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Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Our top choices for Key West hotels with a pool

Courtyard

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 ₩179,844
₩222,557 total
includes taxes & fees
Jul 5 - Jul 6
Douglas House - Adults Only
A heated pool, sun loungers

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 ₩228,681
₩290,264 total
includes taxes & fees
Jul 12 - Jul 13
Duval House
Outdoor pool, pool umbrellas, sun loungers

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 ₩212,089
₩386,024 total
includes taxes & fees
Jul 7 - Jul 8
Beachside Resort & Residences
Outdoor pool, pool umbrellas, sun loungers

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, (1,002 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is ₩288,582
₩428,711 total
includes taxes & fees
Jul 16 - Jul 17
The Reach Key West, Curio Collection by Hilton
Exterior

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 ₩359,031
₩511,434 total
includes taxes & fees
Jul 14 - Jul 15
Hyatt Centric Key West Resort and Spa
4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,425 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is ₩196,088
₩309,054 total
includes taxes & fees
Jul 1 - Jul 2
Parrot Key Hotel & Villas
Poolside bar

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very Good, (2,462 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is ₩192,850
₩303,668 total
includes taxes & fees
Jul 1 - Jul 2
Blue Flamingo Resort Key West
Outdoor pool, sun loungers

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 ₩165,102
₩244,354 total
includes taxes & fees
Jul 1 - Jul 2
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Outdoor pool, open 7:00 AM to 9:00 PM, cabanas (surcharge), sun loungers

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 ₩244,925
₩327,568 total
includes taxes & fees
Jul 15 - Jul 16
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

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 ₩185,432
₩345,619 total
includes taxes & fees
Jul 27 - Jul 28
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.
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub

Hotels with pools and free breakfast in Key West

Courtyard
The Reach Key West, Curio Collection by Hilton

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, (1002)
The price is ₩288,582
₩428,711 total
includes taxes & fees
Jul 16 - Jul 17
The Reach Key West, Curio Collection by Hilton
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Hotels with pools and hot tubs in Key West

Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2316)
The price is ₩212,089
₩386,024 total
includes taxes & fees
Jul 7 - Jul 8
Beachside Resort & Residences
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4-star hotels with pools in Key West

Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1815)
The price is ₩368,435
₩512,294 total
includes taxes & fees
Jul 9 - Jul 10
Margaritaville Beach House 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.
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Top Key West Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Great ocean view and convenient shuttle service to downtown. Pool is nice and parking is convenient. Get to the breakfast early to avoid the rush."
Preston 3-night trip
Posted 1 hour ago
Hampton Inn Key West FL

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 325 places to stay with pools. While you're here, you can explore attractions like Duval Street and Mallory Square, 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 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 like 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 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.