Key West Hotel Guide - Hotels with Pool in Key West, Florida

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Our top choices for Key West hotels with a pool

1. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,903 reviews)
  • cleanliness
    Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
The price is €197
includes taxes & fees
29 Nov - 30 Nov
Havana Cabana at Key West

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,794 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is €168
includes taxes & fees
15 Nov - 16 Nov
Blue Flamingo Resort Key West

3. 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, (1,142 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
The price is €168
includes taxes & fees
29 Nov - 30 Nov
DoubleTree Resort by Hilton Grand Key - Key West

4. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,484 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is €212
includes taxes & fees
14 Dec - 15 Dec
Parrot Key Hotel & Villas

5. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,139 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 €191
includes taxes & fees
18 Nov - 19 Nov
Duval House

6. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,040 reviews)
  • cleanliness
    Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
The price is €215
includes taxes & fees
2 Dec - 3 Dec
Silver Palms Inn & Historic Homes

7. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Take a dip in Key West's serene outdoor pool oasis, where relaxation meets historic charm just steps from Duval Street.
The price is €249
includes taxes & fees
30 Nov - 1 Dec
Lighthouse Hotel - Key West Historic Inns

8. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
The price is €173
includes taxes & fees
30 Nov - 1 Dec
Eden House

9. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
The price is €331
includes taxes & fees
29 Nov - 30 Nov
Ocean Key Resort - A Noble House Resort

10. Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,083 reviews)
  • cleanliness
    Soak up the sun at a literary retreat with poolside bliss, where tranquility awaits in a convenient Key West location.
The price is €145
includes taxes & fees
30 Nov - 1 Dec
Authors of Key West Guest 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.

Frequently Asked Questions

How many hotels with pools will I find in Key West?

Expedia's 281 hotels in Key West give you a great choice for your poolside getaway.

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 281 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. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access.

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 Key West Butterfly and Nature Conservatory and Southernmost Point 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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