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The best hotels with pools in Key West

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

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Wonderful: 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.

Staffs were very kind and facilities were very clean!

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9
Wonderful
2,514 reviews
Price from
NAD 4,726
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.

Lovely, room with spacious bathroom and kitchen. Very helpful staff and laundry facility. Thank you.

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9.2
Wonderful
1,146 reviews
Price from
NAD 4,386
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.

The grounds are beautiful, tranquil, partly shaded from the baking sun and very relaxing.

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9
Wonderful
2,574 reviews
Price from
NAD 2,541
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 most beautiful place to stay. We stayed in one of the bungalows and it was incredible we didn’t want to leave. Eric on the front desk was awesome :)

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9.2
Wonderful
1,083 reviews
Price from
NAD 3,266
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.

Nice calm vibe about this hotel. After a FL roundtrip, this hotel sticks positively to our memory. Competent hotel workers, an adult atmosfere and just a cool and cosy place to be. Perfectly situated close (but not too close) to the ongoing party in Duval Street. Parking close to the room and elevator to the heavy luggage in the heat. Did I mention free wine at 17-18 am? 😁 Perfect while I wait for my turn in the shower 😃 If we ever return to The Keys, this is where we would come again!

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9
Wonderful
2,818 reviews
Price from
NAD 4,250
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, close to all the action yet quiet. Amazing, friendly stuff.

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9.3
Wonderful
427 reviews
Price from
NAD 4,014
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
Wonderful
516 reviews
Price from
NAD 6,916
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
Wonderful
177 reviews
Price from
NAD 5,292
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
Wonderful
135 reviews
Price from
NAD 4,909
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
Wonderful
637 reviews
Price from
NAD 3,558
per night

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.
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
    Wonderful
    Rated wonderful
     · 2,514 reviews

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

    property was lovely, modern, clean & well situated.

  • Simonton Court Historic Inn & Cottages
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 1,083 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.

  • The Mermaid & The Alligator
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 186 reviews

    Featuring an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is located in the center of Key West, a 11-minute walk from South Beach.

    beautiful house and environment. great rooms and the garden

  • Orchid Key Inn - Adults Only
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 263 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 a 4-minute 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
    Wonderful
    Rated wonderful
     · 37 reviews

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

    Breakfast was wonderful - presentation was lovely.

  • Oceans Edge Key West
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 1,155 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
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 1,016 reviews

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

    Location, layout, quite peaceful given where it is

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

  • Southernmost Point Guest House & Garden Bar
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 1,146 reviews

    This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from the beach.

    The room was spectacular and breakfast was delicious

  • Truman Hotel
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,820 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
    Wonderful
    Rated wonderful
     · 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!

  • Marreros Guest Mansion - Adult Only
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 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!!

  • 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

  • Andrews Inn & Garden Cottages
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 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
    Wonderful
    Rated wonderful
     · 5 reviews

    Sunrise on the Atlantic offers accommodations in Key West, 1.6 miles from Southernmost Point and 2 miles from Ernest Hemingway Home and Museum.

    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
    Wonderful
    Rated wonderful
     · 5 reviews

    Just a 17-minute walk from Rest Beach and one mile from Higgs Beach, 2x2 Fully Updated Old Town Waterfront Corner Condo features accommodations in Key West with a garden.

Great access to the city center! 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

    Two Duval Street Suites w parking and pool is located in Key West, just a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

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

    Duval Street Suite w parking and heated pool is located in Key West, just a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

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

    Duval Street Suite w kitchen and shared heated pool offers accommodations in Key West, a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

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

    Tropical Dreaming by AvantStay 4 BLKS to Beach Private Pool offers accommodations in Key West, a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

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

    Contra House by Brightwild-Luxury Home With Pool offers accommodations in Key West, a 6-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Southernmost Point.

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

    Keys Please by Brightwild is located in Key West, just a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

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

    Louisa's Garden is located in Key West, just a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

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

    Providing an outdoor swimming pool, Bahama Gardens - Turtle House offers accommodations in the center of Key West.

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

    Just a 14-minute walk from South Beach and 0.9 miles from Simonton Street Beach, Bahama Gardens - Main House features accommodations in Key West with free bikes, a garden, and a tennis court.

