Historic Hotels & Resorts in Old Town Key West from AU$556

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Check availability on Old Town Key West Historic Hotels

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

Our top choices for Old Town Key West historic hotels

Property grounds

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (153 reviews)
"Overall a very good stay. Innkeepers were friendly and the main area of the home was clean "
United States
Brittany P.
The price is AU$556
includes taxes & fees
9 Mar - 10 Mar
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Outdoor pool

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (493 reviews)
"Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. "
United States
Arturo
The price is AU$607
includes taxes & fees
25 Mar - 26 Mar
Coco Plum Inn
Terrace/patio

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (34 reviews)
"Amazing stay"
United States
Harnoor S.
The price is AU$655
includes taxes & fees
7 Apr - 8 Apr
TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool
Beach

Feb 3-10 $245 off the rates close beach full kitchen & patio

Feb 3-10 $245 off the rates close beach full kitchen & patio
Old Town Key West
9.6 out of 10, Exceptional, (243 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AU$684
includes taxes & fees
11 Mar - 12 Mar
Feb 3-10 $245 off the rates close beach full kitchen & patio
Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,008 reviews)
"Very clean, great amenities! "
United States
Heather
Pegasus International Hotel
A heated pool

Hollinsed House Studio - Great Location!!

Hollinsed House Studio - Great Location!!
Old Town Key West
9.6 out of 10, Exceptional, (159 reviews)
"Ideal location and setting "
United States
Lori C.
The price is AU$824
includes taxes & fees
25 Mar - 26 Mar
Hollinsed House Studio - Great Location!!
Sun-loungers, beach towels

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Old Town Key West
9.2 out of 10, Wonderful, (293 reviews)
"Great little place! Very walkable and clean. Owner was responsive and very kid! Pool area was nice and quiet. Property was accurately described. "
United States
Stacy W.
The price is AU$1,039
includes taxes & fees
18 Mar - 19 Mar
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
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!
Old Town Key West
10.0 out of 10, Exceptional, (119 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is AU$687
includes taxes & fees
9 Mar - 10 Mar
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Beach towels

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.6 out of 10, Exceptional, (40 reviews)
"It was a nice location, everything was as expected, I’m very pleased with the accommodations. "
United States
Bill L.
The price is AU$822
includes taxes & fees
9 Mar - 10 Mar
'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Pool

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay"
United States
Benjamin K.
The price is AU$792
includes taxes & fees
6 Apr - 7 Apr
Poolside Studio Villa Steps from Duval!
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

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"great location"
denise 2-night trip
Posted less than an hour ago
The Southernmost Inn - 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?
What's the best accommodation in Old Town Key West to absorb the local history?
Based on our travel expertise, COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion! is a top guest house on Expedia for those interested in history, and it features concierge services and free WiFi. Saint Mary Star of the Sea is a short walk away. A couple of other options near historic sites include HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool! and FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!.
How many historical hotels are located in Old Town Key West?
In Old Town Key West, there are 1296 hotels and other lodging options bookable on Expedia, including 12 historic hotels or hotels close to historic sites.
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 Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Harry S. Truman Little White House. Cultural venues include Florida Keys Eco - Discovery Center, Tennessee Williams Key West Exhibit 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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