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

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Key West Hotels with Pool

Top Key West Hotels with Pool

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2283)
"Very good accommodations and facilities. Great location on the beach."
The price is €534
includes taxes & fees
25 Feb - 26 Feb
Southernmost Beach Resort

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1434)
"Great place!"
The price is €332
includes taxes & fees
23 Feb - 24 Feb
24 North Hotel Key West - Newly Renovated

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1157)
"Nice hotel. On the water. Free shuttle downtown "
The price is €492
includes taxes & fees
23 Mar - 24 Mar
Hampton Inn Key West FL

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1006)
"Liked the ear plugs for the rooster crows at 3AM!"
The price is €342
includes taxes & fees
23 Feb - 24 Feb
The Gates Hotel Key West Newly Renovated

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1012)
"Beautiful hotel and staff very attentive. Very clean. Would recommend to family and friends! "
The price is €504
includes taxes & fees
12 Mar - 13 Mar
Parrot Key Hotel & Villas

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"We had a great time! My gang was able to walk everywhere! "
The price is €467
includes taxes & fees
6 Mar - 7 Mar
Silver Palms Inn

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

3.0 star property
7.8 out of 10, Good, (1080)
"Great breakfast, shuttle was key as we did not touch our car through the whole tip, pool and bar was a big plus and the room with king and sofa bed gave us plenty of room for the 2 of us. "
The price is €372
includes taxes & fees
23 Mar - 24 Mar
Fairfield Inn and Suites by Marriott Key West

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1021)
"The people smoking in the pool and next to us in the pool chairs. They should have a designated smoking area and have it posted. Also, come around and tell people that there is NO SMOKING IN OR AROUND THE POOL. Not sure I’ll book again because of this. This is our second time here in 8 months. Love it, but I have asthma and had to leave the pool and go back to my room because of the lack of workers dealing with this issue. "
The price is €438
includes taxes & fees
23 Feb - 24 Feb
The Southernmost Inn - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1569)
"It was away from downtown key west and all the traffic. Quiet upscale resort. "
The price is €438
includes taxes & fees
23 Feb - 24 Feb
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.
Don't see what you're looking for?
See all available properties in Key West

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 235 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. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers complimentary wireless Internet access, 4 outdoor swimming pools and flat-screen televisions. The Perry Hotel & Marina Key West: Hotel located near Key West Golf Club. Provides 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Duval Street. Features a private beach, an outdoor pool and daily. The Reach Key West, Curio Collection by Hilton: Hotel steps from South Beach. Offers a private beach, an outdoor pool and a full-service spa.
How many hotels with pools will I find in Key West?
Expedia’s 235 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.