf loves sprite and with the summer heat the water was welcomed).

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9.4
Superb
138 reviews
Price from
£247
per night

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.

A seating area, en suite, and hardwood floors are provided in each Victorian-inspired room. Island City House extras include cable TV, towels, bed linen.

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.

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9.1
Superb
627 reviews
Price from
£217
per night

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.
Search hotels with pools in Key West

Most booked hotels with pools in Key West this month

Enjoy breakfast in Key West!

  • The Capitana Key West
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,485 reviews

    Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and terrace.

    property was lovely, modern, clean & well situated.

  • Simonton Court Historic Inn & Cottages
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,088 reviews

    Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.

    Very special place. Feels like staying in a jungle.

  • Truman Hotel
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,770 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.

    Great location. Lovely room. Nice pool. Good breakfast

  • Marreros Guest Mansion - Adult Only
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 138 reviews

    Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property.

    staff was very friendly!! Location was fantastic!!

  • The Mermaid & The Alligator
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 179 reviews

    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.

    beautiful house and environment. great rooms and the garden

  • Orchid Key Inn - Adults Only
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 268 reviews

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

    cleanliness was outstanding in the room and all areas

  • Almond Tree Inn - Adults Only
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 288 reviews

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

    Fantastic breakfast, excellent location and wonderful staff.

  • Oceans Edge Key West
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 1,170 reviews

    Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools and a waterfront bar and restaurant. Complimentary WiFi is provided for all guests.

    beautiful, clean, stunning location, friendly staff

Save money on pools in Key West – budget options available!

  • Southernmost Point Guest House & Garden Bar
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,151 reviews

    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.

    The room was spectacular and breakfast was delicious

  • Key West Harbor Inn - Adults Only
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 430 reviews

    Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool.

    very nice and beautiful place with a perfect location

  • La Te Da - Adult Only, 21 or older
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 171 reviews

    Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer.

    Great atmosphere, great food!! Very friendly owner!

  • Hyatt Vacation Club at Windward Pointe
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 742 reviews

    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.

    Everything was great! I wish I could have stayed longer

  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 350 reviews

    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.

    the personal touch the service was out of this world

  • Andrews Inn & Garden Cottages
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 107 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.

    Clean, plenty of seating, right off Duval Street.

  • The Gardens Hotel
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 144 reviews

    Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel.

    The best Hotel I've never been. Loved everything.

  • Sunrise on the Atlantic
    Budget options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in Key West, Sunrise on the Atlantic provides sea views and free WiFi, 400 metres from Smathers Beach and 600 metres from Rest Beach. This holiday home also features a pool with a view.

    The available amenities were very nice. The property is well maintained and inviting.

Great access to the city centre! Check these hotels with pools in Key West

  • Keys Please by Brightwild
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Set in the centre of Key West, 300 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, Keys Please by Brightwild offers free WiFi and air conditioning.

  • Red Room at the Grand Maloney by Brightwild
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Set in the centre of Key West, 500 metres from Simonton Street Beach, Red Room at the Grand Maloney by Brightwild offers air-conditioned rooms and free WiFi.

  • Two Duval Street Suites w parking and pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in the centre of Key West, 700 metres from South Beach and less than 1 km from Fort Zachary Taylor State Park Beach, Two Duval Street Suites w parking and pool offers free WiFi and air...

  • Duval Street Suite w parking and heated pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 4 reviews

    Situated in Key West, less than 1 km from Fort Zachary Taylor State Park Beach and 1.7 km from Simonton Street Beach, Duval Street Suite w parking and heated pool offers air conditioning.

  • Duval Street Suite w kitchen and shared heated pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Set in Key West, less than 1 km from Fort Zachary Taylor State Park Beach and 1.7 km from Simonton Street Beach, Duval Street Suite w kitchen and shared heated pool offers air conditioning.

  • Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Located 500 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach in the centre of Key West, Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool provides...

  • Contra House by Brightwild-Luxury Home With Pool
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in the centre of Key West, 1.1 km from South Beach and 1.2 km from Fort Zachary Taylor State Park Beach, Contra House by Brightwild-Luxury Home With Pool offers free WiFi and air conditioning.

  • Bahama Gardens - Turtle House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Bahama Gardens - Turtle House offers free WiFi, air conditioning and household...

  • Bahama Gardens - Main House
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    In the centre of Key West, located within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Bahama Gardens - Main House offers free WiFi, air conditioning and household...

  • Old Town Garden Villas - Andros Suite
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    In a central area of Key West, located within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Old Town Garden Villas - Andros Suite offers free WiFi, air conditioning and...

  • Baya House
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 7 reviews

    In a central area of Key West, located within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Baya House offers free WiFi, air conditioning and household amenities such as a...

