Find Hotels with a Pool in Florida Keys
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Florida Keys Hotels with a Pool
Our top choices for Florida Keys hotels with a pool
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
9.4 out of 10, Exceptional, (1,203 reviews)
- Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
The price is NT$7,999
NT$10,456 total
includes taxes & fees
Aug 13 - Aug 14
9.0 out of 10, Wonderful, (1,439 reviews)
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is NT$5,204
NT$5,855 total
includes taxes & fees
Aug 12 - Aug 13
9.4 out of 10, Exceptional, (1,162 reviews)
- Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
The price is NT$7,674
NT$10,091 total
includes taxes & fees
Aug 19 - Aug 20
9.2 out of 10, Wonderful, (1,002 reviews)
- Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
The price is NT$5,151
NT$6,706 total
includes taxes & fees
Aug 9 - Aug 10
9.4 out of 10, Exceptional, (1,493 reviews)
- Dive into coastal bliss with a splashy pool scene and beachfront perks for aquatic adventures.
The price is NT$7,095
NT$9,277 total
includes taxes & fees
Aug 2 - Aug 3
9.2 out of 10, Wonderful, (1,754 reviews)
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
The price is NT$4,893
NT$7,327 total
includes taxes & fees
Aug 16 - Aug 17
9.0 out of 10, Wonderful, (1,239 reviews)
The price is NT$8,153
NT$11,432 total
includes taxes & fees
Aug 9 - Aug 10
8.4 out of 10, Very Good, (2,566 reviews)
- Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is NT$4,344
NT$6,709 total
includes taxes & fees
Aug 9 - Aug 10
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.
Hotels with pools and free breakfast in Florida Keys
8.8 out of 10, Excellent, (3457)
The price is NT$5,802
NT$8,896 total
includes taxes & fees
Aug 18 - Aug 19
4-star hotels with pools in Florida Keys
8.8 out of 10, Excellent, (3457)
The price is NT$5,802
NT$8,896 total
includes taxes & fees
Aug 18 - Aug 19
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
Fairfield Inn & Suites by Marriott Marathon Florida Keys
8/10 Good
Explore a world of travel with Expedia
- Hotels with Free Parking in Florida Keys
- Hotel Wedding Venues Hotels in Florida Keys
- Adventure Hotels in Florida Keys
- Beach Hotels in Florida Keys
- Family Hotels in Florida Keys
- Resorts & Hotels with Spas in Florida Keys
- Hilton Hotels in Florida Keys
- B&B in Florida Keys
- 4 Star Hotels in Florida Keys
- Gay friendly Hotels in Florida Keys
- 3 Star Hotels in Florida Keys
- Boutique Hotels in Florida Keys
- Marriott Hotels & Resorts in Florida Keys
- Cottages in Florida Keys
- All-Inclusive Hotel Hotels in Florida Keys
- Guest Houses in Florida Keys
- Casino Hotels in Florida Keys