Key West Historic District Hotel with Pool

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Top Key West Historic District Hotel with Pool

Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1009)
"Always a favorite off the main stay."
The price is HK$2,302
HK$3,028 total
includes taxes & fees
13 Jan - 14 Jan 2025
Silver Palms Inn
The Southernmost Inn - Adults Only
Building design

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1014)
"Its was clean and comfortable nothing amazing, but the staff was very friendly. The parking is very limited and around thr corner. My main reason for a 4 star is the shower barely trickled when the hot water was on, so showering kinda sucked. Was walkable to everything and free breakfast was ok. "
The price is HK$2,247
HK$2,878 total
includes taxes & fees
24 Dec - 25 Dec
The Southernmost Inn - Adults Only
Pier House Resort & Spa
Outdoor pool, pool umbrellas, pool loungers

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1009)
"We try to come to Key West every couple years for our Anniversary. We’ve stayed in several different hotels and B&B’s. This hotel is right at the top with Ocean Key. Great room and service. Will definitely stay here again."
The price is HK$4,658
HK$5,730 total
includes taxes & fees
24 Dec - 25 Dec
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, (1006)
"It's right off of Duval and in a great location. We had the suite and it had tons of space. The check-in was quick and easy and the grounds are all well maintained, clean and nice. The pool was nice. It was a little cool at night so we really enjoyed the hot tub and appreciated being able to use it any time (no restricted hours). You do have to climb steps to get to the upper floors. This did not bother me. It's a boutique hotel, not a Ritz Carlton, and I liked that. There was a larger...
The price is HK$6,602
HK$7,777 total
includes taxes & fees
29 Dec - 30 Dec
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, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (978)
"The property was so charming and well maintained. The room decor was beautiful and the staff was so friendly and helpful. I will definitely be returning! "
The price is HK$3,493
HK$4,254 total
includes taxes & fees
5 Jan - 6 Jan 2025
Winslow's Bungalows - Key West Historic Inns
The Marker Key West Harbor Resort
3 outdoor pools, pool umbrellas, pool loungers

The Marker Key West Harbor Resort

4.0 star property
8.8 out of 10, Excellent, (1009)
"We like that The Marker is located in a quieter, more laid back part of town but centrally located for our favorite places. This was our 3rd stay! "
The price is HK$2,851
HK$3,679 total
includes taxes & fees
6 Jan - 7 Jan 2025
The Marker Key West Harbor Resort
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers

Ocean Key Resort - A Noble House Resort

4.0 star property
9.2 out of 10, Wonderful, (1008)
"Beautiful place to stay"
The price is HK$3,696
HK$4,683 total
includes taxes & fees
7 Jan - 8 Jan 2025
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, (1110)
"Our stay was great and everyone at La Concha was very friendly and helpful. The location was perfect for easily navigating the city on foot. "
The price is HK$3,034
HK$3,646 total
includes taxes & fees
12 Jan - 13 Jan 2025
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, (1005)
"Good clean place, nice pool and jacuzzi. Close to everything."
The price is HK$1,955
HK$2,549 total
includes taxes & fees
24 Dec - 25 Dec
NYAH Key West - Adults Only
H2O Suites - Adults Only
View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (524)
"Front desk staff were so great, they gave us recommendations on dining and activities going on, also so friendly. Rooms were clean and so comfortable. Pool amazing. Property is beautiful! "
The price is HK$3,880
HK$4,715 total
includes taxes & fees
5 Jan - 6 Jan 2025
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 relaxing by the pool is your idea of a great getaway, you might want to think about Key West Historic District, which offers 139 places to stay with pools. While you’re here, you can explore attractions such as Duval Street, and then relax and unwind poolside at one of the accommodation options in Key West Historic District that travellers like for their pools.
What are some accommodation options with pools in Key West Historic District?
Southernmost Beach Resort: Hotel steps from Southernmost Point. Features 2 pool bars, 3 outdoor swimming pools and a full-service spa. Winslow’s Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Offers daily, 3 outdoor swimming 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, 3-minute walk from Duval Street. 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 should I expect to find in Key West Historic District?
Expedia’s 139 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 such as 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.