The Best Hotels with a Pool in Florida Keys from ₩308,591 in 2025

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Compare Florida Keys Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

3 outdoor pools, pool umbrellas, sun loungers

"First time visiting key west and I absolutely loved the southernmost beach resort was in a perfect location with so much to do on and near by the property!!!"

₩894,543 total

includes taxes & fees

Feb 3 - Feb 4

Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

"We enjoyed our stay. Room and bed was comfortable. "

₩419,786 total

includes taxes & fees

Jan 26 - Jan 27

Outdoor pool, pool umbrellas, sun loungers

"Good"

₩643,974 total

includes taxes & fees

Jan 26 - Jan 27

"Didn’t like the new hidden fees that weren’t there before and the no microwave "

₩448,838 total

includes taxes & fees

Jan 26 - Jan 27

"Excellent "

₩578,212 total

includes taxes & fees

Jan 27 - Jan 28

"Excellent stay, but very unhappy about discreption of hotel stated parking was available.. When we got there it was valetparking only. So between property fee, taxes and valet and tips for the valet for 3 days added almost $300 more to my bill. wegot there it wawas va"

₩624,607 total

includes taxes & fees

Jan 26 - Jan 27

"Very clean hotel. We had a deluxe king room. Room had only a desk chair, so one person had to sit on the bed all the time. Balcony is so small, it is hard to fit 2 people on it. Also not enough drawers for 2 peoples clothes. "

₩560,227 total

includes taxes & fees

Feb 5 - Feb 6

Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, sun loungers

"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!"

Find out more about Florida Keys

Florida Keys Hotels with a Pool information

Hotels with a Pool in Florida Keys	246
Highest price	₩709,071
Cheapest price	₩308,591
Number of guest reviews	12,053
Total number of hotels in Florida Keys	8,373

Recent reviews of Florida Keys hotels

5/5 Excellent

"Excellent accommodation with service to match!"

A verified traveler stayed at Waterside Suites & Marina

Posted 15 hours ago

Playa Largo Resort & Spa, Autograph Collection

5/5 Excellent

35th Anniversary - Made Perfect by the Staff

"We stayed at Playa Largo Resort & Spa for our 35th wedding anniversary. They left a gift of wine and macaroons/chocolates in our room! They also helped me to arrange for singers (Gaby & Milly) to sing our song for us! It couldn't have been more perfect. They do apparently have a daily resort fee that I was unaware of though..."

A verified traveler stayed at Playa Largo Resort & Spa, Autograph Collection

Posted 22 hours ago