Key West Hotel with Pool

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Check availability on Key West Hotel with Pool

Our top choices for Key West hotels with a pool

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1772)
"Great, friendly staff, nice amenities, easy parking and convenient location "
Canada
Caitlyn
The price is HK$903
HK$1,454 total
includes taxes & fees
18 Dec - 19 Dec
Blue Flamingo Resort Key West

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, (1157)
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is HK$924
HK$1,258 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Key West / The Keys Collection

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
"great place to stay "
United States
michael
The price is HK$2,204
HK$2,960 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.0 out of 10, Very good, (1007)
"Very very nice stay! "
United States
Chloe
The price is HK$1,175
HK$1,584 total
includes taxes & fees
18 Dec - 19 Dec
DoubleTree Resort by Hilton Grand Key - Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1007)
"Nice place to stay!"
Canada
Baohua
The price is HK$1,704
HK$2,136 total
includes taxes & fees
17 Dec - 18 Dec
The Laureate Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2012)
"Good location and breakfast "
United States
Abhay
The price is HK$995
HK$1,328 total
includes taxes & fees
17 Dec - 18 Dec
Ibis Bay Beach Resort

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1789)
"Great stay"
United States
james
The price is HK$1,303
HK$1,860 total
includes taxes & fees
17 Dec - 18 Dec
Beachside Resort & Residences

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1003)
"Room clean, nice pool area"
United States
Tami
The price is HK$1,471
HK$1,655 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard by Marriott Key West Waterfront

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1288)
"Wonderful stay"
United States
Lindsey
The price is HK$1,704
HK$1,917 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn Key West FL

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.2 out of 10, Very good, (1213)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is HK$1,160
HK$1,655 total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults Only
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.

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

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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 282 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?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Florida Keys Beaches. Offers complimentary high-speed (wired) Internet access, a pool and a beach shuttle. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. The Reach Key West, Curio Collection by Hilton: Resort, 3-minute walk from Duval Street. Features a private beach, an outdoor pool and a full-service spa. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars.
How many hotels with pools will I find in Key West?
Expedia's 282 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.