A pier with people dining under umbrellas, a sailboat in the distance, and a sunset over the water.

Historic Hotels & Resorts in Historic Seaport from AU$241

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Historic Seaport Historic Hotels

Our top choices for Historic Seaport historic hotels

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, (1,001 reviews)
"This place was in a great location."
United States
Curtis
The price is AU$384
includes taxes & fees
28 June - 29 June
Amsterdam's Curry Mansion Inn
Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,013 reviews)
"Great location."
United States
Jeffrey
The price is AU$241
includes taxes & fees
28 June - 29 June
Pegasus International Hotel
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$812
includes taxes & fees
6 July - 7 July
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Terrace/patio

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (151 reviews)
"Loved how easy check-in/check out was and its location was perfect!"
United States
Chris S.
The price is AU$383
includes taxes & fees
29 June - 30 June
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Outdoor pool

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West Historic District
10.0 out of 10, Exceptional, (125 reviews)
"Great little house for a family "
United States
Edward M.
The price is AU$2,054
includes taxes & fees
28 June - 29 June
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
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$532
includes taxes & fees
14 July - 15 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 AU$539
includes taxes & fees
6 July - 7 July
Poolside Studio Villa Steps from Duval!
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
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!
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 Historic Seaport Hotel Reviews

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"100% satisfaction"
RAVI 2-night trip
Posted 11 hours ago
Hyatt Centric Key West Resort and Spa

Frequently asked questions

What should a history enthusiast expect from a trip to Historic Seaport?
A trip to the sights with historical relevance in Historic Seaport is likely at the top of your sightseeing itinerary. And don't forget to enjoy all there is to see and do while you're visiting the area.
What's the best hotel in Historic Seaport that's close to 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. If you're interested in local history, another choice for your stay is 3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West.
How many historical hotels are located in Historic Seaport?
In Historic Seaport, there are 348 hotels and other lodging options bookable on Expedia, including 2 designated as historic hotels or close to historic sites.
What are the must-see historical sites and other places to visit in Historic Seaport?
Historic Seaport is notable for landmarks like Audubon House and Tropical Gardens, Key West Historic Seaport and Curry Mansion Museum. Cultural venues include Key West Shipwreck Museum, Sails To Rails Museum at Flagler Station and Waterfront Playhouse. Other popular sights include Florida Keys Beaches and Duval Street.
What is a historic hotel like in Historic Seaport?
By choosing a historic hotel, you can stay in a place 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 identified as a historic hotel provided that it has special significance. Traditional architecture and period features can be admired in the guestrooms or communal spaces of these historic hotels in Historic Seaport, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The building and architecture of historic hotels tend to be the most important aspect. For heritage hotels, it's mainly the cultural value along with how it influenced the community.
Do historic hotels in Historic Seaport have modern facilities?
Yes, every effort is made to preserve historic facades and treasured traditions, but interiors include modern conveniences and safety features. Visitors can expect the usual amenities you'd find in a hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. When you book a historic hotel in Historic Seaport, it doesn't mean you're picking a place that's rundown.

Explore a world of travel with Expedia