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

Historic Hotels & Resorts in Key West from NZ$253

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Check availability on Key West Historic Hotels

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Key West historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
NZ$253
includes taxes & fees
18 Aug - 19 Aug
Pegasus International Hotel

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
NZ$388
includes taxes & fees
14 Sept - 15 Sept
Amsterdam's Curry Mansion Inn

3. 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
United States
Jeffrey M.
NZ$457
includes taxes & fees
15 Aug - 16 Aug
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

4. 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
United States
Emily F.
NZ$487
includes taxes & fees
24 Aug - 25 Aug
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

5. Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30
Old Town Key West
United States
Jeanine
NZ$526
includes taxes & fees
31 Aug - 1 Sept
Aug.-Sept. Special@125.lodging Only 129. + extras. From.8-17 to 9-30

6. 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
United States
Erica M.
NZ$1,008
includes taxes & fees
12 Sept - 13 Sept
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!

7. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
United States
Benjamin K.
NZ$705
includes taxes & fees
3 Sept - 4 Sept
Poolside Studio Villa Steps from Duval!

8. CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
United States
Ashley S.
NZ$459
includes taxes & fees
17 Aug - 18 Aug
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

9. FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Diane D.
NZ$459
includes taxes & fees
18 Aug - 19 Aug
FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion!

10. KAMP - Rooftop Penthouse Overlooking Duval

KAMP - Rooftop Penthouse Overlooking Duval
Old Town Key West
United States
Ward R.
NZ$1,310
includes taxes & fees
14 Sept - 15 Sept
KAMP - Rooftop Penthouse Overlooking Duval
View all properties

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Very good resort but breakfasts is not continental and wouldn’t suggest paying for breakfast! But definitely a good place to stay for family"
Venkata 2-night trip
Posted 10 hours ago
Blue Flamingo Resort Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great location with a view of the sea from the pool. Room was perfect size for family of 5 with everything you needed."
Claire 2-night trip
Posted 15 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Room was beautifully decorated and more than enough space for our family. The shower we had was extremely small though, so just a word of caution for us bigger-boned folk! I made it work but it wasn't easy. Breakfast is at the restaurant and was good. Pool is great, private beach is great. We lived all the wildlife around! We definitely recommend."
Tracy 2-night trip
Posted 18 hours ago
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

8/10 Good
"I liked how close it was to everything, we only stayed one night but will definitely be back! The staff were soo helpful and friendly. The room was very clean! The only thing I would say is the bathroom stayed hot and muggy. It didn’t seem to have any airflow."
Jessica 1-night trip
Posted 19 hours ago
The Reach Key West, Curio Collection by Hilton
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Location is directly in old town area of Key West. Convenient walk to Mallory Square. Sunset Pier, Sloppy Joe's, Hogs Breath Salon and various other local hot spots and shops."
Barry 3-night trip
Posted 19 hours ago
La Concha Key West, Autograph Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Staff were helpful and Friendly. Room was cleaned. Bathroom is a good size."
Sue 2-night trip
Posted 20 hours ago
Hilton Garden Inn Key West / The Keys Collection
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Balcony had great assess-ability to the pools and beach front."
Craig 3-night trip
Posted 20 hours ago
Beachside Resort & Residences
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Love this property!"
Audra 4-night trip
Posted 2 days ago
Hyatt Centric Key West Resort and Spa

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 entertainment choices and scenic seaside. You can also discover the area's lively festivals.
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. Harry S. Truman Little White House is a short walk away. Other choices near historic sites include FLOR DE CANA ~ Adults Only, Queen Room w/Pool View at Azul Mansion! and COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!.
How many historical hotels are there in Key West?
In Key West, you'll find 2634 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, Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center. Other popular sights include Duval Street and Florida Keys Beaches.
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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