
Hotels with a Pool in Key West
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Hotels with a Pool in Key West




Margaritaville Beach House Key West
Margaritaville Beach House Key West- Outdoor pool
- Direct access to the beach




The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton- Outdoor pool
- Poolside bar
- Pool loungers
- On private beach
- Full-service spa




Beachside Resort & Residences
Beachside Resort & Residences- Outdoor pool
- Poolside bar
- Pool loungers
- On private beach
- Hot tub




Hampton Inn Key West FL
Hampton Inn Key West FL- Outdoor pool
- Poolside bar
- Pool loungers
- Near the beach




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West- Outdoor pool
- Poolside bar
- Pool loungers
- Near the beach




Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa- Outdoor pool
- Poolside bar
- Pool loungers
- Near the beach
- Full-service spa




Havana Cabana at Key West
Havana Cabana at Key West- Outdoor pool
- Poolside bar
- Pool loungers
- Hot tub




Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton- 2 outdoor pools
- Pool loungers
- On private beach
- Full-service spa




Blue Flamingo Resort Key West
Blue Flamingo Resort Key West- 2 outdoor pools
- 2 poolside bars
- Pool loungers
- Hot tub




The Laureate Key West
The Laureate Key West- Outdoor pool
- Indoor pool
- Pool loungers




Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort- Outdoor pool
- Poolside bar
- Pool loungers
- Near the beach
- Full-service spa




Pegasus International Hotel
Pegasus International Hotel- Outdoor pool
- Near the beach
- Hot tub




Parrot Key Hotel & Villas
Parrot Key Hotel & Villas- 4 outdoor pools
- Poolside bar
- Pool loungers




Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection- Outdoor pool
- Poolside bar
- Pool loungers
- Hot tub




Eden House
Eden House- Outdoor pool
- Poolside bar
- Pool loungers
- Near the beach
- Hot tub




Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West- Outdoor pool
- Poolside bar
- Pool loungers
- Near the beach




Ibis Bay Beach Resort
Ibis Bay Beach Resort- Outdoor pool
- Poolside bar
- Pool loungers
- On private beach




NYAH Key West - Adults Only
NYAH Key West - Adults Only- 3 outdoor pools
- Pool loungers
- Near the beach
- Hot tub




Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes- Outdoor pool
- Near the beach
Hotels with pools and free breakfast in Key West








The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton



Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa



DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West











Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes



Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection



Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West



4-star hotels with pools in Key West








Southernmost House - Adult Exclusive
Southernmost House - Adult Exclusive







La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection







DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West



Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns







Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa



Hotels with pools and hot tubs in Key West
















Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection











The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only



Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront



Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West



Top neighborhoods in Key West





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.





New Town
New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.





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.





Downtown Key West
Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.





Uptown - Upper Duval
Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Florida Keys Beaches.
Top landmarks in Key West

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.

Mallory Square
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?

Southernmost Point
If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?

Smathers Beach
If a restful vacation is part of your travel plans, Smathers Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunrises.

Fort Zachary Taylor Historic State Park
Enjoy a trip to Fort Zachary Taylor Historic State Park and popular activities like boating in Key West. Discover the area's beautiful sunsets, or seek out its biking trails.

South Beach
If a restful vacation is part of your travel plans, South Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunsets.



