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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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Douglas House, hotel in 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.

My experience with Douglas was sensational, I received an upgrade to an incredible duplex superior room. The entire team is fantastic.
Scored 9.0
9.0
Rated superb
Superb
2,706 reviews
Price from
£141.56
per night
Simonton Court Historic Inn & Cottages, hotel in Key West

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

Beautiful historic cottages set in stunning gardens fabulous staff paradise
Scored 9.2
9.2
Rated superb
Superb
1,116 reviews
Price from
£364.20
per night
Southernmost Point Guest House & Garden Bar, hotel in 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.

Location, staf.
Scored 9.2
9.2
Rated superb
Superb
1,124 reviews
Price from
£91.82
per night
The Capitana Key West, hotel in Key West

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

Perfectly clean with great facility’s, one of the best rooms we have stayed in thank you
Scored 9.0
9.0
Rated superb
Superb
2,723 reviews
Price from
£250.05
per night
Santa Maria Suites Resort, hotel in Key West

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.

Lovely pool area
Scored 9.3
9.3
Rated superb
Superb
653 reviews
Price from
£287.80
per night
Hyatt Vacation Club at Beach House, hotel in Key West

Hyatt Beach House Resort is located in Key West 6.4 km from Duval Street. An outdoor pool and hot tub are featured.

The rooms were spacious and well equipped. The locations was perfect for us and the facilities were good
Scored 8.9
8.9
Rated fabulous
Fabulous
614 reviews
Price from
£407.29
per night
H2O Suites- Adults Only, hotel in 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.

Staff was very friendly at all times and always very assisting and kind. And the little gift they gave upon departure...what a great gesture.
Scored 9.4
9.4
Rated superb
Superb
532 reviews
Price from
£287.80
per night
Orchid Key Inn - Adults Only, hotel in Key West

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

Excellent! We enjoyed everything about this property from check in to check out. Staff were so friendly and accommodating. Service was fantastic, beautiful property, very clean from rooms to entire property, well maintained. Breakfast was fantastic! Breakfast staff was phenomenal! Bar staff excellent, drinks excellent! We loved our stay and will be back when we visit Key West again!
Scored 9.4
9.4
Rated superb
Superb
265 reviews
Price from
£170.51
per night
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.

We arrived for one night, on arrival we loved it so much we booked another night.
Scored 9.1
9.1
Rated superb
Superb
824 reviews
Price from
£269.97
per night
Island City House, hotel in 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.

We loved everything in this wonderful hotel! It felt like heaven! There is a lushious garden with a space to sit and read your book. Our room was amazing, we even had a private porch (we used it everyday to chill and read). This is a really special place and it made our stay at Key West absolutely incredible. The building’s architecture is great and we loved learning more about the history of the place.
Scored 9.2
9.2
Rated superb
Superb
666 reviews
Price from
£173.40
per night
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.
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Most booked hotels with pools in Key West this month

Enjoy breakfast in Key West!

  • The Capitana Key West
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 2,723 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.

    Breakfast was delicious the location Is ok not great

  • Simonton Court Historic Inn & Cottages
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 1,116 reviews

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

    A real oasis in a great location with lovely staff

  • The Mermaid & The Alligator
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 186 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
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 265 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
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 268 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
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 33 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.

  • Oceans Edge Key West
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 1,263 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

  • Winslow's Bungalows - Key West Historic Inns
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1,071 reviews

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

    2 pools, lovely bar area and so clean. room was beautiful

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

  • Southernmost Point Guest House & Garden Bar
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 1,124 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.

    Room was clean and perfect location breakfast was great

  • La Te Da - Adult Only, 21 or older
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 167 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!

  • Marreros Guest Mansion - Adult Only
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 131 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.

    Property is close to everything you can walk anywhere.

  • Hyatt Vacation Club at Windward Pointe
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 824 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

  • Hyatt Vacation Club at Beach House
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 617 reviews

    Hyatt Beach House Resort is located in Key West 6.4 km from Duval Street. An outdoor pool and hot tub are featured.

    Amassing, nice being 5min just outside the main town .

  • Key West Villas
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 379 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.

    Service room Happy hours Thank you for this nice days

  • Andrews Inn & Garden Cottages
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 121 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.

    superb location, intimate, friendly, & super hosts.

  • New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 6 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...

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

  • Two Duval Street Suites w parking and pool
    Scored 10.0
    10.0
    Rated exceptional
    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
    Scored 10.0
    10.0
    Rated exceptional
    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 a garden and air conditioning.

  • Duval Street Suite w kitchen and shared heated pool
    Scored 10.0
    10.0
    Rated exceptional
    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 a garden and air...

  • Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool
    Scored 10.0
    10.0
    Rated exceptional
    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
    Scored 10.0
    10.0
    Rated exceptional
    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 casino and air...

  • Louisa's Garden
    Scored 10.0
    10.0
    Rated exceptional
    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...

  • Ibis by AvantStay Close to Duval Street w Shared Pool Month Long Stays Only
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set in the centre of Key West, less than 1 km from South Beach and a 13-minute walk from Fort Zachary Taylor State Park Beach, Ibis by AvantStay Close to Duval Street w Shared Pool Month Long Stays...

  • The Gardens Hotel
    Scored 9.6
    9.6
    Rated exceptional
    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.

  • Amelia Home by AvantStay In Historic Old Town w Pool
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 7 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...

  • Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Duval Sea Turtle by AvantStay Great Location Close to Shops Shared Pool is situated in the Downtown Key West district of Key West, 700 metres from Fort Zachary Taylor State Park Beach, 1.4 km from...

  • Baya House
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 6 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...

  • H2O Suites- Adults Only
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 532 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.

  • Santa Maria Suites Resort
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 653 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

  • Old Town Garden Villas - Andros Suite
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 4 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...

  • Duval Street Suite w parking and pool
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 4 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, a garden and air...

  • Island City House
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 666 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
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 9 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.

  • Key Lime Calypso
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 5 reviews

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

  • Keys Please by Brightwild
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 5 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.

  • Duval Street Suite with pool
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 7 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 a garden and air conditioning.

  • Bahama House
    Scored 9.1
    9.1
    Rated superb
    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
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 2,704 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
    Scored 9.0
    9.0
    Rated superb
    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.

  • Courtney's Place Historic Cottages & Inns
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 1,363 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.

  • Ambrosia Key West
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 793 reviews

    This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can start their day with a full hot breakfast and enjoy two outdoor pools.

    The property looks really nice and location perfect

  • Truman Hotel
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 2,995 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

  • The Laureate Key West
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 2,175 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.

    Front desk was exceptional! Housekeeping was amazing!!

  • The Casablanca Hotel
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 543 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

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