A white building with shutters, palm trees, and a lawn.

Historic Hotels & Resorts in Old Town Key West from AU$242

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Check availability on Old Town Key West Historic Hotels

Our top choices for Old Town Key West historic hotels

TV

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

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (167 reviews)
"Great place and perfect location!! "
United States
JUANITA R.
The price is AU$379
includes taxes & fees
29 June - 30 June
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!
A heated pool

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (59 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is AU$827
includes taxes & fees
1 July - 2 July
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,000 reviews)
"Great location."
United States
Jeffrey
The price is AU$242
includes taxes & fees
28 June - 29 June
Pegasus International Hotel
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, (251 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is AU$469
includes taxes & fees
2 July - 3 July
Feb 3-10 $245 off the rates close beach full kitchen & patio
Pool

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay"
United States
Benjamin K.
The price is AU$455
includes taxes & fees
28 June - 29 June
Poolside Studio Villa Steps 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, (121 reviews)
"Very communicative, property was as pictured and bikes were perfect for getting around. We didn’t need a car but had no trouble parking right next to the front door. Sandy’s had the best coffee and food was delicious! Will definitely come again!"
United States
Emily F.
The price is AU$515
includes taxes & fees
20 July - 21 July
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
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, (308 reviews)
"Clean rooms, a bit tight but great location and the pool was a big plus for relaxing at the end of our day."
United States
Covaleen P.
The price is AU$885
includes taxes & fees
28 June - 29 June
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
Pool

Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (45 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is AU$827
includes taxes & fees
29 June - 30 June
Two Bedroom Two Bath Balcony Villa Steps from Duval!
TV, offices

KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval
Old Town Key West
8.4 out of 10, Very good, (21 reviews)
"Balcony and deck were wonderful.So many shops and restaurants, bars, and music just outside the door."
United States
Albert S.
The price is AU$1,649
includes taxes & fees
6 July - 7 July
KAMP - Rooftop Penthouse Overlooking Duval
Beach towels

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

OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (155 reviews)
"Everything was great proximity to music and food venues accommodations were superb fresh clean not worn not dated easy street parking supplies in room more than enoughHost accessible, and responsive for any communication"
United States
Robert H.
The price is AU$511
includes taxes & fees
26 July - 27 July
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
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 Old Town Key West Hotel Reviews

Duval House

Duval House

8/10 Good
"The property is a nice hotel however it needs some improvements … mostly the grounds are very nicely maintained but the decking on most area is filthy"
STEPHEN 7-night trip
Posted less than an hour ago
Duval House

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, CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion! is a top guest house for history seekers booking on Expedia, and it features free Wi-Fi and concierge services. Saint Mary Star of the Sea is a short walk away. A couple of other options near historic sites include FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion! and CORTEZ ~ Adults Only, King 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 1291 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, Mel Fisher Maritime Museum and Custom House Museum. Other popular sights include Duval Street and Florida Keys Beaches.
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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