Find Key West Hotels with Swimming Pool from S$273

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Top Hotels with Swimming Pools in Key West

Southernmost Beach Resort
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2181)
"I loved this place. They tried to do anything we asked and smiled about it. We will be back."
The price is S$458
includes taxes & fees
17 Dec - 18 Dec
Southernmost Beach Resort
24 North Hotel Key West - Newly Renovated
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
24 North Hotel Key West - Newly Renovated
4.0 star property
7.4 out of 10, Good, (1362)
"Great"
The price is S$273
includes taxes & fees
27 Nov - 28 Nov
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL
2.5 star property
9.0 out of 10, Wonderful, (1130)
"Property was very nice and relaxing. Staff was great and welcoming, i would definetly book here again."
The price is S$331
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Exterior
The Gates Hotel Key West Newly Renovated
4.0 star property
7.6 out of 10, Good, (1003)
"We had a great time. Beautiful property and pools. Price was on point "
The price is S$274
includes taxes & fees
27 Nov - 28 Nov
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas
4.0 star property
8.8 out of 10, Excellent, (1009)
"Parrot Key Hotel is such a beautiful property. It has a lush tropical feel with 4 gorgeous pools. My week there was so relaxing. "
The price is S$337
includes taxes & fees
1 Dec - 2 Dec
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1005)
"Great place. Off the beaten path. If you like that, you will love this spot."
The price is S$316
includes taxes & fees
24 Nov - 25 Nov
Silver Palms Inn
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, pool loungers
Margaritaville Beach House Key West
4.0 star property
8.4 out of 10, Very good, (999)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining area or dining inside! She greeted us daily and made sure we were always being taken care of!"
Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott Key West
3.0 star property
7.8 out of 10, Good, (1054)
"Property is nice. Pool is clean. Nightly buy one get one free drinks. Free breakfast was basic but nice. Rooms were very clean and nice. Construction was going on so there were a few mornings it woke us up. The free shuttle to and from Duval was amazing and saved a ton of money on Uber fees. Taco Bell and Sonic are right next door for quick snacks. "
The price is S$281
includes taxes & fees
2 Dec - 3 Dec
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Building design
The Southernmost Inn - Adults Only
3.0 star property
8.0 out of 10, Very good, (1001)
"cottsge type layout "
The price is S$332
includes taxes & fees
27 Nov - 28 Nov
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
8.8 out of 10, Excellent, (1499)
"I thoroughly enjoyed my stay at oceans edge. I like how it is quaint and relaxing. On the other hand, the shuttle makes it easy to go downtown where all the business is happening. When i return to Key West i plan to stay with Oceans Edge."
The price is S$349
includes taxes & fees
1 Dec - 2 Dec
Oceans Edge Key West Resort, Hotel & Marina
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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Beautiful view of the beach with palm trees

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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 248 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: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor swimming pools and a full-service spa. The Perry Hotel & Marina Key West: Hotel located near Key West Golf Club. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides complimentary wireless Internet access, 4 outdoor swimming pools and flat-screen televisions. Ibis Bay Beach Resort: Hotel located near Duval Street. Features a private beach, an outdoor pool and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Key West Golf Club. Offers 2 restaurants, a pool and complimentary high-speed (wired) Internet access.
How many hotels with pools will I find in Key West?
Expedia’s 248 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.