Hotels with Pool & Resorts in Key West from AU$306

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Best Key West Hotels with Pool

Southernmost Beach Resort
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2211)
"Beautiful property! Loved our stay and the staff were wonderful. "
The price is AU$527
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, (1405)
"Easy"
The price is AU$306
includes taxes & fees
1 Dec - 2 Dec
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, (1177)
"A lovely hotel to stay made up of several blocks. Our room was spacious, very clean and a great bathroom. I would stay here again, which says it all…. Thanks."
The price is AU$380
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, (1023)
"The property is okay and obviously newly renovated. The pool area and the bar is very nice. The lady in the bar Kerina is superb. The only downside we experienced was the check in process. The reception young guy named Sumi, i think, has no welcoming personality. He doesnt excert any effort to explain nor keep us from getting frustrated. We booked 2 rooms with breakfast. He said buffet breakfast us currently unavailable and we will get credit of $25 per guest for this. Anyway to make a story...
The price is AU$306
includes taxes & fees
1 Dec - 2 Dec
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, (1049)
"Clean and affordable "
The price is AU$388
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, (1035)
"Conveniently located with comprehensive facilities, this intimate hotel offers exceptional amenities. The staff demonstrates utmost professionalism and ensures a secure environment with covered parking."
The price is AU$346
includes taxes & fees
4 Dec - 5 Dec
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, (1081)
"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 AU$323
includes taxes & fees
1 Dec - 2 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, (1043)
"Only down fall of our stay was the heated pool did not work. Everything else was top notch. "
The price is AU$350
includes taxes & fees
3 Dec - 4 Dec
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, (1547)
"Beautiful resort! Excellent service and staff! 5 star rating for sure"
The price is AU$402
includes taxes & fees
18 Dec - 19 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 249 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 249 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.