Find Hotels with a Pool in Key West Historic District, FL

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Check availability on Key West Historic District Hotels with a Pool

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

Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1137)
Silver Palms Inn
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1223)
"I thought the property overall was nice, the pools were well kept. I did feel that the rooms were a lot smaller than they looked online; however, the staff was very helpful! My stay was great!"
The Southernmost Inn - Adults Only
Pier House Resort & Spa
View from room

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1246)
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Courtyard

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1165)
"Great place for the price!"
The Cabana Inn Key West - Adults Only
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1067)
"Beautiful bungalow steps away from Duval St! The property was stunning. There are not enough words to describe my love for our chic bungalow. It was the perfect place to stay in Key West! I also really enjoyed the text communication for requests. I do wish there was streaming capabilities on the tv (for background noise when sleeping) as the cable was out during stay. "
Winslow's Bungalows - Key West Historic Inns
The Marker Key West Harbor Resort
3 outdoor pools, pool umbrellas, sun loungers

The Marker Key West Harbor Resort

4.0 star property
8.8 out of 10, Excellent, (1151)
The Marker Key West Harbor Resort
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1103)
"We enjoyed it all! I will,stay again!"
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Exterior

La Concha Key West, Autograph Collection

4.0 star property
8.6 out of 10, Excellent, (607)
"Newly remodeled beautiful property right on Duval and close to all the action. The rooms are a bit on the small side but most hotel rooms in key west are. I’ve stayed in many different places and for the price this one is the best deal due to location. "
La Concha Key West, Autograph Collection
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1166)
NYAH Key West - Adults Only
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (531)
"Very private. Great amenities "
H2O Suites - Adults Only
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 Historic District?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider Key West Historic District, which offers 72 places to stay with pools. While you’re visiting, you can explore attractions like Duval Street, and then relax poolside at one of the accommodations in Key West Historic District that travelers like for their pools.
What are some accommodations with pools in Key West Historic District?
Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. 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. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool, and spa services. Douglas House: Guesthouse, 1-minute walk from Duval Street. Features free self parking, an outdoor pool, and complimentary wireless internet access. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Offers daily, 2 outdoor pools, and flat-screen televisions.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 72 hotels in Key West Historic District give you a great choice for your poolside getaway.
What is there to see and do in Key West Historic District?
Explore places like Duval Street while you’re in Key West Historic District. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area’s natural beauty. Key West Historic District appeals to visitors with its bar scene and great live music scene.