Key West Hotel with Pool

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Our top choices for Key West hotels with a pool

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (148 reviews)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is HK$1,557
HK$3,053 total
includes taxes & fees
4 Feb - 5 Feb
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1,954 reviews)
"Great stay"
United States
Timothy
The price is HK$2,085
HK$3,093 total
includes taxes & fees
1 Feb - 2 Feb
Beachside Resort & Residences

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,003 reviews)
"Great hotel "
United States
David Zion
The price is HK$2,578
HK$3,120 total
includes taxes & fees
2 Feb - 3 Feb
The Laureate Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1,683 reviews)
"Really nice hotel, with a cool Cuban kitschy theme"
United States
Renellys
The price is HK$2,897
HK$3,823 total
includes taxes & fees
1 Mar - 2 Mar
Havana Cabana at Key West

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, (335 reviews)
"Great place to stay! "
United States
Alicia
The price is HK$2,607
HK$3,196 total
includes taxes & fees
1 Feb - 2 Feb
Hyatt Vacation Club at Sunset Harbor, Key West

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, (1,000 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is HK$3,585
HK$4,384 total
includes taxes & fees
2 Mar - 3 Mar
Hyatt Vacation Club at Windward Pointe, Key West

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, (104 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 HK$1,382
HK$3,127 total
includes taxes & fees
2 Feb - 3 Feb
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (349 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is HK$2,414
HK$2,716 total
includes taxes & fees
1 Feb - 2 Feb
The Saint Hotel Key West, Autograph Collection, Adult Only

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, (1,197 reviews)
"Great place to stay!"
United States
Nicole
The price is HK$1,789
HK$2,233 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Key West / The Keys Collection

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,000 reviews)
"Great location 👌 "
United States
Matt
Pegasus International Hotel
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 ocean views in Key West

Hotels with pools and free breakfast in Key West

Hotels with pools and hot tubs 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 290 places to stay with pools. During your trip, you can explore attractions such as Duval Street, and then take it easy poolside at one of the accommodation options in Key West that travellers 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 swimming pools and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Provides 2 restaurants, 2 outdoor swimming pools and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Features complimentary high-speed (wired) Internet access, a pool and a beach shuttle. Ibis Bay Beach Resort: Hotel located near Duval Street. Offers a private beach, an outdoor pool and daily.
How many hotels with pools will I find 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 such as 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 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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