Hotels with Swimming Pools in Florida Keys

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Check availability on Florida Keys Hotels with Swimming Pools

Top Hotels with Swimming Pools in Florida Keys

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1484)
"We absolutely loved our stay here! Great pools and beach access, delicious breakfast every morning (made to order omelets!), very quiet and super short drive to anywhere we wanted to go on the island. Staff was always so helpful and checked in on us via text throughout our stay. Would absolutely recommend to others and stay again ourselves. "
Stacy
The price is S$426
includes taxes & fees
24 Jul - 25 Jul
Chesapeake Beach Resort

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2002)
"It was a good place. Excellent staff. The best part was the
pool
and the
pool
’s bar. Good food and drinks. "
Adrian
The price is S$216
includes taxes & fees
13 Jul - 14 Jul
Ibis Bay Beach Resort

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1118)
"My room was very clean and the bed was extremely comfortable. The bathroom was a little small for me but im a 6'4" big guy. Great bar right on the property. Close proximity to just about anywhere a tourist would want to go. Very nice
pool
. Every guest was very friendly. Staff is extremely helpful and friendly. I loved my stay. I recommend to anyone who wants to visit key west. "
Steven
The price is S$221
includes taxes & fees
17 Jul - 18 Jul
Southwinds Motel

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1090)
"Adorable resort for a very reasonable price. Location is terrific, half way through the keys outside of Islamorada and just a little over an hour from Key West. Very attentive staff, fantastic place to watch sunset. Large outdoor area with
pool
and plenty of seating all around the property. Will definitely stay there again."
Carol
Lime Tree Bay Resort

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1129)
"We had a great time here. Great for the kids to swim, run around and also be beach side and play in a sand box. Live music in the evenings was a big hit and the food was excellent on site at every restaurant. Downsides- I thought the
pool
area could use an upgrade (lounge chairs and things are old and could be so much more beautiful) and when trying to coordinate kids activities and sitters, they were not helpful at all and the people at the kid area were young and not very good at customer...
Ryan
The price is S$330
includes taxes & fees
6 Aug - 7 Aug
Cheeca Lodge & Spa

Rainbow Bend Resort

2.5 star property
8.2 out of 10, Very good, (682)
"We stayed here after spending 4 nights in Key Largo. The property is an older vacation resort in a great location. We enjoyed hanging outside with a fantastic water view better when the tide is up. The smell of the seagrass at times was a bit harsh, but when you have breezes it's not as bad. The
pool
is nice and a great place to cool off. We very much enjoyed our 5 night stay here before heading to Key West."
Eileen
The price is S$384
includes taxes & fees
31 Jul - 1 Aug
Rainbow Bend Resort

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1011)
"Very friendly and helpful staff, nice property, right on the ocean, free kayaks available, well maintained
pool
, lush tropical grounds, shade palapa down by the water, and fantastic sunset view."
David
Rock Reef Resort

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (772)
"The room was beautiful and updated. The pools were clean and very convenient to the rooms. The beautiful garden walkway was amazing! The best part of our stay was the staff! Everyone was so friendly and went out of their way way to ensure we were comfortable and had everything we could possibly need. One in particular took the time to educate us on the gorgeous orchids on the property and because of Norman’s knowledge I plan on coming back again in April to see the beautiful orchids bloom. It by...
Jenny
The price is S$225
includes taxes & fees
24 Jul - 25 Jul
Simonton Court Historic Inn & Cottages

Waterside Suites & Marina

3.5 star property
8.8 out of 10, Excellent, (1011)
"The king bed upstairs was very comfortable. Location was perfect. We close to all the dive charters and walkable to skippers dock side for drinks. Having a balcony overlooking the canal was nice. The ac was a bit loud when it kicked on but kept the unit nice and cool. The
pool
is simple but well maintained. "
Shannon
The price is S$300
includes taxes & fees
1 Aug - 2 Aug
Waterside Suites & Marina

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1002)
"This property was wonderful, very quiet for being so close to everything. Rooms were clean and comfortable.
Pool
area is Beautiful. All of the staff were so nice. I look forward to staying here again. "
Stephenie
Paradise Inn Key West - Adults Only
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.