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, (1016)
"Great location - easy walk to Duval street and other amenities. Breakfast is definitely one of the best things here! Staff was extremely friendly and helpful. "
The price is SAR 1,196
SAR 1,599 total
includes taxes & fees
5 Feb - 6 Feb
Silver Palms Inn
The Southernmost Inn - Adults Only
Outdoor pool

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1009)
"It was very good except for the coffee maker broke and getting coffee in the morning was delayed. Besides that everything was great."
The price is SAR 821
SAR 1,093 total
includes taxes & fees
2 Feb - 3 Feb
The Southernmost Inn - Adults Only
Pier House Resort & Spa
Outdoor pool

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1006)
"I think was good, the only thing I would've like was room service for food, but ordering on the phone and then walking to the onsite restaurant was not that bad."
The price is SAR 2,809
SAR 3,397 total
includes taxes & fees
4 Feb - 5 Feb
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Outdoor spa tub

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1003)
"Staff was very nice. Older property with unique charm. Close to everything on duvall st. Nice heated pool and hot tub. Complimentary breakfast was wonderful and they offer free wine at their nightly happy hr!"
The price is SAR 1,009
SAR 1,304 total
includes taxes & fees
3 Feb - 4 Feb
The Cabana Inn Key West - Adults Only
Winslow's Bungalows - Key West Historic Inns
Pool

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Beautiful winding pathways through the bungalows and lush Palms 3 pools a d a tropical bar area "
The price is SAR 1,497
SAR 1,840 total
includes taxes & fees
3 Feb - 4 Feb
Winslow's Bungalows - Key West Historic Inns
The Marker Key West Harbor Resort
Outdoor pool

The Marker Key West Harbor Resort

4.0 star property
8.8 out of 10, Excellent, (1004)
"Great location. Close walk to everything. Rooms were roomy & clean. Front desk was very helpful. "
The price is SAR 1,932
SAR 2,401 total
includes taxes & fees
2 Mar - 3 Mar
The Marker Key West Harbor Resort
Ocean Key Resort - A Noble House Resort
Pool

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1008)
"Fabulous location and very friendly and welcoming staff. "
The price is SAR 2,548
SAR 3,119 total
includes taxes & fees
9 Feb - 10 Feb
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, (1098)
"Nice hotel and conveniently located. Would we stay here again? Probably not. We enjoyed Simonton Inn more and it was cheaper."
The price is SAR 1,722
SAR 2,049 total
includes taxes & fees
4 Feb - 5 Feb
La Concha Key West, Autograph Collection
NYAH Key West - Adults Only
Outdoor pool

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1006)
"It had 3 pools and a hot tub. "
The price is SAR 621
SAR 868 total
includes taxes & fees
2 Feb - 3 Feb
NYAH Key West - Adults Only
H2O Suites - Adults Only
Rooftop pool

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (527)
"Rooms are as they appear online. If you can’t do stairs please let them know in advance as our room could only be accessed with stairs. When it rained (and it did!) those stairs were very slippery. Definitely a safety hazzard in my opinion. "
The price is SAR 2,059
SAR 2,485 total
includes taxes & fees
2 Feb - 3 Feb
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 134 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 134 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.