Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Our top choices for Key West hotels with a pool

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (149 reviews)
"Wonderful stay at Azul. Good location, clean, quiet. The pool was nice place to relax. Would definitely stay here again. "
United States
Jennifer H.
The price is AED 507
AED 1,153 total
includes taxes & fees
26 Jan - 27 Jan
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (82 reviews)
"Great place, nice room pool was awesome . Relaxing property great location "
United States
Brendan B.
The price is AED 738
AED 1,585 total
includes taxes & fees
26 Jan - 27 Jan
NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"Wonderful inn in a very good location. Short walk to the ferry terminal for the day trip to the Dry Tortugas."
United States
PaulMMurphy
The price is AED 551
AED 1,206 total
includes taxes & fees
26 Jan - 27 Jan
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1,932 reviews)
"Great stay"
United States
Timothy
The price is AED 1,225
AED 1,730 total
includes taxes & fees
25 Jan - 26 Jan
Beachside Resort & Residences

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, (1,016 reviews)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1,685 reviews)
"Really nice hotel, with a cool Cuban kitschy theme"
United States
Renellys
The price is AED 1,418
AED 1,862 total
includes taxes & fees
18 Feb - 19 Feb
Havana Cabana at Key West

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (114 reviews)
"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."
United States
Richard
The price is AED 959
AED 1,769 total
includes taxes & fees
2 Feb - 3 Feb
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,008 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is AED 1,643
AED 2,013 total
includes taxes & fees
23 Feb - 24 Feb
Hyatt Vacation Club at Windward Pointe, Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,005 reviews)
"It was great hotel. "
United States
Prateek
The price is AED 1,245
AED 1,504 total
includes taxes & fees
26 Jan - 27 Jan
The Laureate Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (1,887 reviews)
"Clean rooms, friendly staff. Great place to stay. "
United States
Marie
The price is AED 1,286
AED 1,653 total
includes taxes & fees
25 Jan - 26 Jan
Blue Flamingo Resort 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.

Choose what matters most at hotels with a pool in Key West

Hotels with pools and ocean views in Key West

Hotels with pools and free breakfast in Key West

Hotels with pools and hot tubs in 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.

Top Key West Hotel Reviews

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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 291 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?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Features complimentary wired internet access, a pool, and a beach shuttle. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars.
How many hotels with pools are there in Key West?
Expedia's 291 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.