Hotels with Swimming Pools in Key West

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Check availability on Key West Hotels with Swimming Pools

Top Hotels with Swimming Pools in Key West

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, (1129)
"Nice hotel 🏨 staff was very helpful."
United States
MICHAEL Z
The price is S$165
includes taxes & fees
2 Dec - 3 Dec
Hilton Garden Inn Key West / The Keys Collection
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, (1709)
"Great stay!"
United States
Aaron
The price is S$249
includes taxes & fees
4 Dec - 5 Dec
Blue Flamingo Resort 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, (1697)
"Very cool place to vacation "
United States
Gabriel
The price is S$229
includes taxes & fees
15 Dec - 16 Dec
Beachside Resort & Residences
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, (1008)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is S$270
includes taxes & fees
25 Nov - 26 Nov
The Laureate 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, (1012)
"Rooms were great, grounds everywhere were fantastic!"
United States
Raymond
The price is S$432
includes taxes & fees
8 Dec - 9 Dec
Hyatt Vacation Club at Windward Pointe, 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, (1010)
"Very very nice stay! "
United States
Chloe
The price is S$231
includes taxes & fees
1 Dec - 2 Dec
DoubleTree Resort by Hilton Grand Key - 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, (1001)
"Clean room, friendly staff, good amenities and good location "
United States
Naseem
The price is S$194
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, (1193)
"Great stay! "
United States
Mary Ellen
The price is S$248
includes taxes & fees
23 Nov - 24 Nov
The Southernmost Inn - Adults Only
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, (1743)
"Wonderful customer service, beautiful resort, and outstanding amenities"
United States
Patrick
The price is S$318
includes taxes & fees
7 Dec - 8 Dec
Oceans Edge Key West Resort, Hotel & Marina
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1162)
"Great staff, clean rooms"
United States
Andrew
The price is S$274
includes taxes & fees
30 Nov - 1 Dec
Parrot Key Hotel & Villas
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
"We loved our time here. The rooms were huge and very clean, and the master bathroom was amazing. The staff was super nice, and the amenities were great — especially the free cabanas by the pool, the beach area, and the hammocks. The bar by the pool was a nice bonus, but just a heads-up: there’s a surcharge already added to the receipt, so we ended up double tipping at first without realizing it. Overall, an awesome stay and we’d definitely come back!"
Kaylee 3-night trip
Posted 3 days ago
Hyatt Vacation Club at Beach House, 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 294 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 Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. 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 Southernmost Point. 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 294 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.