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Featured hotel with pools destinations

Destination inspiration for your trip – find a hotel with pools

Key West

498 hotels with pools

Marathon

159 hotels with pools

Key Largo

132 hotels with pools

Islamorada

56 hotels with pools

Key Colony Beach

37 hotels with pools

Tavernier

30 hotels with pools

Stock Island

19 hotels with pools

Cudjoe Key

9 hotels with pools

Summerland Key

9 hotels with pools

Layton

7 hotels with pools

Big Pine Key

6 hotels with pools

Duck Key

4 hotels with pools

Crawl Key Number Two

4 hotels with pools

Little Torch Key

4 hotels with pools

Jewfish

3 hotels with pools

Key West

3 hotels with pools

The best hotels with pools in Florida Keys

Check out our pick of great hotels with pools in Florida Keys

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The Capitana Key West

Hotel in Key West

Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area.

T
Titti
From
Switzerland
The Capitana Key West is very modern, new with big rooms. The rooms are nicely decoded and very clean. The staff are relaxed and attentive. The view from each room is stunning. The pool area and the beach are fantastic. I loved that it was not so busy overall.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,942 reviews
Price from
€ 482.16
1 night, 2 adults

Douglas House Adult Only

Downtown Key West, Key West

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features a shared outdoor swimming pool. Free Wi-Fi is also available.

L
Linda
From
France
It was such a beautiful place , with a little oasis garden. The staff was awesome.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,291 reviews
Price from
€ 330.24
1 night, 2 adults

Courtney's Place Historic Cottages & Inns

Downtown Key West, Key West

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.

R
Ruben
From
Spain
Su ubicación cercana a la calle duval st.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,145 reviews
Price from
€ 284.37
1 night, 2 adults

Atlantic Bay Resort

Tavernier, Key Largo

Located in Tavernier, this beachfront Florida resort is 2 miles from Florida Keys Wild Bird Center.

j
john
From
United Kingdom
We upgraded our original fairly basic studio room and paid a bit more (Lilly on Reception kindly gave us a discount) to move to one of the one bed cabins and it was fantastic. Yards from the sea on a white, palm fringed beach . The resort is a way off the busy Route 1 so there’s no noise pollution. It’s a beautiful little place and I’m almost reluctant to give away my secret! It’s one of the loveliest little places I’ve been to for a long time. The cabin was well equipped and comfy. Car parking is convenient and included. I really hope to come back here soon to meet the lovely Lilly and the wonderful little slice of heaven she manages.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,373 reviews
Price from
€ 218.35
1 night, 2 adults

Coconut Cay Marina & RV Park

Hotel in Marathon

Set in Marathon, 3.7 km from Florida Keys Aquarium Encounters, Coconut Cay Marina & RV Park offers accommodation with free bikes, free private parking, an outdoor swimming pool and a private beach...

M
Michalina
From
Poland
Totally wonderful place ! Lovely view from the deck. Well equipped kitchen. 3 comfortable bedrooms. Amazing sunset spot. Very nice pool. Free kayaks. Free parking space. Good localisation.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 728 reviews
Price from
€ 399.71
1 night, 2 adults

Island City House

Hotel in Downtown Key West, 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.

E
Eline Synneva
From
Norway
The buildings are beautiful both indoors and outdoors. We loved the garden with its beautiful vegetation that provided delightful shade. We also had a lot of fun in the the pool, and it was so nice to have our own veranda/outdoor deck.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 778 reviews
Price from
€ 499.28
1 night, 2 adults

The Mermaid & The Alligator

Hotel in Downtown Key West, Key West

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.

M
Marius
From
Netherlands
The room was designed with a lot of love and really gave a cozy island vibe. We felt comfortable from the first second. The breakfast was great. The location super convenient, with enough parking. And the staff was very welcoming and helpful.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 166 reviews
Price from
€ 482.79
1 night, 2 adults

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.

V
Velibor
From
Serbia
Clean and comfort apartment, two bathrooms, terrace with ocean view, free parking
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 925 reviews
Price from
€ 491.65
1 night, 2 adults

Simonton Court Historic Inn & Cottages

Downtown Key West, Key West

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

B
Bruno Riva
From
Italy
I had the absolute best experience with the guys at the front desk that helped me so much with my delayed luggages.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 993 reviews
Price from
€ 431.97
1 night, 2 adults

Orchid Key Inn - Adults Only

Hotel in Downtown Key West, 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.

G
GINA
From
United States
everything was very nice and clean
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 285 reviews
Price from
€ 720.87
1 night, 2 adults
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Scored out of 10, guest rating 8.3
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Scored out of 10, guest rating 8.1
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Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 895 reviews

FAQs about hotels with pools in Florida Keys

Hotels with a pool that guests love in Florida Keys

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Avg. price/night: € 182.58
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,026 reviews
Very nice appartement with a great view. There is a swimming pool and nice restaurants on the other side of the water with live music. Great to sit on your own balcony and enjoy the live music from the restaurant. Highly recommend snorkling tour which departs from the appartments.
Guest review byMaaike
Young couple
Avg. price/night: € 162.45
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,537 reviews
Swimming pool , close to the city centre
Guest review byDarwin
Solo traveller
Avg. price/night: € 191.88
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 2,375 reviews
Location Parking Shuttle bus Swimming pool
Guest review byAlusine
Family with young children
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,007 reviews
Swimming pool
Guest review byEvi
Family with young children
Avg. price/night: € 628.39
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 131 reviews
The location, accomodation, swimming pool and comunication was excellent. I love it here. Thank you for great vacation experience for my family.
Guest review byIvona
Family with young children
Avg. price/night: € 221.40
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 778 reviews
The buildings are beautiful both indoors and outdoors. We loved the garden with its beautiful vegetation that provided delightful shade. We also had a lot of fun in the the pool, and it was so nice to have our own veranda/outdoor deck.
Guest review byEline Synneva
Family with young children
Avg. price/night: € 247.72
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 586 reviews
Location is good. Well situated within the keys. Good resort facilities for free hire. Swimming pool and tiki bar are nice. Reception and lounge area is nice.
Guest review byLisa
Family with young children
Avg. price/night: € 216.63
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,086 reviews
4 Swimming Pools, Great overall setting. Spacious suites with separate room for the kids.
Guest review bySamuel
Family with young children
Avg. price/night: € 338.49
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 136 reviews
Everything was great, we really appreciated using the kayaks, the swimming pool and the spa. The greenery in the surroundings makes the place very delightful.
Guest review byGREGORY
Young couple
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,427 reviews
Multiple swimming pools, good location
Guest review byStephanie
Family with young children