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
8 Feb - 9 Feb
Tomorrow
9 Feb - 10 Feb
Next weekend
13 Feb - 15 Feb
In two weeks
20 Feb - 22 Feb

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

BBQ/picnic area

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (8 reviews)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
A heated pool, sun loungers

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,006 reviews)
"Great place! "
United States
David
The price is AED 1,319
AED 1,562 total
includes taxes & fees
10 Feb - 11 Feb
Duval House
3 outdoor pools, a heated pool, sun loungers

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very Good, (1,025 reviews)
"Staff courteous and room was clean."
United States
Rita
The price is AED 1,203
AED 1,518 total
includes taxes & fees
1 Mar - 2 Mar
NYAH Key West - Adults Only
Outdoor pool

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (279 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is AED 1,304
AED 1,614 total
includes taxes & fees
10 Mar - 11 Mar
Douglas House
Outdoor pool

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,045 reviews)
"Great location great staff"
United States
Lori
The price is AED 1,943
AED 2,331 total
includes taxes & fees
11 Feb - 12 Feb
Opal Key Resort & Marina, Key West
A heated pool

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Old Town Key West
9.6 out of 10, Exceptional, (158 reviews)
"Had a wonderful visit and everything was amazing I would highly recommend this place "
United States
Joel
The price is AED 1,348
AED 2,217 total
includes taxes & fees
11 Mar - 12 Mar
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Exterior

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (680 reviews)
"The room was clean. The breakfast was amazing and the Host was available tent I’ve to our needs and a fun person to be around . We slept great and we wanted to know what kind of mattress it was."
United States
Hollie
The price is AED 1,119
AED 1,338 total
includes taxes & fees
10 Feb - 11 Feb
The Garden House
A heated pool

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
Old Town Key West
9.6 out of 10, Exceptional, (27 reviews)
"The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location. "
United States
Donna H.
The price is AED 1,634
AED 2,579 total
includes taxes & fees
10 Mar - 11 Mar
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
A heated pool

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Old Town Key West
9.6 out of 10, Exceptional, (97 reviews)
"Nice property, great location, comfortable bed, lovely pool. "
United States
Candice B.
The price is AED 1,100
AED 1,950 total
includes taxes & fees
10 Feb - 11 Feb
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Poolside bar

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is AED 1,622
AED 1,825 total
includes taxes & fees
11 Feb - 12 Feb
Orchid Key Inn - 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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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

Duval House

Duval House

10/10 Excellent
"We stayed for 3 nights. The room was clean and we were able to rent bikes from Duval house that got us around with ease. It was fun to people watch on Duval street from the front of the hotel. "
Lisa B 3-night trip
Posted 3 days ago
Duval House

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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 158 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. Winslow's Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Offers daily, 3 outdoor pools, and complimentary wireless internet access. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Provides a private beach, an outdoor pool, and a full-service spa. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Features daily, 2 outdoor pools, and flat-screen televisions. Hyatt Centric Key West Resort and Spa: Resort, 3-minute walk from Duval Street. Offers a full-service spa, a pool, and a snack bar/deli.
How many hotels with pools will I find in Key West Historic District?
Expedia's 158 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.