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

January 2025

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February 2025

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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, (1010)
"It was a great stay so close to everything. Had a great time. "
The price is NT$7,221
NT$10,350 total
includes taxes & fees
Jan 16 - Jan 17
Silver Palms Inn
The Southernmost Inn - Adults Only
Building design

The Southernmost Inn - Adults Only

3.0 star property
8.0 out of 10, Very Good, (1010)
"Happy hour was fun, could have had some music The hot tub needed to work."
The price is NT$11,728
NT$14,678 total
includes taxes & fees
Feb 4 - Feb 5
The Southernmost Inn - Adults Only
Pier House Resort & Spa
Outdoor pool, pool umbrellas, sun loungers

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Gorgeous!"
The price is NT$15,135
NT$19,104 total
includes taxes & fees
Jan 15 - Jan 16
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Exterior

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1004)
"It was a very comfortable space. Great location, pool and hot tub were great. They were doing some construction midday right next to the pool. That was a bit annoying. But otherwise, really enjoyed our trip "
The price is NT$16,948
NT$20,550 total
includes taxes & fees
Jan 16 - Jan 17
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, (1007)
"It was lovely that’s it period "
The price is NT$13,156
NT$16,174 total
includes taxes & fees
Jan 27 - Jan 28
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, (1010)
"Hallway rugs could use a refresh. Impossible to move a rolling suitcase on them. And just a general statement: We hate paying resort fees when we make no use of the facilities. Access should be optional."
The price is NT$12,434
NT$15,992 total
includes taxes & fees
Jan 14 - Jan 15
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, (1006)
"The property location is very convenient to Duvall Street and other attractions "
The price is NT$14,221
NT$18,224 total
includes taxes & fees
Jan 27 - Jan 28
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Pool

La Concha Key West, Autograph Collection

4.0 star property
8.0 out of 10, Very Good, (1108)
"Excellent location! Staff friendly and helpful! We strongly recommended this hotel to people who love new experiences !!!! "
The price is NT$10,950
NT$13,309 total
includes taxes & fees
Jan 15 - Jan 16
La Concha Key West, Autograph Collection
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1004)
"Nous étions à Key West pour une nuit. Cet hôtel est super bien situé, nous avons pu rejoindre Dre le vieux port à pied et la rue Duval. La site est calme, les piscines à différentes températures sont appréciées et le déjeuner est correct. La chambre est super confortable."
The price is NT$4,913
NT$7,011 total
includes taxes & fees
Jan 16 - Jan 17
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, (525)
"Great"
The price is NT$13,156
NT$16,285 total
includes taxes & fees
Jan 16 - Jan 17
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 137 places to stay with pools. While you’re visiting, you can explore attractions like Duval Street and Saint Mary Star of the Sea, and then relax poolside at one of the accommodations in Key West Historic District that guests like for their pools.
What are some accommodations with pools in Key West Historic District?
Southernmost Beach Resort: Hotel steps from Southernmost Point. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Winslow’s Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Offers daily, 3 outdoor pools, and complimentary wireless internet access. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool, and spa services. The Reach Key West, Curio Collection by Hilton: Hotel, 2-minute walk from Florida Keys Beaches. Features a private beach, an outdoor pool, and a full-service spa. Lighthouse Hotel - Key West Historic Inns: Hotel steps from Ernest Hemingway Home and Museum. Offers daily, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 137 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?
Make a point to visit attractions like South Beach and Mel Fisher Maritime Museum. During your stay, check out sights such as Duval Street, Saint Mary Star of the Sea, and Ernest Hemingway Home and Museum. Key West Historic District appeals to visitors with its bar scene and great live music scene.