Hotels with Pool & Resorts in Key West from AU$405

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Our top choices for Key West hotels with a pool

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, (148 reviews)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is AU$534
includes taxes & fees
28 Jan - 29 Jan
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,788 reviews)
"Beautiful resort, wonderful staff, clean rooms!"
United States
Laura
The price is AU$878
includes taxes & fees
2 Feb - 3 Feb
Margaritaville Beach House Key West

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, (1,012 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is AU$894
includes taxes & fees
9 Feb - 10 Feb
Hyatt Vacation Club at Windward Pointe, Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1,687 reviews)
"Really nice hotel, with a cool Cuban kitschy theme"
United States
Renellys
The price is AU$735
includes taxes & fees
18 Feb - 19 Feb
Havana Cabana at Key West

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Key West
8.8 out of 10, Excellent, (208 reviews)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is AU$600
includes taxes & fees
10 Feb - 11 Feb
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (333 reviews)
"Great place to stay! "
United States
Alicia
The price is AU$588
includes taxes & fees
1 Feb - 2 Feb
Hyatt Vacation Club at Sunset Harbor, Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,071 reviews)
"Clean room, great staff, good restaurant in premises "
United States
Ralph
The price is AU$508
includes taxes & fees
28 Jan - 29 Jan
Ibis Bay Beach Resort

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,256 reviews)
"Friendly staff, great pools"
United States
Kevin
The price is AU$702
includes taxes & fees
2 Feb - 3 Feb
Parrot Key Hotel & Villas

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, (1,196 reviews)
"Great place to stay!"
United States
Nicole
The price is AU$548
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Key West / The Keys Collection

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

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (97 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
The price is AU$544
includes taxes & fees
28 Jan - 29 Jan
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
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 spa pools 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

Frequently asked questions

What's it like visiting Key West?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 291 places to stay with pools. During your trip, you can explore attractions such as Duval Street, and then take it easy poolside at one of the accommodation options in Key West that travellers 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 swimming pools and a full-service spa. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Features complimentary high-speed (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 swimming pools and 2 pool bars.
How many hotels with pools will I find 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 such as 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 the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.