Find Hotels with a Pool in Key West, FL

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Check availability on Key West Hotels with a Pool

Tonight
8 Feb - 9 Feb
Tomorrow
9 Feb - 10 Feb
Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb

Our top choices for Key West hotels with a pool

Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

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, (1,202 reviews)
  • cleanliness
    Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
The price is SAR 1,268
SAR 1,532 total
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Key West / The Keys Collection
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, (1,002 reviews)
  • cleanliness
    Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
The price is SAR 1,196
SAR 1,451 total
includes taxes & fees
9 Feb - 10 Feb
The Laureate Key West
6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,801 reviews)
  • cleanliness
    Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
The price is SAR 1,283
SAR 1,677 total
includes taxes & fees
9 Feb - 10 Feb
Oceans Edge Key West Resort, Hotel & Marina
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (337 reviews)
The price is SAR 1,481
SAR 1,793 total
includes taxes & fees
1 Mar - 2 Mar
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool, pool umbrellas, sun loungers

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,077 reviews)
  • cleanliness
    Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is SAR 1,076
SAR 1,311 total
includes taxes & fees
10 Feb - 11 Feb
Ibis Bay Beach Resort
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, (1,013 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 SAR 1,767
SAR 2,157 total
includes taxes & fees
11 Mar - 12 Mar
Hyatt Vacation Club at Windward Pointe, Key West
Courtyard

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (277 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
The price is SAR 1,332
SAR 1,648 total
includes taxes & fees
10 Mar - 11 Mar
Douglas House
Courtyard

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,004 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 SAR 1,121
SAR 1,342 total
includes taxes & fees
9 Feb - 10 Feb
Duval House
A heated pool

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Old Town Key West
9.6 out of 10, Exceptional, (158 reviews)
The price is SAR 816
SAR 1,555 total
includes taxes & fees
9 Feb - 10 Feb
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1,967 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is SAR 1,252
SAR 1,768 total
includes taxes & fees
9 Feb - 10 Feb
Beachside Resort & Residences
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

Ocean view
Breakfast included

Hotels with pools and ocean views 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, (1794)
The price is SAR 1,406
SAR 1,826 total
includes taxes & fees
10 Feb - 11 Feb
Margaritaville Beach House Key West
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Hotels with pools and free breakfast in Key West

Front of property
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1149)
The price is SAR 1,773
SAR 2,185 total
includes taxes & fees
9 Feb - 10 Feb
Winslow's Bungalows - Key West Historic Inns
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Hotels with pools and hot tubs in Key West

Sports facility
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (373)
Tropical Inn
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

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"This place is amazing! The property is beautiful and quiet. The pool area was clean and well cared for. Our room was spacious, very clean and had everything we needed. The staff was kind and always helpful. We would definitely go back. "
Lori 3-night trip
Posted 3 days ago
Hyatt Vacation Club at Beach House, Key West

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 290 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?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. Ibis Bay Beach Resort: Hotel located near Duval Street. Provides a private beach, an outdoor pool, and daily. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. 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 290 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.