Hotels with Swimming Pool in Key West, Florida

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Swimming Pool

Next weekend
In two weeks

Top Key West Hotels with Swimming Pool

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2619)
"Excellent area to stay at including rooms and service."
The price is P11,385
P16,668 total
includes taxes & fees
Aug 4 - Aug 5
Southernmost Beach Resort and Guesthouses

Blue Flamingo Resort Key West

4.0 star property
7.8 out of 10, Good, (1475)
"Clean, great accommodations."
The price is P6,957
P11,043 total
includes taxes & fees
Aug 18 - Aug 19
Blue Flamingo Resort Key West

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1197)
"Nice place to stay."
The price is P9,094
P12,161 total
includes taxes & fees
Jul 22 - Jul 23
Hampton Inn Key West FL

The Gates Hotel Key West Newly Renovated

4.0 star property
7.8 out of 10, Good, (1002)
"Beautiful resort!!"
The Gates Hotel Key West Newly Renovated

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1036)
"Great location, food and space"
The price is P8,190
P12,496 total
includes taxes & fees
Aug 17 - Aug 18
Parrot Key Hotel & Villas

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1008)
"Excellent stay "
The price is P6,125
P10,752 total
includes taxes & fees
Jul 21 - Jul 22
Silver Palms Inn

Margaritaville Beach House Key West

4.0 star property
8.4 out of 10, Very Good, (999)
"Everything was was great "
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1124)
"Pool was good, breakfast area, everyone friendly at front desk"
The price is P6,749
P9,201 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn and Suites by Marriott Key West

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1131)
"Great location "
The Southernmost Inn - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1691)
"This is a fantastic resort. "
The price is P10,158
P14,759 total
includes taxes & fees
Jul 21 - Jul 22
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.

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 103 places to stay with pools. While you're here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Features 2 restaurants, a pool, and complimentary wired internet access. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor pools, and a full-service spa. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Provides a private beach, an outdoor pool, and a full-service spa. Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor pools, and 2 pool bars. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars.
How many hotels with pools are there in Key West?
Expedia's 103 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 like 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 into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.