A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Historic Hotels & Resorts in Key West from NZ$321

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Check availability on Key West Historic Hotels

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Key West historic hotels

Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,002 reviews)
"Great location."
United States
Jeffrey
The price is NZ$321
includes taxes & fees
2 July - 3 July
Pegasus International Hotel
Beach nearby, white sand, beach cabanas, sun-loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,004 reviews)
"This place was in a great location."
United States
Curtis
The price is NZ$449
includes taxes & fees
7 July - 8 July
Amsterdam's Curry Mansion Inn
TV

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (161 reviews)
"Great vacation. "
United States
Jeffrey M.
The price is NZ$459
includes taxes & fees
5 July - 6 July
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
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, (252 reviews)
"Loved our stay here!"
United States
Kristin E.
The price is NZ$565
includes taxes & fees
2 July - 3 July
Feb 3-10 $245 off the rates close beach full kitchen & patio
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, (156 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 NZ$629
includes taxes & fees
26 July - 27 July
OLD TOWN, STEPS TO DUVAL! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
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 NZ$643
includes taxes & fees
20 July - 21 July
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
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 NZ$558
includes taxes & fees
6 July - 7 July
Poolside Studio Villa Steps from Duval!
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 NZ$1,077
includes taxes & fees
3 July - 4 July
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
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 NZ$946
includes taxes & fees
1 July - 2 July
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Outdoor dining

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!

Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Stock Island
10.0 out of 10, Exceptional, (46 reviews)
"Great location with an awesome pool! Host was extremely friendly and responsive:)"
United States
Laura C.
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
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 Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Excellent room with a gorgeous view! Three adults staying in a two bed room can feel tight but that was no issue at Blue Flamingo. They have truly covered all of the details. You will have an amazing visit!!!"
Julianna 1-night trip
Posted less than an hour ago
Blue Flamingo Resort Key West

Frequently asked questions

What can a history buff expect from a stay in Key West?
A visit to the sights with historical relevance in Key West is likely first on your sightseeing itinerary. And while you're here, you can check out the great live music and scenic seaside. You can also discover the area's entertainment choices.
Where's the best place to stay in Key West to be near historical sites?
Based on our travel expertise, Amsterdam's Curry Mansion Inn is a top historic guest house bookable on Expedia and it features free Wi-Fi. Audubon House and Tropical Gardens is a short walk away. Other choices 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 there in Key West?
In Key West, you'll find 2639 hotels and other accommodation options bookable on Expedia, including 16 hotels designated as historic or close to historic sites.
What are the most important historical sites and other places in Key West?
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. Known for its live music and festivals, cultural venues include Audubon House and Tropical Gardens, Florida Keys Eco - Discovery Center and Key West Shipwreck Museum. Other popular sights include Florida Keys Beaches and Duval Street.
What is a historic hotel like in Key West?
When you book a historic hotel, you'll sleep someplace that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be considered a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often found in the public spaces and guestrooms of such hotels in Key West, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally what's most important. For a heritage hotel, often it's the cultural value as well as how it shaped the community.
Do historic hotels in Key West have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the popular amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Key West, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.

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