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

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (878)
"The staff was really nice"
United States
doug
The price is AED 547
AED 616 total
includes taxes & fees
18 Dec - 19 Dec
Simonton Court Historic Inn & Cottages
TV
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

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 1,032
AED 1,817 total
includes taxes & fees
5 Jan - 6 January 2026
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
A 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!

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 477
AED 1,255 total
includes taxes & fees
15 Dec - 16 Dec
HONEY~ Adult Only, 2nd Floor 1 King Bedroom Unit w/ Shared Pool!
Terrace/patio
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!
Old Town Key West
9.6 out of 10, Exceptional, (20)
"Short walk to Duval street, quiet and very clean and comfortable."
United States
Daniel
The price is AED 360
AED 965 total
includes taxes & fees
15 Dec - 16 Dec
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Shared Heated Pool!
Exterior detail
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

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, (110)
"Great value stay"
United States
Mike B.
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Exterior detail
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!

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 645
AED 1,375 total
includes taxes & fees
15 Dec - 16 Dec
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Front of property - evening/night
Southernmost House

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

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 555
AED 1,259 total
includes taxes & fees
17 Dec - 18 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A heated pool
Chagall’s Corner | Newly Remodeled!

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.
The price is AED 375
AED 1,053 total
includes taxes & fees
15 Dec - 16 Dec
Chagall’s Corner | Newly Remodeled!
A heated pool
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Old Town Key West
8.6 out of 10, Excellent, (33)
"Clean, safe, accommodating, great value, good location, special attention when arriving and Transportation, reliable host, great communication, and friendliness."
United States
Nora Lee S.
The price is AED 375
AED 1,053 total
includes taxes & fees
15 Dec - 16 Dec
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
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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Top Key West Historic District Hotel Reviews

Silver Palms Inn

Silver Palms Inn

10/10 Excellent
"Great place and great location staff were wonderful!! I would rate it a 10 for price and all"
Matt 4-night trip
Posted 3 days ago
Silver Palms Inn

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