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

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)
"Good location and service"
United States
Weiling
The price is SAR 1,333
SAR 1,734 total
includes taxes & fees
9 Mar - 10 Mar
Oceans Edge Key West Resort, Hotel & Marina
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, (1,200 reviews)
"Great place to stay!"
United States
Nicole
The price is SAR 1,121
SAR 1,367 total
includes taxes & fees
12 Feb - 13 Feb
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, pool umbrellas, sun loungers

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1,973 reviews)
"Great stay"
United States
Timothy
The price is SAR 1,313
SAR 1,836 total
includes taxes & fees
2 Mar - 3 Mar
Beachside Resort & Residences
Courtyard

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (282 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is SAR 1,332
SAR 1,648 total
includes taxes & fees
10 Mar - 11 Mar
Douglas House
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)
"Great hotel "
United States
David Zion
The price is SAR 1,497
SAR 1,789 total
includes taxes & fees
1 Mar - 2 Mar
The Laureate Key West
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)
"Had a wonderful visit and everything was amazing I would highly recommend this place "
United States
Joel
The price is SAR 793
SAR 1,524 total
includes taxes & fees
17 Feb - 18 Feb
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Exterior detail

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,031 reviews)
"Great place to stay!"
United States
Brenton
The price is SAR 1,846
SAR 2,246 total
includes taxes & fees
2 Mar - 3 Mar
Hyatt Vacation Club at Beach House, Key West
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, (1,016 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is SAR 1,814
SAR 2,210 total
includes taxes & fees
1 Mar - 2 Mar
Hyatt Vacation Club at Windward Pointe, 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, (2,082 reviews)
"Great ppl that work there! "
United States
Evan
The price is SAR 1,298
SAR 1,561 total
includes taxes & fees
2 Mar - 3 Mar
Ibis Bay Beach Resort
A heated pool

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (105 reviews)
"It’s a great location downtown just far enough away from all the noise and commotionWe’re definitely stay here again"
United States
John L.
The price is SAR 961
SAR 1,881 total
includes taxes & fees
16 Feb - 17 Feb
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
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

6 outdoor pools, free cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

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, (1801)
The price is SAR 1,333
SAR 1,734 total
includes taxes & fees
9 Mar - 10 Mar
Oceans Edge Key West Resort, Hotel & Marina
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Hotels with pools and free breakfast in Key West

Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2082)
The price is SAR 1,298
SAR 1,561 total
includes taxes & fees
2 Mar - 3 Mar
Ibis Bay Beach Resort
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Hotels with pools and hot tubs in Key West

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

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1200)
The price is SAR 1,121
SAR 1,367 total
includes taxes & fees
12 Feb - 13 Feb
Hilton Garden Inn Key West / The Keys Collection
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Everything was incredible! Beautiful resort and everyone was so nice"
Rachel 3-night trip
Posted 1 day ago
Pier House Resort & Spa

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.