Find Hotels with a Pool in Key West, FL

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Key West Hotels with a Pool

Compare Key West Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2453)
"Great stay"
The price is SAR 1,074
SAR 1,461 total
includes taxes & fees
11 May - 12 May
Southernmost Beach Resort and Guesthouses
24 North Hotel Key West - Newly Renovated
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

24 North Hotel Key West - Newly Renovated

4.0 star property
7.6 out of 10, Good, (1419)
"Nice spot to stay and very affordable "
The price is SAR 638
SAR 929 total
includes taxes & fees
5 May - 6 May
24 North Hotel Key West - Newly Renovated
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1171)
"Great place to stay!"
The price is SAR 784
SAR 1,009 total
includes taxes & fees
11 May - 12 May
Hampton Inn Key West FL
The Gates Hotel Key West Newly Renovated
Exterior

The Gates Hotel Key West Newly Renovated

4.0 star property
7.8 out of 10, Good, (1005)
"Nice Hotel and clean with a large pool, close to the old town and shopping area and restaurants."
The price is SAR 638
SAR 929 total
includes taxes & fees
12 May - 13 May
The Gates Hotel Key West Newly Renovated
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1010)
"Loved the sandy beach area, hammocks, and pier to watch the sunsets in the evening!"
The price is SAR 674
SAR 974 total
includes taxes & fees
19 May - 20 May
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"Very convenient location, walking distance to most attractions. Free parking, which is a very nice feature given its location."
The price is SAR 638
SAR 971 total
includes taxes & fees
14 May - 15 May
Silver Palms Inn
Margaritaville Beach House Key West
Outdoor pool, open 7:00 AM to 11 PM, pool umbrellas, sun 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 cabanas, sun loungers

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1098)
"Staff is professional and pool is very nice."
The price is SAR 694
SAR 886 total
includes taxes & fees
26 May - 27 May
Fairfield Inn and Suites by Marriott Key West
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1053)
"I had An amazing time at this property and it offers a great breakfast, all day two pools, and a hot tub that is open all night and day."
The price is SAR 402
SAR 621 total
includes taxes & fees
11 May - 12 May
The Southernmost Inn - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
6 outdoor pools, free cabanas, pool umbrellas

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1643)
"Great activities and great location "
The price is SAR 696
SAR 1,002 total
includes taxes & fees
11 May - 12 May
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 taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 117 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?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Provides 2 restaurants, 2 outdoor pools, and 2 pool bars. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Features 2 restaurants, a pool, and complimentary wired internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool, and a full-service spa.
How many hotels with pools are there in Key West?
Expedia’s 117 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.