Key West Hotel Guide - Hotels with Pool in Key West, Florida

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Check availability on Key West Hotels with Pool

Top Key West Hotels with Pool

Outdoor pool, open 6:00 AM to 10:00 PM, pool 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, (1125)
"Awesome room, soft bed, hot shower! "
United States
Leia
The price is €109
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection
Exterior
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, (1738)
"Staff was wonderful, helpful, happy to help!"
United States
Billy Osburn
The price is €182
includes taxes & fees
7 Dec - 8 Dec
Oceans Edge Key West Resort, Hotel & Marina
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
New Town
8.0 out of 10, Very good, (1700)
"The resort was clean & staff was great!"
United States
Adam
The price is €138
includes taxes & fees
17 Nov - 18 Nov
Blue Flamingo Resort Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1002)
"Very very nice stay! "
United States
Chloe
The price is €160
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - 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
9.6 out of 10, Exceptional, (1003)
"Clean room great staff beautiful hotel and very spacious rooms. "
United States
German
The price is €277
includes taxes & fees
1 Dec - 2 Dec
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1688)
"Very cool place to vacation "
United States
Gabriel
The price is €172
includes taxes & fees
17 Nov - 18 Nov
Beachside Resort & Residences
Outdoor pool
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1778)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is €227
includes taxes & fees
2 Dec - 3 Dec
Margaritaville Beach House Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

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

3.5 star property
New Town
8.6 out of 10, Excellent, (1008)
"Very nice. !"
United States
Kerry J
The price is €128
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Building design
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, (1182)
"Great stay! "
United States
Mary Ellen
The price is €151
includes taxes & fees
19 Nov - 20 Nov
The Southernmost Inn - Adults Only
Outdoor pool
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, (1002)
"Nice resort, great location. "
United States
Joey Max
The price is €276
includes taxes & fees
16 Dec - 17 Dec
Hyatt Vacation Club at 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"The room was clean and the staff were very helpful. Our only issues was the timeliness of the bartender and front check-in staff. "
Frankie Victoria 3-night trip
Posted 17 hours ago
Blue Flamingo Resort Key West

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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 276 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?
Parrot Key Hotel & Villas: Hotel located near Duval Street. Features a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Provides complimentary high-speed (wired) Internet access, a pool and a beach shuttle. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor swimming pools and a full-service spa.
How many hotels with pools will I find in Key West?
Expedia's 276 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.