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Find Hotels with a Pool in Key West, FL

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Our top choices for Key West hotels with a pool

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,310 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is ¥20,576
¥38,614 total
includes taxes & fees
Jun 30 - Jul 1
Beachside Resort & Residences

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (433 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
The price is ¥18,869
¥23,351 total
includes taxes & fees
Jul 5 - Jul 6
Douglas House - Adults Only

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
8.0 out of 10, Very Good, (1 review)
The price is ¥14,274
¥30,433 total
includes taxes & fees
Jun 29 - Jun 30
Tranquility Guest House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,044 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 ¥15,726
¥21,169 total
includes taxes & fees
Jun 30 - Jul 1
Duval House

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,418 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is ¥24,455
¥36,792 total
includes taxes & fees
Jul 5 - Jul 6
Parrot Key Hotel & Villas

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, (1,003 reviews)
The price is ¥37,532
¥53,504 total
includes taxes & fees
Jul 12 - Jul 13
Hyatt Centric Key West Resort and Spa

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,459 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is ¥20,234
¥31,861 total
includes taxes & fees
Jun 30 - Jul 1
Blue Flamingo Resort Key West

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is ¥27,717
¥42,099 total
includes taxes & fees
Jul 12 - Jul 13
The Reach Key West, Curio Collection by Hilton

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, (1,251 reviews)
  • cleanliness
    Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
The price is ¥22,192
¥29,515 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Garden Inn Key West / The Keys Collection

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,287 reviews)
  • cleanliness
    Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is ¥20,056
¥27,781 total
includes taxes & fees
Jun 29 - Jun 30
Ibis Bay Beach Resort
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 297 places to stay with pools. While you're here, you can explore attractions like Florida Keys Beaches and Duval Street, and then relax and unwind poolside at one of the accommodations 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 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. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool, and complimentary wired internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia's 297 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 Florida Keys Beaches, Duval Street, and Southernmost Point 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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