Hotels with Swimming Pool in Key West, Florida

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Our top choices for Key West hotels with a pool

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (664 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
"Wonderful pool."
United States
Sheila Renee
The price is P16,918
P23,201 total
includes taxes & fees
Jun 14 - Jun 15
Casa Marina Key West, Curio Collection by Hilton

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,364 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
"service was great It was excellent breakfast The pool side and bar was excellent as well!"
United States
Rex
The price is P11,047
P12,428 total
includes taxes & fees
May 25 - May 26
Hampton Inn Key West FL

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,229 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
"I enjoyed the pool and spa."
United States
Jeremy
The price is P9,009
P16,037 total
includes taxes & fees
Jun 2 - Jun 3
Beachside Resort & Residences

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
"The pool was very comfortable"
United States
Michael
The price is P14,626
P21,245 total
includes taxes & fees
Jun 9 - Jun 10
Ocean Key Resort - A Noble House Resort

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,396 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
"Champagne on check in, private adult pool available."
United States
Rodney
The price is P10,439
P15,286 total
includes taxes & fees
Jun 15 - Jun 16
Parrot Key Hotel & Villas

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,782 reviews)
  • cleanliness
    Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
"Very nice property, clean, well maintained, pool area is exceptional"
United States
John
The price is P8,842
P14,012 total
includes taxes & fees
Jun 15 - Jun 16
Havana Cabana at Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
"Pool was heated-so nice."
United States
Tom
The price is P9,817
P12,782 total
includes taxes & fees
Jun 2 - Jun 3
The Laureate Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,249 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
"Nice pool."
United States
Tianna
The price is P8,832
P13,407 total
includes taxes & fees
May 27 - May 28
Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very Good, (1,022 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
"Pool was lovely."
United States
camille
The price is P9,565
P12,843 total
includes taxes & fees
Jun 1 - Jun 2
DoubleTree Resort by Hilton Grand Key - Key West

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1,228 reviews)
  • cleanliness
    Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
"Pool was clean"
United States
JoAnne
The price is P9,028
P11,893 total
includes taxes & fees
Jun 2 - Jun 3
Hilton Garden Inn Key West / The Keys Collection
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.

Choose what matters most at hotels with a pool in Key West

Hotels with pools and free breakfast in Key West

Hotels with pools and hot tubs in Key West

4-star hotels with pools in Key West

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 Key West Hotel Reviews

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 328 places to stay with pools. While you're here, you can explore attractions like Duval Street and Florida Keys Beaches, and then relax and unwind poolside at one of the accommodations in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool, and daily. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Provides complimentary wired internet access, a pool, and a beach shuttle. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia's 328 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street and Florida Keys Beaches while you're in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.

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