Historic Hotels & Resorts in Old Town Key West from AU$544

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Check availability on Old Town Key West Historic Hotels

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$544
includes taxes & fees
25 Mar - 26 Mar
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Interior

Low Rates.& early & late book spec. & 10% wk stays. Spec 4-20 til.25 @229.+

Low Rates.& early & late book spec. & 10% wk stays. Spec 4-20 til.25 @229.+
Old Town Key West
9.0 out of 10, Wonderful, (188 reviews)
"Great location for &10 Uber to anywhere"
United States
Barbara
The price is AU$745
includes taxes & fees
26 Mar - 27 Mar
Low Rates.& early & late book spec. & 10% wk stays. Spec 4-20 til.25 @229.+
Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,005 reviews)
"Staff was very helpful, room was clean, loved the hot tub."
United States
Rosemarie
Pegasus International Hotel
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, (295 reviews)
"Second time staying here. Perfect for what we needed, and close to everything! "
United States
Barb B.
The price is AU$1,031
includes taxes & fees
29 Mar - 30 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$671
includes taxes & fees
19 Apr - 20 Apr
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
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, (54 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is AU$1,697
includes taxes & fees
31 Mar - 1 Apr
Two Bedroom Two Bath Poolside Villa Steps 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, (43 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is AU$1,367
includes taxes & fees
13 Apr - 14 Apr
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, (19 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$1,751
includes taxes & fees
12 Apr - 13 Apr
KAMP - Rooftop Penthouse Overlooking Duval
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$791
includes taxes & fees
9 Apr - 10 Apr
Poolside Studio Villa Steps from Duval!
Beach towels

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

"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
Old Town Key West
9.6 out of 10, Exceptional, (151 reviews)
"Everything was perfect as usual. Place was immaculate. Since we were staying 13 days, we requested some extra towels and toiletries and they were delivered very quickly. We’ll be back next year. "
United States
John H.
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! 3 BLOCKS TO SOUTH BEACH! SLEEPS 2-4!
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

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

4/10 Poor
"Pros - it was a room for the night at the south end of Duval St. Cons - shower was broken and didn’t work, jagged porcelain left behind from broken towel rack, AC looked moldy and most likely gave me a sinus infection. Parking was 2 blocks away. "
Eric 1-night trip
Posted 5 hours 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 CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion! 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 1299 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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