Search Hotels with Swimming Pool in Florida Keys
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Check availability on Florida Keys Hotels with Swimming Pool
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20 Sept - 21 SeptTomorrow
21 Sept - 22 SeptNext weekend
25 Sept - 27 SeptIn two weeks
2 Oct - 4 OctOur top choices for Florida Keys hotels with a pool
1. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
₹8,369
₹18,583 total
includes taxes & fees
22 Sept - 23 Sept
2. 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.
₹7,680
₹15,112 total
includes taxes & fees
22 Sept - 23 Sept
3. 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.
₹10,156
₹17,149 total
includes taxes & fees
28 Sept - 29 Sept
4. Parrot Key Hotel & Villas
Parrot Key Hotel & VillasNorthside Resort
- Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
₹12,656
₹19,739 total
includes taxes & fees
12 Oct - 13 Oct
5. 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.
₹16,091
₹22,417 total
includes taxes & fees
5 Oct - 6 Oct
6. The Southernmost Inn - Adults Only
The Southernmost Inn - Adults OnlyOld Town Key West
- Dive into azure bliss at this Key West adults-only retreat with two pristine pools, hot tub sanctuary, and poolside loungers.
₹6,826
₹11,993 total
includes taxes & fees
23 Sept - 24 Sept
7. 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.
₹11,026
₹18,461 total
includes taxes & fees
27 Sept - 28 Sept
8. Douglas House - Adults Only
Douglas House - Adults OnlyOld Town Key West
- Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
₹9,782
₹12,105 total
includes taxes & fees
22 Sept - 23 Sept
View all properties
Hotels with pools and free breakfast in Florida Keys
₹11,026
₹18,461 total
includes taxes & fees
27 Sept - 28 Sept
₹7,680
₹15,112 total
includes taxes & fees
22 Sept - 23 Sept
₹12,656
₹19,739 total
includes taxes & fees
12 Oct - 13 Oct
₹6,826
₹11,993 total
includes taxes & fees
23 Sept - 24 Sept
₹10,156
₹17,149 total
includes taxes & fees
28 Sept - 29 Sept
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
₹9,894
₹14,367 total
includes taxes & fees
27 Sept - 28 Sept
₹9,722
₹14,030 total
includes taxes & fees
22 Sept - 23 Sept
₹7,119
₹8,009 total
includes taxes & fees
28 Sept - 29 Sept
₹10,513
₹17,220 total
includes taxes & fees
22 Sept - 23 Sept
4-star hotels with pools in Florida Keys
₹20,997
₹27,457 total
includes taxes & fees
22 Sept - 23 Sept
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
₹22,339
₹31,819 total
includes taxes & fees
5 Oct - 6 Oct
₹24,832
₹31,712 total
includes taxes & fees
22 Sept - 23 Sept
₹11,026
₹18,461 total
includes taxes & fees
27 Sept - 28 Sept
₹10,156
₹17,149 total
includes taxes & fees
28 Sept - 29 Sept
₹26,749
₹36,565 total
includes taxes & fees
22 Sept - 23 Sept
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
₹9,894
₹14,367 total
includes taxes & fees
27 Sept - 28 Sept
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
₹25,215
₹33,653 total
includes taxes & fees
4 Oct - 5 Oct
₹10,513
₹17,220 total
includes taxes & fees
22 Sept - 23 Sept
₹12,656
₹19,739 total
includes taxes & fees
12 Oct - 13 Oct
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
Chesapeake Beach Resort
10/10 Excellent
"Todo"
Lime Tree Bay Resort
10/10 Excellent
"Location, amenities, staff was amazing, breakfast was incredible."
Waterside Suites & Marina
8/10 Good
"Esther was so nice and helpful. The rooms are good but depending on the location you hear a lot of music from across the canal"
Parmer's Resort
10/10 Excellent
"Wonderful experience! We could walk out of our room to enjoy the water. Nice amenities too! Kayaks and more available, excellent breakfast every morning, way better than the standard breakfast. We would definitely stay there again."
Islander Resort
10/10 Excellent
"The property was well maintained and clean. All staff were friendly and helpful. Amenities were nice. Very relaxing atmosphere"