  • Amelia Home by AvantStay In Historic Old Town w Pool
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 reviews

    Located 500 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach in the centre of Key West, Amelia Home by AvantStay In Historic Old Town w Pool provides accommodation with...

  • Villa Positano by Brightwild-Rooftop Pool on Duval
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews

    In a central area of Key West, located within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Villa Positano by Brightwild-Rooftop Pool on Duval offers free WiFi, air...

  • H2O Suites- Adults Only
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 511 reviews

    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.

    I liked everything. Staff was very kind and helpful.

  • The Conch House Heritage Inn
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 40 reviews

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

    Breakfast was wonderful - presentation was lovely.

  • Santa Maria Suites Resort
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 586 reviews

    This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs.

    location , pool and extra new year gifts were great

  • Island City House
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 627 reviews

    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.

    Loved it all,gardens,pool area we're fantastic

  • Sky Loft in Key West by Brightwild
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 8 reviews

    In the centre of Key West, located within a short distance of Simonton Street Beach and South Beach, Sky Loft in Key West by Brightwild offers free WiFi, air conditioning and household amenities such...

  • Bahama House
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 8 reviews

    Located in Key West, Bahama House is a holiday home with a private pool. This holiday home is 200 metres from Duval Street and 300 metres from Ernest Hemingway Home and Museum.

  • Douglas House
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,532 reviews

    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.

    Very nice location and well positioned in the city

  • Classic King Balcony at the James House By Brightwild
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Situated within the Downtown Key West district in Key West, Classic King Balcony at the James House By Brightwild has air conditioning, a patio, and city views.

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 4 reviews

    Located in the centre of Key West, 600 metres from South Beach and 700 metres from Fort Zachary Taylor State Park Beach, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi...

  • Duval Street Suite w parking and pool
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Located in the centre of Key West, 700 metres from South Beach and less than 1 km from Fort Zachary Taylor State Park Beach, Duval Street Suite w parking and pool offers free WiFi and air conditioning...

  • Duval Street Suite with pool
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews

    Located in Key West, less than 1 km from Fort Zachary Taylor State Park Beach and 1.7 km from Simonton Street Beach, Duval Street Suite with pool offers air conditioning.

  • Key Lime Calypso
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews

    Located 200 metres from Ernest Hemingway Home and Museum, Key Lime Calypso is a holiday home with a kitchen in Key West.

  • Helen's Hideaway by Brightwild
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Featuring air-conditioned accommodation with a private pool, city view and a patio, Helen's Hideaway by Brightwild is located in Key West.

  • The Laureate Key West
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 2,149 reviews

    Set in Key West, 5.2 km from Ernest Hemingway Home and Museum, The Laureate Key West features views of the pool. This 3-star hotel offers a business centre and a concierge service.

    location , facilities and could use the Capitana too

  • The Casablanca Hotel
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 560 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.

    The location is perfect! Staff is very friendly too

FAQ about hotels with pools in Key West









Hotels with a pool that guests love in Key West

  • Avg. price/night: £216.81
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,532 reviews
    Loved the location. Just at the end of Duval Street, very close to the beach and shops/restaurants. Hotel is typical in style of property in Key West. We had a huge suite at the front of the property with a lovely balcony. The kitchen/lounge area was very large. It was very clean. Lots of cupboard space. 2 double beds quite close together so be aware if not close friends with travelling companions! Swimming pool at back of property. We managed to park outside the hotel which was a bonus too.
    Liz
    Family with young children
  • Avg. price/night: £228.93
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,770 reviews
    Swimming pool, location and the room.
    simon
    Young couple
  • Avg. price/night: £237.16
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 4,585 reviews
    Very nice facilities, amazing swimming pool, free breakfast, location
    Laura
    Young couple
  • Avg. price/night: £237.16
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 4,585 reviews
    Very well located within a block of Duval St. Limited parking available for a modest fee. Within two blocks of the free bus route. Walking distance to restaurants. Free continental breakfast. Large swimming pool.
    John
    Family with young children
  • Avg. price/night: £282.08
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 884 reviews
    Beautiful little unit with a private garden courtyard. Lovely bright touches and cheerful feeling. Swimming pool was cute and very friendly.
    Rachel
    Young couple
  • Avg. price/night: £193.65
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,517 reviews
    The location is excellent, the room was big and clean, right next to the pier, with a cute swimming pool next door.
    lucien
    Young couple
  • Avg. price/night: £193.73
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,990 reviews
    Very good location, nice swimming pool, good breakfast
    Irena
    Young couple
  • Avg. price/night: £289.23
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 822 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!
    Craig
    Young couple
  • Avg. price/night: £193.73
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,990 reviews
    The hot tube , the swimming pools and the breath fast.
    Gabriela
    Group
  • Avg. price/night: £193.65
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,517 reviews
    nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
    Jan
    Family with young children

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