Find Hotels with a Pool in Key West, FL

Check availability on Key West Hotels with a Pool

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Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Key West Hotels with a Pool

The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Great property "
$204 nightly
The price is $230
Aug 7 - Aug 8
Total includes taxes and fees
The Laureate Key West
Hyatt Vacation Club at Windward Pointe, Key West
Relax by the resort pool, surrounded by palm trees and offering a clear view of the ocean.

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1014)
"We enjoyed our stay very much and will be staying here again in the near future. Everything about it was very nice with beautiful views of the property. "
$254 nightly
The price is $285
Aug 25 - Aug 26
Total includes taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL
Relax by the pool surrounded by tall palm trees and enjoy a refreshing swim.

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1196)
"Great place "
$174 nightly
The price is $195
Aug 26 - Aug 27
Total includes taxes and fees
Hampton Inn Key West FL
Hyatt Vacation Club at Beach House, Key West
Relax by the resort pool surrounded by lush greenery and lounge chairs.

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1006)
"The swimming area is great for families. "
$237 nightly
The price is $266
Aug 24 - Aug 25
Total includes taxes and fees
Hyatt Vacation Club at Beach House, Key West
Hilton Garden Inn Key West / The Keys Collection
Relax by the serene pool surrounded by palm trees and lounge chairs.

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1048)
"Always a nice stay. "
$128 nightly
The price is $144
Aug 17 - Aug 18
Total includes taxes and fees
Hilton Garden Inn Key West / The Keys Collection
Ibis Bay Beach Resort
Relax by the pool surrounded by palm trees and lounge chairs.

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (2011)
"Great place quiet, clean breakfast good have been better but overall great place"
$149 nightly
The price is $168
Aug 7 - Aug 8
Total includes taxes and fees
Ibis Bay Beach Resort
Simonton Court Historic Inn & Cottages
Relax by the serene pool surrounded by lush greenery and palm trees.

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (784)
"Enjoyed our stay. Highly recommend"
$149 nightly
The price is $168
Aug 7 - Aug 8
Total includes taxes and fees
Simonton Court Historic Inn & Cottages
Fairfield Inn and Suites by Marriott Key West
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1138)
"Good place to stay"
$141 nightly
The price is $159
Aug 24 - Aug 25
Total includes taxes and fees
Fairfield Inn and Suites by Marriott Key West
Margaritaville Beach House Key West
Relax by the pool surrounded by palm trees and a soothing waterfall.

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1765)
"Amazing place too stay such an amazing staff"
$235 nightly
The price is $264
Aug 24 - Aug 25
Total includes taxes and fees
Margaritaville Beach House Key West
Authors of Key West Guest House
Relax by the serene pool surrounded by lush tropical vegetation and shaded by a palm tree.

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1006)
"It was very peaceful to stay there as well as very clean! "
$119 nightly
The price is $134
Aug 13 - Aug 14
Total includes taxes and fees
Authors of Key West Guest House
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

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Very relaxing. We honestly never had to rely on to many people once we got there. Everything was nice. "
Michael 4-night trip
Posted 18 hours ago
Beachside Resort & Residences

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 98 places to stay with pools. While you're here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool, and a full-service spa. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Provides 2 restaurants, a pool, and complimentary wired internet access. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars.
How many hotels with pools are there in Key West?
Expedia's 98 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 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.