Find Hotels with a Pool in Florida Keys
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Check availability on Florida Keys Hotels with a Pool
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Sep 5 - Sep 6Tomorrow
Sep 6 - Sep 7Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Our top choices for Florida Keys hotels with a pool
1. Havana Cabana at Key West
Havana Cabana at Key WestNew Town
- Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
￥15,142
￥26,874 total
includes taxes & fees
Sep 24 - Sep 25
2. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
- Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
￥27,029
￥37,440 total
includes taxes & fees
Sep 22 - Sep 23
3. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West
- Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
￥12,504
￥24,605 total
includes taxes & fees
Sep 17 - Sep 18
4. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Splash into paradise with two stunning outdoor pools overlooking a private white sand beach.
￥18,057
￥29,095 total
includes taxes & fees
Sep 16 - Sep 17
5. DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
- Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
￥17,170
￥24,591 total
includes taxes & fees
Sep 15 - Sep 16
6. Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
- Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
￥17,792
￥29,348 total
includes taxes & fees
Sep 16 - Sep 17
7. Hampton Inn Key West FL
Hampton Inn Key West FLKey West
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
￥21,632
￥24,337 total
includes taxes & fees
Sep 20 - Sep 21
8. Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
- A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort.
￥17,495
￥26,707 total
includes taxes & fees
Sep 7 - Sep 8
View all properties
Hotels with pools and free breakfast in Florida Keys
￥15,142
￥26,874 total
includes taxes & fees
Sep 24 - Sep 25
￥12,504
￥24,605 total
includes taxes & fees
Sep 17 - Sep 18
￥18,057
￥29,095 total
includes taxes & fees
Sep 16 - Sep 17
￥11,602
￥13,052 total
includes taxes & fees
Sep 28 - Sep 29
￥17,619
￥23,337 total
includes taxes & fees
Sep 28 - Sep 29
￥21,632
￥24,337 total
includes taxes & fees
Sep 20 - Sep 21
￥16,985
￥27,020 total
includes taxes & fees
Oct 1 - Oct 2
￥17,792
￥29,348 total
includes taxes & fees
Sep 16 - Sep 17
￥20,605
￥32,138 total
includes taxes & fees
Sep 14 - Sep 15
￥15,845
￥22,867 total
includes taxes & fees
Sep 7 - Sep 8
4-star hotels with pools in Florida Keys
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
￥31,096
￥45,882 total
includes taxes & fees
Sep 28 - Sep 29
￥40,733
￥56,712 total
includes taxes & fees
Sep 21 - Sep 22
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
￥34,365
￥50,778 total
includes taxes & fees
Sep 29 - Sep 30
￥40,430
￥51,632 total
includes taxes & fees
Sep 17 - Sep 18
￥15,142
￥26,874 total
includes taxes & fees
Sep 24 - Sep 25
￥22,677
￥36,928 total
includes taxes & fees
Sep 14 - Sep 15
￥17,792
￥29,348 total
includes taxes & fees
Sep 16 - Sep 17
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
￥17,170
￥24,591 total
includes taxes & fees
Sep 15 - Sep 16
￥20,605
￥32,138 total
includes taxes & fees
Sep 14 - Sep 15
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
￥32,658
￥47,288 total
includes taxes & fees
Sep 6 - Sep 7
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.
View all propertiesTop Florida Keys Hotel Reviews
Islander Resort
10/10 Excellent
"loved it and we will be back"
Waterside Suites & Marina
10/10 Excellent
"Nice room and clean! The pool was nice and clean and the staff were polite! The view of the marina was beautiful to watch the boats come in and out from the pool and from our balcony!"
Cheeca Lodge & Spa
10/10 Excellent
"Lo mejor fue el confort de la habitación, lo recomiendo 100%"
Reefhouse Resort & Marina
8/10 Good
"We enjoyed our stay here, were upgraded to a partial view room, and noticed to have been among the only people in the pool or dining area when we took did these activities. The staff was attentive, but seemed bothered by the lack of business that they were having, and we felt like a bit of an afterthought at times despite enjoying the resort being “to ourselves”."
Lime Tree Bay Resort
10/10 Excellent
"Great place to stay in the keys, centrally located and moderately priced. Rooms are spacious with balconies and bikes, kayaking, snorkeling, ping pong tables, 3 pools, a restaurant on site and great staff."
Hampton Inn Key Largo Manatee Bay
10/10 Excellent
"The location is perfect and property is being nicely renovated."
Bayside Inn Key Largo
10/10 Excellent
"pleasantly surprised by the rooms. Recently updated and clean"
Fairfield Inn & Suites by Marriott Marathon Florida Keys
8/10 Good
"Pool area was really nice, breakfast was ok but not much variety. Room was good, had everything you needed"
Amara Cay Resort
10/10 Excellent
"Baseboard were removed off the wall. Did not gave it a clean look . Walls in the hallway slightly dirty."