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

Tonight
Mar 29 - Mar 30
Tomorrow
Mar 30 - Mar 31
Next weekend
Apr 3 - Apr 5
In two weeks
Apr 10 - Apr 12

Our top choices for Key West Historic District hotels with a pool

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,002 reviews)
"The hotel was in amazing shape, the staff was super friendly and super helpful. The concierge knew all of the good attractions to visit and had the ability to issue tickets while you spoke with her. The pool was very comfortable and the bartenders were super friendly and always walking around the deck to ensure your drinks were full!!!"
United States
Michael
The price is ￥73,446
￥95,071 total
includes taxes & fees
Apr 22 - Apr 23
Ocean Key Resort - A Noble House Resort
Porch

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
"Had a wonderful stay with friendly and helpful staff!"
United States
James
The price is ￥25,670
￥34,410 total
includes taxes & fees
Apr 9 - Apr 10
Heron House Court - Adult Only
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"Great views and great combo of sunning areas with lots of available chairs, at the pool, on the dock, and in the two separate sand areas. Also really cool that there was direct access to the ocean to swim and right next to (steps away from) a small public beach. "
United States
Robert
The price is ￥61,559
￥80,436 total
includes taxes & fees
Apr 20 - Apr 21
Hyatt Centric Key West Resort and Spa
Exterior

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (591 reviews)
"Great stay"
United States
Allison
The price is ￥85,423
￥106,921 total
includes taxes & fees
Apr 13 - Apr 14
Casa Marina Key West, Curio Collection by Hilton
View from room

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,000 reviews)
"Clean rooms and great staff "
United States
Enid
The price is ￥57,372
￥75,364 total
includes taxes & fees
Apr 27 - Apr 28
The Reach Key West, Curio Collection by Hilton
Courtyard

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (333 reviews)
"Great quiet location, short walk to all major points of interest. Friendly staff and excellent amenities "
United States
Tsvetelina
The price is ￥44,250
￥54,759 total
includes taxes & fees
Mar 31 - Apr 1
Douglas House - Adults Only
In-room safe, individually decorated, desk, iron/ironing board

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,127 reviews)
"Great location and great accommodation "
United States
robert
The price is ￥31,934
￥41,635 total
includes taxes & fees
Apr 5 - Apr 6
Heron House - Adult Only
Exterior

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (690 reviews)
"Room was spotless, breakfast by the pool is a plus, host is always attentive to making everything right!"
United States
Robert
The price is ￥39,587
￥47,983 total
includes taxes & fees
Mar 31 - Apr 1
The Garden House
Outdoor pool, sun loungers

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (142 reviews)
"Staff very courteous and friendly, public spaces lovely."
United States
Paul
The price is ￥47,468
￥60,347 total
includes taxes & fees
Mar 31 - Apr 1
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Outdoor pool, pool umbrellas, sun loungers

Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,003 reviews)
"The staff and guests were amazing. We will definitely be booking another stay there!"
United States
Shannon
The price is ￥38,987
￥49,123 total
includes taxes & fees
Mar 31 - Apr 1
Eden House
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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Choose what matters most at hotels with a pool in Key West Historic District

Breakfast included
4 stars

Top Key West Historic District Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Yes"
Frank 2-night trip
Posted 14 hours ago
Casa Marina Key West, Curio Collection by Hilton

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 174 places to stay with pools. While you're visiting, you can explore attractions like Duval Street and Florida Keys Beaches, 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 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. Winslow's Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Provides daily, 3 outdoor pools, and complimentary wireless internet access. Hyatt Centric Key West Resort and Spa: Resort, 1-minute walk from Florida Keys Beaches. Features a full-service spa, a pool, and a snack bar/deli. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Offers 3 bars, an outdoor pool, and spa services.
How many hotels with pools will I find in Key West Historic District?
Expedia's 174 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 and Florida Keys Beaches 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.