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
5 May - 6 May
Tomorrow
6 May - 7 May
This weekend
9 May - 11 May
Next weekend
16 May - 18 May

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)
"Very convenient location, walking distance to most attractions. Free parking, which is a very nice feature given its location."
The price is AED 550
AED 867 total
includes taxes & fees
4 Jun - 5 Jun
Silver Palms Inn
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1058)
"Lovely place, we would come back. "
The price is AED 474
AED 698 total
includes taxes & fees
7 May - 8 May
The Southernmost Inn - Adults Only
Pier House Resort & Spa
View from room

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1010)
"Fantastic accommodations."
The price is AED 2,016
AED 2,508 total
includes taxes & fees
6 May - 7 May
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Courtyard

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1003)
"Very nice Inn in a great location. Enjoyed the pool and hot tub. It was easy to meet other guests at breakfast or the Wine and Cheese Happy Hour."
The price is AED 657
AED 905 total
includes taxes & fees
13 May - 14 May
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, (1005)
"Wonderful, quiet resort that’s still walking distance to Duval St. Rooms and service were excellent. "
The price is AED 962
AED 1,269 total
includes taxes & fees
2 Jun - 3 Jun
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, (1008)
"We love the Marker great hotel clean and close to everything walking distance "
The price is AED 878
AED 1,211 total
includes taxes & fees
3 Jun - 4 Jun
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)
"Great stay! "
The price is AED 1,539
AED 2,000 total
includes taxes & fees
3 Jun - 4 Jun
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Exterior

La Concha Key West, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (113)
"Liked everything about the stay"
The price is AED 904
AED 1,127 total
includes taxes & fees
1 Jun - 2 Jun
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, (1008)
"Very good hotel, I recommend."
The price is AED 393
AED 608 total
includes taxes & fees
12 May - 13 May
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, (535)
"Great place "
The price is AED 1,466
AED 1,814 total
includes taxes & fees
7 May - 8 May
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.
Don't see what you're looking for?
See all available properties in Key West Historic District

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?
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. 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. Douglas House: Guesthouse, 1-minute walk from Duval Street. Features free self parking, an outdoor pool, and complimentary wireless internet access. 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 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.