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

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Historic District Hotels with a Pool

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Key West Historic District Hotels with a Pool

Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1005)
"Staff was very helpful and we enjoyed our stay"
The price is AED 360
AED 653 total
includes taxes & fees
10 Aug - 11 Aug
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, (1147)
"Very friendly staff. "
The price is AED 364
AED 574 total
includes taxes & fees
17 Aug - 18 Aug
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, (1009)
"Nice property with good beach bar and friendly staff!"
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, (1001)
"Very enjoyable stay"
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
9.2 out of 10, Wonderful, (1004)
"Amazing Property and great place to stay! "
The price is AED 810
AED 1,097 total
includes taxes & fees
12 Aug - 13 Aug
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
9.0 out of 10, Wonderful, (1000)
"Very well situated, and we greatly appreciated that there was a separate quiet adults only pool and garden area."
The price is AED 642
AED 946 total
includes taxes & fees
26 Aug - 27 Aug
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, (1004)
"Amazing location, room, and staff! Will definitely stay again! "
The price is AED 922
AED 1,306 total
includes taxes & fees
3 Sep - 4 Sep
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Outdoor pool, sun loungers

La Concha Key West, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (189)
"Close to everything to do dinning, shopping and very nice rooms!"
The price is AED 746
AED 963 total
includes taxes & fees
24 Aug - 25 Aug
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, (1004)
"Great location "
The price is AED 242
AED 437 total
includes taxes & fees
27 Aug - 28 Aug
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, (545)
"Great place super clean and friendly just rent a golf cart and enjoy the island"
The price is AED 1,062
AED 1,359 total
includes taxes & fees
2 Sep - 3 Sep
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.

Top Key West Historic District Hotel Reviews

NYAH Key West - Adults Only

NYAH Key West - Adults Only

10/10 Excellent
"It was simply amazing highly recommended this place cool simple place "
Jason 1-night trip
Posted 16 hours ago
NYAH Key West - Adults Only

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 53 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?
The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features a private beach, an outdoor pool, and a full-service spa. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Offers 2 pool bars, 3 outdoor pools, and a full-service spa. Hyatt Centric Key West Resort and Spa: Resort, 3-minute walk from Duval Street. Provides a full-service spa, a pool, and a snack bar/deli. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Features daily, 2 outdoor pools, and flat-screen televisions. Southernmost House: Hotel steps from South Beach. Offers a snack bar/deli, an outdoor pool, and daily.
How many hotels with pools will I find in Key West Historic District?
Expedia's 53 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.