Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Tonight
Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Key West Hotels with a Pool

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, (1004)
"Very very nice stay! "
United States
Chloe
$149 nightly
The price is $168
Dec 15 - Dec 16
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West
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, (1751)
"Clean room..nice restaurant..friendly staff, convenient shuttle to and from downtown Key West. Well kept property !"
United States
Gary
$202 nightly
The price is $227
Dec 8 - Dec 9
Total with taxes and fees
Oceans Edge Key West Resort, Hotel & Marina
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, (1140)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1007)
"Our favorite place to stay in Key West!"
United States
Kevin
$204 nightly
The price is $230
Dec 8 - Dec 9
Total with taxes and fees
The Laureate Key West
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1008)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
$176 nightly
The price is $198
Dec 15 - Dec 16
Total with taxes and fees
Silver Palms Inn
Outdoor pool, pool umbrellas, sun loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1753)
"Great stay"
United States
james
$221 nightly
The price is $249
Dec 15 - Dec 16
Total with taxes and fees
Beachside Resort & Residences
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, (1199)
"Great stay! "
United States
Mary Ellen
$141 nightly
The price is $159
Dec 16 - Dec 17
Total with taxes and fees
The Southernmost Inn - Adults Only
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, (1751)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
$166 nightly
The price is $187
Dec 14 - Dec 15
Total with taxes and fees
Blue Flamingo Resort Key West
Courtyard
Duval House

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Had a great stay"
United States
Bren Albert
$150 nightly
The price is $166
Dec 9 - Dec 10
Total with taxes and fees
Duval House
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, (1168)
"We were only there for one night, but it was a good stay."
United States
Brandon
$150 nightly
The price is $169
Dec 14 - Dec 15
Total with taxes and fees
Fairfield Inn and Suites by Marriott 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Facilities were great. Enjoyed the b&b feel. Staff was nice and professional."
Daniel 6-night trip
Posted 20 hours ago
Southernmost Beach Resort and Guesthouses

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 297 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?
Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. 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 Southernmost Point. Offers 2 pool bars, 3 outdoor pools, and a full-service spa.
How many hotels with pools are there in Key West?
Expedia's 297 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.

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