Hotels with a Pool in Key West

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
Jun 6 - Jun 7
Tomorrow
Jun 7 - Jun 8
This weekend
Jun 6 - Jun 8
Next weekend
Jun 13 - Jun 15

Hotels with a Pool in Key West

Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1148)
$204 nightly
The price is $230
Jul 1 - Jul 2
Total includes taxes and fees
Beachside Resort & Residences
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 neighborhoods in Key West

Key West Historic District
Old Town Key West map

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Audubon House and Tropical Gardens featuring a house
Key West Historic District map

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West featuring a marina, a coastal town and general coastal views
Downtown Key West map

Downtown Key West

The Downtown Key West neighborhood has lots to see including Duval Street and Ernest Hemingway Home and Museum.

New Town map

New Town

Key West's New Town neighborhood has a host of places to visit such as Duval Street and Smathers Beach.

Harry S. Truman Little White House featuring heritage elements, a house and a garden
Truman Annex map

Truman Annex

Mixed-use redevelopment featuring classic conch style homes, high-end condos, a hotel, parks, marina, and museums, including the historic Little White House. Enjoy retail and commercial spaces within the community.

Top landmarks in Key West

Duval Street featuring signage

Duval Street

If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at We Cycle Key West and Mallory Dock.

See properties in Duval Street
Duval Street

Frequently asked questions

What are the best hotels with a pool in Key West?
With a terrace, pillow top mattresses and plenty of opportunities for poolside lounging, Almond Tree Inn Hotel - Adults Only is a hit with travelers. H2O Suites - Adults Only is another highly rated Key West hotel with a pool.
What are the cheapest hotels with a pool in Key West?
You’ll find some great-value hotels in Key West with a pool from $142 for your next escape. Featuring a furnished patio and a barbecue grill, Travelers Palm has some of the lowest prices around. Weatherstation Inn is another option that delivers poolside fun on a budget.
What is the best time to stay in a hotel with a pool in Key West?
When organizing your poolside escape, consider things like popular travel periods and the experiences you’re after. Peak season is ideal if you enjoy a more bustling atmosphere. Low season may be a good time to book your Key West hotel with a pool if you’re eager to save money.
What hotels with a pool are closest to Smathers Beach?
With a furnished patio and a garden, Travelers Palm is one of the closest hotels with a pool to Smathers Beach. Parrot Key Hotel & Villas is another option just a quick drive away. Balance adventure with leisure when you book a hotel in Key West with a pool near this attraction.
What hotels with a pool are closest to Key West Intl. Airport (EYW)?
Kick off your trip with a relaxing swim at Hyatt Vacation Club at Windward Pointe, Key West. It’s around 1 mile east of Key West Intl. Airport (EYW). You can make the most of a jetted bathtub and a barbecue grill here too. Another nearby option is Hampton Inn Key West FL. Book a stay at one of these properties, or look for other Key West hotels with a pool close to the airport.
Are there any hotels with a pool in Key West with parking?
You’ll find 2,753 Key West hotels with a pool and parking. Pull in and go for a dip at Almond Tree Inn Hotel - Adults Only. An electric car charging station and pillow top mattresses are included in your stay too. Or, head to The Marquesa Hotel, where you can easily access both parking and a pool.
Are all taxes and fees included in the Key West hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won’t be met with surprise additional fees or taxes when you’re ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.