Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Our top choices for Key West hotels with a pool

Cabana King, Accessible | Outdoor spa tub

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, (1,005 reviews)
  • cleanliness
    Splash into vibrant Key West relaxation with 24-hour access to a pristine pool and hot tub sanctuary.
The price is NT$5,411
NT$7,519 total
includes taxes & fees
Apr 21 - Apr 22
The Cabana Inn Key West - Adults Only
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,138 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is NT$5,982
NT$9,771 total
includes taxes & fees
Apr 27 - Apr 28
Beachside Resort & Residences
Poolside bar

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (2,087 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is NT$5,697
NT$8,199 total
includes taxes & fees
May 10 - May 11
Blue Flamingo Resort Key West
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, (1,347 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is NT$6,462
NT$9,096 total
includes taxes & fees
May 10 - May 11
Parrot Key Hotel & Villas
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1,017 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
The price is NT$7,236
NT$9,215 total
includes taxes & fees
May 10 - May 11
DoubleTree Resort by Hilton Grand Key - Key West
View from room

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, (1,008 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is NT$8,557
NT$11,774 total
includes taxes & fees
May 3 - May 4
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, (1,009 reviews)
The price is NT$9,702
NT$13,134 total
includes taxes & fees
May 10 - May 11
Hyatt Centric Key West Resort and Spa
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
The price is NT$6,967
NT$8,732 total
includes taxes & fees
May 4 - May 5
The Laureate Key West
Outdoor pool

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
The price is NT$6,462
NT$8,165 total
includes taxes & fees
Apr 19 - Apr 20
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,030 reviews)
  • cleanliness
    Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
The price is NT$11,956
NT$14,882 total
includes taxes & fees
May 5 - May 6
Hyatt Vacation Club at Windward Pointe, 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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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

Food and drink
The Cabana Inn Key West - Adults Only

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, (1005)
The price is NT$5,411
NT$7,519 total
includes taxes & fees
Apr 21 - Apr 22
The Cabana Inn Key West - Adults Only
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Hotels with pools and hot tubs in Key West

Food and drink
The Cabana Inn Key West - Adults Only

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, (1005)
The price is NT$5,411
NT$7,519 total
includes taxes & fees
Apr 21 - Apr 22
The Cabana Inn Key West - Adults Only
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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, (1813)
The price is NT$8,016
NT$11,041 total
includes taxes & fees
May 12 - May 13
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

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"There was no working Hot Tub which was one reason I booked the Hotel."
James 3-night trip
Posted 1 hour ago
Beachside Resort & Residences

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 299 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. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Provides 2 pool bars, 3 outdoor pools, and a full-service spa. 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 299 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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