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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.

Everything is Fresh and new. Everything you expect of a Key West stay. The concierge, Lee who greeted us upon our arrival, was nothing less than amazing. She really made our experience extraordinaire.

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9
Superb
2,499 reviews
Price from
£268
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.

Beautiful location Polite and efficient support staff Generous daily free drink!! An altogether paradise- like ambience Cozy feeling to the room Possibility of opening at least one window to air out the room would be a plus Need to de-clutter the room to make more space. Try less cushions. Two luggage racks—Excellent idea! Great Seating on the veranda -provides space outside the room Free parking is a real plus!

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9.2
Superb
1,152 reviews
Price from
£202
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.

everything was great and the location is excellent

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9
Superb
2,541 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.

The location was perfect, the accommodation exceeded our expectation, as you enter through the main gate, there are a number of cottages, surrounded by well tended pools and garden areas. The hotel fronts onto a main road, yet you could not hear any traffic. Would definitely stay here again.

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9.2
Superb
1,085 reviews
Price from
£176
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 atmosphere, tasty breakfast and happy hours with vine provided by hotel - we had very nice time

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9
Superb
2,782 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.

Tracey and Glen were awesome hosts. The complimentary happy hour was a nice unexpected surprise

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9.3
Superb
429 reviews
Price from
£203
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.

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!

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9.3
Superb
511 reviews
Price from
£405
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.

Very comfortable room. Very welcoming. Charming and atmospheric hotel. Excellent evening entertainment. Restaurant exceptionally good. Well located. Highly recommended!

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9.2
Superb
172 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 location is amazing and the staff is lovely. The building is really cool, not a ‘hotel’ experience

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9.4
Superb
136 reviews
Price from
£246
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.

Everything was perfect, they even had healthy bars for us in the kitchen. Rooms were spacious and great, outside veranda was amazing... we loved every bit of it! If we ever go back to Key West, this is the place we will stay!

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9.1
Superb
628 reviews
Price from
£216
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
     · 2,499 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
     · 1,085 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
     · 2,782 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
     · 136 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
     · 181 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.

  • The Conch House Heritage Inn
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 39 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.

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

  • La Te Da - Adult Only, 21 or older
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 172 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
     · 748 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
     · 349 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.

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 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...

  • 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.

  • 2x2 Fully Updated Old Town Waterfront Corner Condo
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in Key West, 1.4 km from Rest Beach and 1.6 km from Higgs Beach, 2x2 Fully Updated Old Town Waterfront Corner Condo offers air conditioning.

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

  • 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.

  • 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.

  • 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...

  • Happy Hour Haven
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Right in the centre of Key West, situated within a short distance of Fort Zachary Taylor State Park Beach and South Beach, Happy Hour Haven offers free WiFi, air conditioning and household amenities...

  • 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...

  • The Gardens Hotel
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 146 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.

  • 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...

  • 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.

  • 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...

  • Shipyard Perch
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 7 reviews

    Shipyard Perch is a holiday home in Key West, 500 metres from Ernest Hemingway Home and Museum. The property is 800 metres from Key West Aquarium. The holiday home is fitted with a satellite TV.

    Walking distance to Duval st. Property well maintained Very comfortable

  • Passover Cottage
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 reviews

    Passover Cottage is a holiday home in Key West, 600 metres from Ernest Hemingway Home and Museum, 800 metres from Duval Street, as well as 1 km from Southernmost Point.

  • Santa Maria Suites Resort
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 585 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
     · 629 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
     · 7 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
     · 2,541 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

  • 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.

  • 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.

  • Cool Breeze
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    In the heart of Key West, set within a short distance of Fort Zachary Taylor State Park Beach and Simonton Street Beach, Cool Breeze offers free WiFi, air conditioning and household amenities such as...

  • Courtney's Place Historic Cottages & Inns
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 1,432 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.

    Everything. We've stayed at Courtney's several times.

FAQ about hotels with pools in Key West









Hotels with a pool that guests love in Key West

  • Avg. price/night: £282.76
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,541 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: £263.96
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,782 reviews
    Swimming pool, location and the room.
    simon
    Young couple
  • Avg. price/night: £236.86
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 4,588 reviews
    Very nice facilities, amazing swimming pool, free breakfast, location
    Laura
    Young couple
  • Avg. price/night: £236.86
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 4,588 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: £334.71
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 891 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: £228.74
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,522 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: £153.75
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,993 reviews
    Very good location, nice swimming pool, good breakfast
    Irena
    Young couple
  • Avg. price/night: £257.08
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 820 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: £153.75
    7.5
    Scored 7.5
    Good
    Rated good
     · 1,993 reviews
    The hot tube , the swimming pools and the breath fast.
    Gabriela
    Group
  • Avg. price/night: £228.74
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,522 reviews
    nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
    Jan
    Family with young children

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