Find Hotels with a Pool in Florida Keys

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 246 Florida Keys Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2157)
"Excellent stay "
The price is ¥35,871
¥50,633 total
includes taxes & fees
Dec 1 - Dec 2
Southernmost Beach Resort
24 North Hotel Key West - Newly Renovated
4.0 star property
7.4 out of 10, Good, (1353)
"A safe and welcoming environment that has added positives to a remarkable trip."
The price is ¥21,874
¥32,316 total
includes taxes & fees
Nov 18 - Nov 19
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
2.5 star property
9.0 out of 10, Wonderful, (1116)
"My family loved it, everything was very nice, excellent customer service and a very good breakfast buffet."
The price is ¥29,639
¥38,482 total
includes taxes & fees
Nov 17 - Nov 18
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
4.0 star property
7.6 out of 10, Good, (1002)
"This hotel was very nice. The lobby was beautiful and the front desk clerk was very nice. The room was modern and spacious, the beds were very comfortable as well. The only thing I would change is the elevator. It made a horrible noise when using it."
The price is ¥22,016
¥32,476 total
includes taxes & fees
Dec 4 - Dec 5
The Gates Hotel Key West Newly Renovated
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1221)
"Loved it! We had a beautiful view of the water. The rooms were large and clean. I would recommend if staying in Islamorada. "
The price is ¥27,299
¥40,820 total
includes taxes & fees
Nov 17 - Nov 18
Amara Cay Resort
Parrot Key Hotel & Villas
4.0 star property
8.8 out of 10, Excellent, (1008)
"From the minute we arrived, the service was exceptional and very friendly. The property is well-cared for and has everything you could possibly want to relax and have fun. It's quiet when it should be and has awesome relaxing nooks here and there (hammocks under palm trees by the water and ocean breeze, comfy adult-only poolside lounges, or adirondack-style deck chairs on your porch surrounded by tropical vegetation and the occasional wild chicken. Loved everything about it, except having to...
The price is ¥26,678
¥38,236 total
includes taxes & fees
Dec 1 - Dec 2
Parrot Key Hotel & Villas
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1005)
"Great place to stay"
The price is ¥25,734
¥37,516 total
includes taxes & fees
Nov 6 - Nov 7
Silver Palms Inn
Margaritaville Beach House Key West
4.0 star property
8.4 out of 10, Very Good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
3.0 star property
7.8 out of 10, Good, (1058)
"Nice"
The price is ¥23,602
¥30,835 total
includes taxes & fees
Nov 17 - Nov 18
Fairfield Inn and Suites by Marriott Key West
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful property! Yes, there was some construction, but everyone at the hotel was very accommodating. Rooms are spectacular! Enjoyed the complementary beverage and snacks in the room. Would definitely stay again!"
The price is ¥28,345
¥40,284 total
includes taxes & fees
Dec 1 - Dec 2
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.
Don't see what you're looking for?
See all available properties in Florida Keys