Historic Hotels & Resorts in Old Town Key West from AU$250

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Check availability on Old Town Key West Historic Hotels

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Best Old Town Key West Historic Hotels

Exterior
Heron House - Adult Only
Heron House - Adult Only
3.5 star property
9.0 out of 10, Wonderful, (1142)
"Will definitely stay again "
United States
Alex
The price is AU$250
includes taxes & fees
3 Nov - 4 Nov
Heron House - Adult Only
Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1003)
"great view and wonderful grounds"
United States
David
The price is AU$514
includes taxes & fees
11 Nov - 12 Nov
Opal Key Resort & Marina, Key West
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
9.6 out of 10, Exceptional, (141)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
United States
Krista
The price is AU$365
includes taxes & fees
3 Nov - 4 Nov
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Beach nearby
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
10.0 out of 10, Exceptional, (75)
"This property is very clean, and very accommodating. It is located so close to all of the action and you can walk anywhere within minutes of the front door. The parking lot instructions given were great and the lot was easy/safe!"
United States
Allyson S.
The price is AU$477
includes taxes & fees
5 Nov - 6 Nov
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
Courtyard
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
3.0 star property
8.8 out of 10, Excellent, (1025)
"Great location, great staff, great amenities, would highly recommend "
United States
Olivia
The Cabana Inn Key West - Adults Only
Beach nearby
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
9.6 out of 10, Exceptional, (14)
"We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West...
United States
Jessica C.
The price is AU$379
includes taxes & fees
11 Nov - 12 Nov
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
Sun deck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very good, (1015)
"You can hear everything in your room and the people in the room across from us were loud and partying majority of night. Hotel is okay. Not the cleanest."
United States
Tara
Pegasus International Hotel
Exterior
Coco Plum Inn
Coco Plum Inn
3.0 star property
9.6 out of 10, Exceptional, (457)
"Loved the location and eating our breakfast on the patio. "
United States
Kelly
The price is AU$354
includes taxes & fees
3 Nov - 4 Nov
Coco Plum Inn
Beach nearby
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
9.8 out of 10, Exceptional, (96)
"Everything you need to explore Key West"
United States
Stephanie P.
The price is AU$547
includes taxes & fees
12 Nov - 13 Nov
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view
Curry House
Curry House
2.0 star property
7.0 out of 10, Good, (44)
"This was a great older home with an amazing location to all the action on Duval. Seriously considering heading back next weekend for my Wife's B-Day! "
United States
Steven
Curry House
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.
View all properties

Top Old Town Key West Hotel Reviews

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

10/10 Excellent
"Everything "
Martin 3-night trip
Posted 1 day ago
Almond Tree Inn Hotel - Adults Only

Frequently asked questions

What should a history buff expect from a stay in Old Town Key West?
The historical places in Old Town Key West are likely at the top of your travel itinerary. And while you're visiting the area, why not also enjoy all there is to see and do?
How many historical hotels are located in Old Town Key West?
In Old Town Key West, you'll find 1341 lodging options bookable on Expedia but not many designated as historic hotels.
What are the top historical sites and other places to visit in Old Town Key West?
Old Town Key West is notable for landmarks like Saint Mary Star of the Sea, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Cultural venues include Florida Keys Eco - Discovery Center, Harry S. Truman Little White House and Mel Fisher Maritime Museum. Duval Street is another popular sight to explore.
What is a historic hotel like in Old Town Key West?
Guests who book a historic hotel can sleep someplace that has an officially recognised national historic designation. A castle, stately home, palace or even a pub, lodge, old police station or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of these historic hotels in Old Town Key West, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and actual building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Old Town Key West have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, while every effort is made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in a hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Old Town Key West, you won't find a place that is rundown or uncomfortable.

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