Find Adventure Hotels in Key West Historic District, FL

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Check availability on Key West Historic District Adventure Hotels

Our top choices for Key West Historic District adventure hotels

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (877)
"The staff was really nice"
United States
doug
The price is AED 621
AED 698 total
includes taxes & fees
17 Dec - 18 Dec
Simonton Court Historic Inn & Cottages

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
The price is AED 356
AED 961 total
includes taxes & fees
15 Dec - 16 Dec
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (15)
"Great access to all that key west had to offer"
United States
Dennis M.
The price is AED 1,080
AED 1,878 total
includes taxes & fees
8 Jan - 9 January 2026
HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (87)
"Amazing place"
United States
Cecilia
The price is AED 430
AED 1,194 total
includes taxes & fees
15 Dec - 16 Dec
HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!

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

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (109)
"Great value stay"
United States
Mike B.
The price is AED 419
AED 1,088 total
includes taxes & fees
17 Dec - 18 Dec
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is AED 988
AED 1,453 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost House

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (103)
"Super clean beautiful place!! Great location!!"
United States
Doug Y.
The price is AED 595
AED 1,398 total
includes taxes & fees
21 Dec - 22 Dec
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared 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
9.4 out of 10, Exceptional, (95)
"Location is convenient, about a 15 minute walk go Duval Street so it’s in a nice and quiet area. The pictures are misleading, there is no central AC. "
United States
Priscilla
The price is AED 408
AED 1,072 total
includes taxes & fees
17 Dec - 18 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (117)
"The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!"
United States
Joanna B.
The price is AED 679
AED 1,422 total
includes taxes & fees
15 Dec - 16 Dec
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Chagall’s Corner | Newly Remodeled!

Chagall’s Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (26)
"It was everything we expexted...hoping to stay again only on 1st floor"
United States
Rodney&Roxanne M.
Chagall’s Corner | Newly Remodeled!
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

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