Search Hotels with Swimming Pool in Florida Keys

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Florida Keys Hotels with Swimming Pool

Tonight
23 Jul - 24 Jul
Tomorrow
24 Jul - 25 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Florida Keys Hotels with Swimming Pool

Southernmost Beach Resort and Guesthouses
Relax by the serene pool surrounded by lounge chairs and palm trees.

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2629)
"This Resort had a lot to offer. The ability to use 3 different pools was a nice feature - though we mostly used the
pool
closest to our room."
Joanne
The price is ₹16,554
₹24,453 total
includes taxes & fees
10 Aug - 11 Aug
Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West
Relax by the serene pool surrounded by lush greenery and palm trees.

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1486)
"Excellent place and location, the outdoor area is beautiful, and the pools are too."
Santa Y
The price is ₹10,506
₹16,677 total
includes taxes & fees
21 Aug - 22 Aug
Blue Flamingo Resort Key West
Hampton Inn Key West FL
Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1199)
"This hotel was clean, beautiful, and relaxing. The
pool
was amazing! Staff was responsive, friendly, and helpful! I would recommend this hotel to anyone!"
Debora
The price is ₹14,597
₹19,336 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Relax by the resort pool surrounded by palm trees and lounge chairs.

The Gates Hotel Key West Newly Renovated

4.0 star property
7.8 out of 10, Good, (1002)
"Nice Hotel and clean with a large
pool
, close to the old town and shopping area and restaurants."
Khaled
The Gates Hotel Key West Newly Renovated
Amara Cay Resort
Relax by the ocean at our beachfront bar, surrounded by palm trees and lounge chairs.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1241)
"We had a fantastic stay! The staff were welcoming and professional, the room was clean and comfortable, the
pool
and atmosphere were perfect and very relaxing. I’d definitely stay here again and recommend it to others.”"
Joel
The price is ₹14,261
₹21,777 total
includes taxes & fees
11 Aug - 12 Aug
Amara Cay Resort
Parrot Key Hotel & Villas
Relax by the serene pool surrounded by lush greenery and elegant architecture.

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1040)
"It’s a very nice property and having multiple pools gives you a little bit of privacy."
Cecilia
The price is ₹12,368
₹18,870 total
includes taxes & fees
17 Aug - 18 Aug
Parrot Key Hotel & Villas
Silver Palms Inn
Relax by the serene pool surrounded by lush greenery and palm trees.

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1011)
"Good to have parking on site and had some lovely omelets for breakfast. Shame we didn't have time to use the
pool
area, it looked very inviting."
Gillian
The price is ₹7,195
₹13,925 total
includes taxes & fees
21 Aug - 22 Aug
Silver Palms Inn
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, pool loungers

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very good, (999)
"Everything was was great "
David obryan
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1127)
"The property was very beautiful! The
pool
area was great!! The breakfast was good, nothing out of the ordinary. The best thing was the AC worked very well!"
Loris
The price is ₹10,192
₹13,895 total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn and Suites by Marriott Key West
Islander Resort
Relax by the clear pool surrounded by lounge chairs and sunbeds, amidst lush greenery and palm trees.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1016)
"The resort is beautiful and the rooms are beautiful. The resort staff was lovely. The food at both restaurants was better than you would expect at a resort restaurant. Our son loved the pools. We had a little trouble with the a/c in our room but the staff quickly responded. Overall, we loved our trip here and would definitely return. "
Andrea
The price is ₹17,965
₹26,041 total
includes taxes & fees
11 Aug - 12 Aug
Islander Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Florida Keys Hotel Reviews

Courtyard by Marriott Faro Blanco Resort

Courtyard by Marriott Faro Blanco Resort

10/10 Excellent
"Very nice resort! Felt very much like a resort:)"
Jeff 1-night trip
Posted 13 hours ago
Courtyard by Marriott Faro Blanco Resort