Historic Hotels & Resorts in Old Town Key West from AU$315

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Check availability on Old Town Key West Historic Hotels

Our top choices for Old Town Key West historic hotels

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, (156 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is AU$412
includes taxes & fees
26 May - 27 May
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,012 reviews)
"Our absolute favorite place to stay when in Key West 10/10 hands down Great location, the friendliest staff, & a nice breakfast selection each morning Look no further "
United States
Amanda Tyie
The price is AU$315
includes taxes & fees
17 May - 18 May
Pegasus International Hotel

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, (57 reviews)
"Key West Villa's is an awesome place!"
United States
Andrew B.
The price is AU$861
includes taxes & fees
25 May - 26 May
Two Bedroom Two Bath Poolside Villa Steps from Duval!

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, (249 reviews)
"The condo/room was very clean and put together, the location is a nice neighborhood."
United States
Bonnie R.
The price is AU$485
includes taxes & fees
18 May - 19 May
Feb 3-10 $245 off the rates close beach full kitchen & patio

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

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (43 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is AU$592
includes taxes & fees
30 May - 31 May
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

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, (120 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$543
includes taxes & fees
8 June - 9 June
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Host were incredibly warm and welcoming. The daily happy hour was a great way to connect with other guests and the host. Highly recommend to stay here for all the amenities, convenient location, 5 star services and comfort."
United States
Linda C.
The price is AU$434
includes taxes & fees
19 May - 20 May
Poolside Studio Villa Steps from Duval!

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, (44 reviews)
"Location was great. Facility and rooms were clean. Great amenities - we will book again"
United States
William P.
The price is AU$861
includes taxes & fees
25 May - 26 May
Two Bedroom Two Bath Balcony Villa Steps from Duval!

KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval
Old Town Key West
8.4 out of 10, Very good, (21 reviews)
"We thoroughly enjoyed our short stay! Very convenient location!"
United States
Bharati V.
The price is AU$1,442
includes taxes & fees
13 May - 14 May
KAMP - Rooftop Penthouse Overlooking Duval

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, (301 reviews)
"Great place. Walking distance to everything! Would highly recommend!"
United States
Leslie S.
The price is AU$836
includes taxes & fees
1 June - 2 June
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks 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.

Top Old Town Key West Hotel Reviews

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 FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!.
How many historical hotels are located in Old Town Key West?
In Old Town Key West, there are 1304 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 Tennessee Williams Key West Exhibit. 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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