Hotels with Swimming Pools in Key West

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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, (1,804 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is S$451
includes taxes & fees
6 May - 7 May
Margaritaville Beach House Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,117 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is S$405
includes taxes & fees
27 Apr - 28 Apr
Beachside Resort & Residences

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, (1,003 reviews)
  • cleanliness
    Splash into vibrant Key West relaxation with 24-hour access to a pristine pool and hot tub sanctuary.
The price is S$240
includes taxes & fees
8 Apr - 9 Apr
The Cabana Inn Key West - Adults Only

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,331 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is S$442
includes taxes & fees
13 Apr - 14 Apr
Parrot Key Hotel & Villas

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,855 reviews)
  • cleanliness
    Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
The price is S$411
includes taxes & fees
7 May - 8 May
Oceans Edge Key West Resort, Hotel & Marina

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Escape to a sun-soaked paradise with a peaceful outdoor pool, just steps from Duval Street and Hemingway's historic home.
The price is S$305
includes taxes & fees
9 Apr - 10 Apr
Heron House Court - Adult Only

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (605 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is S$598
includes taxes & fees
13 Apr - 14 Apr
Casa Marina Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (2,041 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is S$436
includes taxes & fees
19 Apr - 20 Apr
Blue Flamingo Resort Key West

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,007 reviews)
  • cleanliness
    Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
The price is S$403
includes taxes & fees
5 May - 6 May
Duval House

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 reviews)
The price is S$509
includes taxes & fees
19 Apr - 20 Apr
Southernmost House
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 312 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?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor swimming pools and a full-service spa. 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 Florida Keys Beaches. 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 312 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.

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