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

3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (2854)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
The price is ￥27,247
￥41,919 total
includes taxes & fees
Nov 30 - Dec 1
Southernmost Beach Resort and Guesthouses
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1040)
"Great location near many attractions. "
United States
Marwin
The price is ￥30,627
￥42,256 total
includes taxes & fees
Nov 30 - Dec 1
Winslow's Bungalows - Key West Historic Inns
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, (1000)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is ￥24,496
￥31,893 total
includes taxes & fees
Nov 16 - Nov 17
The Laureate 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 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
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, (1003)
"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
Outdoor pool, pool umbrellas, sun loungers
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1007)
"Check in a little awkward but a lovely relaxing stay. Great location for both Southern most point and Duval. "
United Kingdom
Susannah
Paradise Inn Key West - Adults Only
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 star property
Key West
9.0 out of 10, Wonderful, (1258)
"Great property and location."
United States
Indraneel
The price is ￥31,297
￥35,209 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn Key West FL
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1003)
"Really great hotel !"
Canada
Vincent
The price is ￥33,173
￥47,025 total
includes taxes & fees
Dec 2 - Dec 3
The Marker Key West Harbor Resort
Exterior
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1002)
"View was amazing, great location and friendly staff"
United States
Stacey
The price is ￥38,515
￥53,381 total
includes taxes & fees
Dec 2 - Dec 3
Hyatt Centric Key West Resort and Spa
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 17 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.