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Our top choices for Key West hotels with a pool

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,796 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
"Food was good, pool area very well maintained"
United States
christopher
The price is ฿7,507
฿10,521 total
includes taxes & fees
26 May - 27 May
Margaritaville Beach House Key West

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,014 reviews)
  • cleanliness
    Escape to a sun-soaked paradise with a peaceful outdoor pool, just steps from Duval Street and Hemingway's historic home.
"The heated pool was a perfect treat."
Canada
Stephen
The price is ฿4,203
฿5,822 total
includes taxes & fees
7 May - 8 May
Heron House Court - Adult Only

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,762 reviews)
  • cleanliness
    Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
"Very nice property, clean, well maintained, pool area is exceptional"
United States
John
The price is ฿4,793
฿7,538 total
includes taxes & fees
1 Jun - 2 Jun
Havana Cabana at Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,004 reviews)
"Friendly staff, clean rooms, good pool and hot tub."
United States
Elizabeth
The price is ฿9,310
฿12,760 total
includes taxes & fees
26 May - 27 May
Hyatt Centric Key West Resort and Spa

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
"Pool was lovely."
United States
camille
The price is ฿5,500
฿7,285 total
includes taxes & fees
31 May - 1 Jun
DoubleTree Resort by Hilton Grand Key - Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very good, (2,160 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
"Nice pool."
United States
Tianna
The price is ฿4,714
฿7,133 total
includes taxes & fees
1 Jun - 2 Jun
Blue Flamingo Resort Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,368 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
"Champagne on check in, private adult pool available."
United States
Rodney
The price is ฿6,053
฿8,675 total
includes taxes & fees
10 May - 11 May
Parrot Key Hotel & Villas

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Splash into vibrant Key West relaxation with 24-hour access to a pristine pool and hot tub sanctuary.
"The cabanas and pool were super cute!"
United States
allison
The price is ฿5,605
฿7,780 total
includes taxes & fees
27 May - 28 May
The Cabana Inn Key West - Adults Only

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,191 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
"I enjoyed the pool and spa."
United States
Jeremy
The price is ฿5,361
฿9,140 total
includes taxes & fees
11 May - 12 May
Beachside Resort & Residences

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, (1,223 reviews)
  • cleanliness
    Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
"Pool was clean"
United States
JoAnne
The price is ฿4,947
฿6,480 total
includes taxes & fees
1 Jun - 2 Jun
Hilton Garden Inn Key West / The Keys Collection
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 free breakfast in Key West

Hotels with pools and hot tubs in Key West

4-star hotels with 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 326 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests 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 swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Provides complimentary high-speed (wired) Internet access, a pool and a beach shuttle. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor swimming pools and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access.
How many hotels with pools will I find in Key West?
Expedia's 326 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 and Florida Keys Beaches 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.