Skip to main content

Featured hotel with pools destinations

Destination inspiration for your trip – find a hotel with pools

Key West

499 hotels with pools

Marathon

158 hotels with pools

Key Largo

132 hotels with pools

Islamorada

58 hotels with pools

Key Colony Beach

38 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

The best hotels with pools in Florida Keys

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

Filter by:

Star rating
Review score

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, 2,943 reviews
Price from
1,016.02 zł
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Downtown Key West, Key West

Located on Historic Duval Street, just steps from the famous Southernmost Point, the Southernmost Point Guest House has a variety of offerings for every type of traveler.

A
Alex
From
France
Beautiful historic property in perfect location. Rooms were well appointed and very clean. Staff were friendly and helpful. A wonderful place to stay.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,188 reviews
Price from
920.39 zł
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, 2,296 reviews
Price from
834.03 zł
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
884.74 zł
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, 1,376 reviews
Price from
826.23 zł
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, 726 reviews
Price from
1,042.82 zł
1 night, 2 adults

Ragged Edge Resort & Marina

Islamorada

Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort & Marina features accommodation with free bikes, private parking, an outdoor swimming pool and a terrace.

L
Lisa
From
United Kingdom
The staff were absolutely amazing. So friendly. Very helpful and made us feel extremely welcome. See you all next year
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 119 reviews
Price from
736.62 zł
1 night, 2 adults

Key West Harbor Inn - Adults Only

Downtown Key West, Key West

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.

T
Tiia
From
United States
Very welcoming and beautiful hotel! Clean room, peaceful outdoor!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 258 reviews
Price from
867.85 zł
1 night, 2 adults

Kona Kai Resort and Gallery

Key Largo

Located in Key Largo, 5.1 km from Pigeon Key, Kona Kai Resort and Gallery provides accommodation with an outdoor swimming pool, free private parking, a garden and a private beach area.

N
Nick
From
United Kingdom
Beaitiful resort, great facilities
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 136 reviews
Price from
1,159.96 zł
1 night, 2 adults

H2O Suites- Adults Only

Downtown Key West, 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.

d
denis
From
France
Best hotel during our Florida road trip . The place is quiet , the room was excellent, the staff so friendly and welcoming . Champagne or / and cocktail to welcome you , nice gift for our departure. Pick a room with a swimming pool or a deluxe suite . So nice to have the pool in the room . The rooftop pool is very nice too as the bartender .
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 423 reviews
Price from
1,519.80 zł
1 night, 2 adults
All hotels with pools in Florida Keys

Most booked hotels with pools in Florida Keys this month

See all

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,890 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 2,365 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 3,355 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,943 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 4,427 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,002 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,460 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 3,466 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 896 reviews

Popular with guests booking hotels with pools in Florida Keys

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 2,572 reviews

FAQs about hotels with pools in Florida Keys

Hotels with a pool that guests love in Florida Keys

See all
Avg. price/night: 785.51 zł
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 1,033 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: 737 zł
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 1,539 reviews
Swimming pool , close to the city centre
Guest review byDarwin
Solo traveller
Avg. price/night: 698.52 zł
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 2,365 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, 1,002 reviews
Swimming pool
Guest review byEvi
Family with young children
Avg. price/night: 2,681.03 zł
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: 952.52 zł
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 779 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: 1,161.02 zł
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 585 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: 931.99 zł
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 3,093 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: 1,456.30 zł
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, 1,424 reviews
Multiple swimming pools, good location
Guest review byStephanie
Family with young children