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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.

The hotel itself, the surrounding, the environment.

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9
Superb
2,508 reviews
Price from
£243
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, room was very comfortable.

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9.2
Superb
1,148 reviews
Price from
£152
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
2,576 reviews
Price from
£126
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 staff were amazing. Loved the unique cottages. Beautiful setting. Fantastic location.

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9.2
Superb
1,084 reviews
Price from
£186
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.

We stayed just one short night and so did not get breakfast or use the pool. It was convenient. Parking, while extra, was appreciated. The room looked very good inside.

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9
Superb
2,818 reviews
Price from
£183
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.

Great location and staff! Given it’s a historic place redesigned to become a hotel, it’s great!

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9.3
Superb
425 reviews
Price from
£244
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
514 reviews
Price from
£372
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
177 reviews
Price from
£258
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.

We had time to spare in Florida before leaving for NYC, we decided to spend 2 nights in Key West and this place was great. Very charming and well decorated.

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9.4
Superb
135 reviews
Price from
£239
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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9.2
Superb
635 reviews
Price from
£218
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
     · 2,508 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.

  • Southernmost Point Guest House & Garden Bar
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,148 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

  • Simonton Court Historic Inn & Cottages
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,084 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.

  • Marreros Guest Mansion - Adult Only
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 135 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
     · 185 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
     · 264 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
     · 283 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
     · 37 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!

  • Truman Hotel
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,817 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

  • La Te Da - Adult Only, 21 or older
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 177 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!

  • Key West Villas
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 352 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

  • The Inn on Fleming
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 483 reviews

    This Key West bed and breakfast is 10 minutes' walk from historic Duval Street. All accommodations feature a small refrigerator and a flat-screen cable television.

    In my experience, there was not a thing to not like. A wonderful place to stay.

  • Andrews Inn & Garden Cottages
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 109 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.

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

    Located in Key West, 400 metres from Smathers Beach and 600 metres from Rest Beach, Sunrise on the Atlantic offers free WiFi and air conditioning. 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 a garden and air conditioning.

  • 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...

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
     · 3 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, a garden and air...

  • 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, a garden and air conditioning.

  • Louisa's Garden
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    In the heart of Key West, set within a short distance of South Beach and Fort Zachary Taylor State Park Beach, Louisa's Garden offers free WiFi, air conditioning and household amenities such as a...

  • 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...

  • 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
     · 514 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.

  • Sky Loft in Key West by Brightwild
    9.3
    Scored 9.3
    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...

    Great location. Very quiet and private but still close to Duval St. Blackout shades in bedroom made for excellent sleeping.

  • 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.

  • Island City House
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 635 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

  • 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...

  • Santa Maria Suites Resort
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 594 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

  • Hyatt Vacation Club at Windward Pointe
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 757 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

  • 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
     · 2,576 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.

FAQ about hotels with pools in Key West









Hotels with a pool that guests love in Key West

  • Avg. price/night: £162.54
    7.3
    Scored 7.3
    Good
    Rated good
     · 1,237 reviews
    Swimming pool, good location was upgraded to bigger room. Recommend for stay in Key West.
    Dirk
    Young couple
  • Avg. price/night: £130.64
    7.5
    Scored 7.5
    Good
    Rated good
     · 2,015 reviews
    My first experience with a hostel went well. The place is spotless and has great atmosphere. Good Starbucks freshly grounded coffee is available 24/7, great swimming pool area, beautiful views all around. $20 for a two-day bike rental. The dorm has a fridge and nice large secured closet. All I needed for a short Key West gateway. And special thanks to my man D! You're amazing!
    Pasha
    Solo traveller
  • Avg. price/night: £281.46
    8.1
    Scored 8.1
    Very good
    Rated very good
     · 2,183 reviews
    Nice to have a parking space and swimming pool an added bonus.
    James
    Young couple
  • Avg. price/night: £167.86
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,520 reviews
    Beautiful relaxing setting, spotless clean, swimming pool, bbq & seating area by the sea. Friendly and knowledgeable staff.
    Maria
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 594 reviews
    The welcome at the Santa Maria Resort is very warm. Check-in done in just a few minutes. There is a nice parking and we had the suite/condo number 2. On the ground floor facing the swimming pool. The entire building faces the swimming pool. The two bedroom apartment is perfect. There is nothing to say. The furniture are a little bit old but it is very clean. Full kitchen. TVs everywhere. Laundry. Really perfect. The location is ideal 2 min. walk from DUVAL street with all the restaurants and shops.
    cedric
    Young couple
  • Avg. price/night: £283.33
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 901 reviews
    Excellent location, friendly staff, modern clean room, nice clean swimming pool.
    Matt
    Solo traveller
  • Avg. price/night: £347.80
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2,576 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: £265.55
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 827 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: £130.64
    7.5
    Scored 7.5
    Good
    Rated good
     · 2,015 reviews
    The hot tube , the swimming pools and the breath fast.
    Gabriela
    Group
  • Avg. price/night: £167.86
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 1,520 reviews
    nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
    Jan
    Family with young children

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