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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

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (436 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
The price is €126
includes taxes & fees
6 Jul - 7 Jul
Douglas House - Adults Only

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,045 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 €136
includes taxes & fees
8 Jul - 9 Jul
Duval House

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,316 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is €219
includes taxes & fees
8 Jul - 9 Jul
Beachside Resort & Residences

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, (1,001 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is €225
includes taxes & fees
14 Jul - 15 Jul
The Reach Key West, Curio Collection by Hilton

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, (1,005 reviews)
The price is €292
includes taxes & fees
12 Jul - 13 Jul
Hyatt Centric Key West Resort and Spa

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,424 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is €175
includes taxes & fees
1 Jul - 2 Jul
Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very good, (2,471 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is €181
includes taxes & fees
5 Jul - 6 Jul
Blue Flamingo Resort Key West

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (149 reviews)
The price is €139
includes taxes & fees
1 Jul - 2 Jul
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (1,049 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
The price is €174
includes taxes & fees
14 Jul - 15 Jul
DoubleTree Resort by Hilton Grand Key - Key West

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 €183
includes taxes & fees
1 Jul - 2 Jul
Tranquility 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.

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 325 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Mallory Square, 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. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor swimming 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 high-speed (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 swimming pools and complimentary wireless Internet access.
How many hotels with pools will I find in Key West?
Expedia's 325 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, Mallory Square and Southernmost Point while you're in Key West. The picturesque setting of Florida Keys Beaches and Audubon House and Tropical Gardens 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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