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

    Happy Hour Haven offers accommodations in Key West, a 7-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Mallory Square.

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

    Old Town Garden Villas - Andros Suite is located in Key West, just a 3-minute walk from Ernest Hemingway Home and Museum and half a mile from Southernmost Point.

  • 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

    Baya House offers accommodations in Key West, a 7-minute walk from Duval Street and half a mile from Southernmost Point.

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

    Amelia Home by AvantStay In Historic Old Town w Pool offers accommodations in Key West, a 7-minute walk from Ernest Hemingway Home and Museum and half a mile from Duval Street.

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

    Villa Positano by Brightwild-Rooftop Pool on Duval offers accommodations in Key West, a 6-minute walk from Duval Street and 700 yards from Southernmost Point.

  • H2O Suites- Adults Only
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 516 reviews

    This adult-only Key West H2O Suites is 656 feet 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
    Wonderful
    Rated wonderful
     · 8 reviews

    Sky Loft in Key West by Brightwild offers accommodations in Key West, a 9-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Mallory Square.

    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
    Wonderful
    Rated wonderful
     · 7 reviews

    Shipyard Perch offers accommodations in Key West. Ernest Hemingway Home and Museum is 547 yards away. All units include a TV with satellite channels.

    Walking distance to Duval st. Property well maintained Very comfortable

  • Passover Cottage
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 3 reviews

    Passover Cottage is located in Key West, just 656 yards from Ernest Hemingway Home and Museum. Duval Street is half a mile from the property.

  • Island City House
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 637 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
    Wonderful
    Rated wonderful
     · 5 reviews

    New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers accommodations in Key West, a 7-minute walk from Duval Street and 0.4 miles from Southernmost Point.

  • Santa Maria Suites Resort
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 593 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
    Wonderful
    Rated wonderful
     · 752 reviews

    This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features 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
    Wonderful
    Rated wonderful
     · 8 reviews

    Featuring air conditioning, Bahama House is located in Key West, just 219 yards from Duval Street. Ernest Hemingway Home and Museum is 328 yards away. All units have a TV and DVD player.

  • Douglas House
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,574 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
    Wonderful
    Rated wonderful
     · 2 reviews

    Helen's Hideaway by Brightwild offers accommodations in Key West, a 6-minute walk from Ernest Hemingway Home and Museum and 0.7 miles from Southernmost Point.

  • Duval Street Suite w parking and pool
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 3 reviews

    Duval Street Suite w parking and pool offers accommodations in Key West, a 2-minute walk from Ernest Hemingway Home and Museum and half a mile from Southernmost Point.

  • Duval Street Suite with pool
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 6 reviews

    Duval Street Suite with pool offers accommodations in Key West, a 9-minute walk from Southernmost Point and 0.8 miles from Mallory Square.

FAQ about hotels with pools in Key West









Hotels with a pool that guests love in Key West

  • Avg. price/night: NAD 3,756.70
    7.3
    Scored 7.3
    Good
    Rated good
     · 1,230 reviews
    Swimming pool, good location was upgraded to bigger room. Recommend for stay in Key West.
    Dirk
    Young couple
  • Avg. price/night: NAD 3,019.53
    7.5
    Scored 7.5
    Good
    Rated good
     · 2,018 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 traveler
  • Avg. price/night: NAD 6,505.42
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 2,187 reviews
    Nice to have a parking space and swimming pool an added bonus.
    James
    Young couple
  • Avg. price/night: NAD 3,879.87
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,521 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
    Wonderful
    Rated wonderful
     · 593 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: NAD 4,290.44
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 896 reviews
    Excellent location, friendly staff, modern clean room, nice clean swimming pool.
    Matt
    Solo traveler
  • Avg. price/night: NAD 4,971.78
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,574 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: NAD 6,137.80
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 829 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: NAD 3,019.53
    7.5
    Scored 7.5
    Good
    Rated good
     · 2,018 reviews
    The hot tube , the swimming pools and the breath fast.
    Gabriela
    Group
  • Avg. price/night: NAD 3,879.87
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 1,521 reviews
    nice swimming pool! very friendly staff great picknick tables and other outdoor furniture
    Jan
    Family with young children

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