Find Hotels with a Pool in Key West, FL

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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, (2392)
"Amazing. We accidently left cash in an envelope on the credenza. When I noticed I immediately went to the room which had been serviced for the day and it was all still there. Thankful for honest people. Thus we left a nice tip pon departure. "
The price is SAR 1,348
SAR 1,771 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, (1417)
"Nice spot to stay and very affordable "
The price is SAR 706
SAR 1,006 total
includes taxes & fees
6 May - 7 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, (1165)
"Ocean front room was perfect and clean. Staff was nice and was helpful with all quetions"
The price is SAR 1,122
SAR 1,389 total
includes taxes & fees
4 May - 5 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
7.6 out of 10, Good, (1007)
"Great hotel "
The price is SAR 774
SAR 1,082 total
includes taxes & fees
27 Apr - 28 Apr
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, (1007)
"Love it here..."
The price is SAR 868
SAR 1,192 total
includes taxes & fees
5 May - 6 May
Parrot Key Hotel & Villas
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1008)
"Everyone is so nice. It’s an easy place to stay."
The price is SAR 940
SAR 1,311 total
includes taxes & fees
11 May - 12 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, (1095)
"Really enjoyed the pool with the cabanas! The breakfast was great and had plenty of room. Bed was very comfortable and every employee we met was very nice!"
The price is SAR 777
SAR 980 total
includes taxes & fees
5 May - 6 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, (1042)
"Liked the location and walkability."
The price is SAR 817
SAR 1,088 total
includes taxes & fees
16 Apr - 17 Apr
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, (1629)
"Amazing staff and beautiful room!"
The price is SAR 714
SAR 1,022 total
includes taxes & fees
16 Apr - 17 Apr
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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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 162 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. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor pools, and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Provides complimentary wireless internet access, 4 outdoor pools, and flat-screen televisions. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool, and a full-service spa. The Gates Hotel Key West Newly Renovated: Hotel located near Smathers Beach. Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools are there in Key West?
Expedia’s 162 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.