Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Top Key West Hotels with a Pool

Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
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, (1115)
"Everything was wonderful, clean room, great staff, lovely facility"
United States
Elizabeth A
The price is ￥13,434
￥19,448 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Key West / The Keys Collection
2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
New Town
8.0 out of 10, Very Good, (1678)
"The resort was clean & staff was great!"
United States
Adam
The price is ￥14,274
￥24,725 total
includes taxes & fees
Nov 17 - Nov 18
Blue Flamingo Resort Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1144)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is ￥21,198
￥32,753 total
includes taxes & fees
Nov 26 - Nov 27
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3.0 star property
New Town
7.8 out of 10, Good, (1162)
"Great place and friendly staff!!!!"
United States
carol
The price is ￥19,258
￥25,999 total
includes taxes & fees
Nov 30 - Dec 1
Fairfield Inn and Suites by Marriott Key West
Outdoor pool
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1774)
"Great place to stay"
United States
Tracey
The price is ￥27,593
￥40,717 total
includes taxes & fees
Dec 2 - Dec 3
Margaritaville Beach House Key West
Outdoor pool, pool umbrellas, sun loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1676)
"Very cool place to vacation "
United States
Gabriel
The price is ￥19,094
￥29,281 total
includes taxes & fees
Nov 19 - Nov 20
Beachside Resort & Residences
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
Key West
9.6 out of 10, Exceptional, (1002)
"Very friendly and helpful staff."
United States
Alan
The price is ￥36,709
￥48,230 total
includes taxes & fees
Nov 19 - Nov 20
Hyatt Vacation Club at Windward Pointe, Key West
4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1156)
"Staff was very warm and courteous. Rooms were clean and spacious."
United States
Jeanne
The price is ￥23,440
￥35,210 total
includes taxes & fees
Nov 30 - Dec 1
Parrot Key Hotel & Villas
Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3.0 star property
Old Town Key West
8.2 out of 10, Very Good, (1180)
"Great stay! "
United States
Mary Ellen
The price is ￥18,333
￥27,555 total
includes taxes & fees
Nov 17 - Nov 18
The Southernmost Inn - Adults Only
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very Good, (1011)
"Very very nice stay! "
United States
Chloe
The price is ￥20,213
￥27,939 total
includes taxes & fees
Nov 19 - Nov 20
DoubleTree Resort by Hilton Grand Key - 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.
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Top Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Great setting and overall experience. Beautiful grounds!"
Michael 2-night trip
Posted 15 hours ago
Winslow's Bungalows - Key West Historic Inns

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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 272 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?
Parrot Key Hotel & Villas: Hotel located near Duval Street. Features a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. 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. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Offers 2 restaurants, a pool, and complimentary wired internet access.
How many hotels with pools are there in Key West?
Expedia's 272 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.