Hotels with Swimming Pool in Key West, Florida

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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 P15,360
P21,112 total
includes taxes & fees
May 6 - May 7
Margaritaville Beach House Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,119 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is P11,653
P18,869 total
includes taxes & fees
Apr 28 - Apr 29
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 P9,162
P13,017 total
includes taxes & fees
Apr 21 - Apr 22
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 P17,408
P23,040 total
includes taxes & fees
May 5 - May 6
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 P16,963
P22,798 total
includes taxes & fees
Apr 19 - Apr 20
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, (1,007 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 P10,797
P14,257 total
includes taxes & fees
Apr 9 - Apr 10
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, (607 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is P27,045
P34,492 total
includes taxes & fees
Apr 13 - Apr 14
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, (2,044 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is P15,125
P20,404 total
includes taxes & fees
Apr 19 - Apr 20
Blue Flamingo Resort Key West

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,008 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 P19,817
P23,589 total
includes taxes & fees
Apr 27 - Apr 28
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 P14,408
P23,832 total
includes taxes & fees
May 4 - May 5
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 taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 312 places to stay with pools. While you're here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers 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 pools, and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Features complimentary 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 pools, and 2 pool bars.
How many hotels with pools are there 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 like 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 into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.

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