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, (1127)
"Awesome room, soft bed, hot shower! "
United States
Leia
The price is NT$2,716
NT$3,932 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Key West / The Keys Collection
Exterior
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1741)
"Staff was wonderful, helpful, happy to help!"
United States
Billy Osburn
The price is NT$4,181
NT$6,573 total
includes taxes & fees
Dec 7 - Dec 8
Oceans Edge Key West Resort, Hotel & Marina
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, (1706)
"Great stay!"
United States
Aaron
The price is NT$2,886
NT$4,998 total
includes taxes & fees
Nov 18 - Nov 19
Blue Flamingo Resort Key West
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, (1007)
"Very very nice stay! "
United States
Chloe
The price is NT$4,211
NT$5,788 total
includes taxes & fees
Dec 1 - Dec 2
DoubleTree Resort by Hilton Grand Key - Key West
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, (1005)
"Rooms were great, grounds everywhere were fantastic!"
United States
Raymond
The price is NT$7,651
NT$10,009 total
includes taxes & fees
Dec 1 - Dec 2
Hyatt Vacation Club at Windward Pointe, 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, (1690)
"Very cool place to vacation "
United States
Gabriel
The price is NT$4,136
NT$6,230 total
includes taxes & fees
Nov 18 - Nov 19
Beachside Resort & Residences
Outdoor pool
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1784)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is NT$5,575
NT$8,227 total
includes taxes & fees
Dec 2 - Dec 3
Margaritaville Beach House Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
New Town
8.6 out of 10, Excellent, (1013)
"Clean room, friendly staff, good amenities and good location "
United States
Naseem
The price is NT$3,333
NT$4,623 total
includes taxes & fees
Dec 1 - Dec 2
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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, (1185)
"Great stay! "
United States
Mary Ellen
The price is NT$3,613
NT$5,466 total
includes taxes & fees
Nov 19 - Nov 20
The Southernmost Inn - Adults Only
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
9.4 out of 10, Exceptional, (1003)
"The room was spotless and staff incredibly helpful. We enjoyed the pool the most and it was convenient to be a 10 minute drive away from Duval Street. "
United States
Cassidy
The price is NT$8,067
NT$10,477 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Vacation Club at Beach House, 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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Excellent staff. Only problem was that the shuttle did not stop at the circle but drove right by the side street and we had to take a taxi back after having waited for 30 minutes."
Rebeca 1-night trip
Posted 2 days ago
Hilton Garden Inn Key West / The Keys Collection

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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 276 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. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor pools, and a full-service spa.
How many hotels with pools are there in Key West?
Expedia's 276 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.