Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Key West hotels with a pool

4 outdoor pools, pool umbrellas, sun loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1219)
"Great location - nice pools - excellent staff"
United States
Gary
The price is ￥33,436
￥46,599 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Parrot Key Hotel & Villas
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1001)
"Property was a good value and convenient to area restaurants/bars"
United States
Lesley
NYAH Key West - Adults Only
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1003)
"Nice place to stay!"
Canada
Baohua
The price is ￥40,552
￥50,026 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Laureate Key West
Exterior
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1761)
"The place is great!"
United States
Anna
The price is ￥37,155
￥51,376 total
includes taxes & fees
Jan 26 - Jan 27, 2026
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

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1803)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ￥36,496
￥49,867 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Blue Flamingo Resort Key West
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

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, (1007)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is ￥63,747
￥78,762 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hyatt Vacation Club at Beach House, Key West
Free daily continental breakfast
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Enjoy the stay"
United States
Kevin
The price is ￥38,604
￥46,952 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Palms Hotel
Outdoor pool, pool umbrellas, sun loungers
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1837)
"Great stay"
United States
james
The price is ￥34,330
￥46,548 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Beachside Resort & Residences
A heated pool
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (144)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is ￥23,642
￥51,591 total
includes taxes & fees
Jan 8 - Jan 9, 2026
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
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

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1180)
"Good rooms and nice breakfast "
United States
Arun
The price is ￥34,445
￥43,156 total
includes taxes & fees
Jan 19 - Jan 20, 2026
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.
View all properties

Top Key West Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!"
Larry 8-night trip
Posted 1 day 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 284 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 Florida Keys Beaches. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Offers complimentary wired internet access, a pool, and a beach shuttle. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Provides 2 restaurants, 2 outdoor pools, and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from Southernmost Point. Features 2 pool bars, 3 outdoor pools, and a full-service spa. The Reach Key West, Curio Collection by Hilton: Resort, 3-minute walk from Duval Street. Offers a private beach, an outdoor pool, and a full-service spa.
How many hotels with pools are there in Key West?
Expedia's 284 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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