Historic Seaport Hotels: 2026 Top 10 Historic Seaport Hotels with Limited-Time Deals @Expedia

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

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Compare popular hotels in Historic Seaport

Property	Property class	Guest rating
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 1,003 reviews	View
Island City House Hotel	3.0 star property	9.6 Exceptional 1,000 reviews	View
Westwinds Inn	3.5 star property	9.4 Exceptional 1,000 reviews	View
The Independent Inn-Adults only	3.0 star property	9.2 Wonderful 63 reviews	View
The Marker Key West Harbor Resort	4.0 star property	9.2 Wonderful 1,030 reviews	View

Where to stay in Historic Seaport

Find the best Historic Seaport areas for the activities you enjoy most.

A large red brick building with arched windows and a prominent entrance.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

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The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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A white lighthouse surrounded by lush greenery and a white picket fence.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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A row of pastel-colored houses with white railings and a clear blue sky.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.

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Top Historic Seaport Hotel Reviews

Simonton Court Historic Inn & Cottages

10/10 Excellent

"Superb little hotel in a great location, with fab rooms and great service. We were fortunate to ate to receive an upgrade to a room with an upstairs terrace area. The pool below was great and a real sun trap. The gardens are so well maintained with lovely planted walkways. Breakfast was great and tasty. Highly recommend a stay here and close to everything but still quiet and relaxing ."

La Concha Key West, Autograph Collection

10/10 Excellent

"Loved our stay at La Concha. Staff was excellent and constantly focused on our comfort and enjoyment. Upon arrival (kind of late), we were unsure if the bar was still serving food. Once staff became aware that we wanted food, they did everything they could think of to ensure we got what we needed. Top-notch customer service! The location of the hotel could not be beat, for our purposes. Easy to explore many different areas that we wanted to see…particularly Old Town and the seaport district. Everything is very walkable; however, if you have people in your party who cannot walk much distance, it is very easy to rent a golf cart to haul them around. An extremely enjoyable trip, made all the better by the staff and quality of La Concha."

Ridley House - Key West Historic Inns

10/10 Excellent

"My husband and I loved our stay at Ridley house. The property is beautiful and well maintained and our room was a nice size with a comfortable bed. We were served a breakfast spread every morning with plenty of food choices. The manager Angel was so helpful and knowledgeable, and he asked us every time he saw us if we needed anything. I don't remember the person's name who filled in for him, but she helped us set up rentals and a sandbar sunset cruise. We used the pool every day, to soak up some sun before heading out for the day. Duval street was an easy two blocks away."

Ocean Key Resort - A Noble House Resort

10/10 Excellent

"The property is located in an excellent location, walking all restaurants, boats, nightlife. The vibe is island, great pool, good food and the staff is wonderful. Could use some maintenance in the rooms, but it’s pretty good. Overall, it’s a fun place!"

Frequently asked questions

What's it like in Historic Seaport?

Travellers will be sure to enjoy their time in Key West's Historic Seaport neighbourhood. Experience the best of Historic Seaport with a visit to Duval Street and Florida Keys Beaches during your trip.

What's the best accommodation in Historic Seaport?

Based on our traveller data, Pier House Resort & Spa is one of the top choices for your stay in Historic Seaport. This resort is steps from Mallory Square, and offers a full-service spa and a private beach. Other good options for your stay in the neighbourhood include Hyatt Centric Key West Resort and Spa and La Concha Key West, Autograph Collection.

How many hotels will I be able to find in Historic Seaport?

Expedia has 306 hotels and other accommodation options in Historic Seaport to choose from, making this an ideal home base for exploring the greater Key West area.

If I need to cancel my hotel reservation in Historic Seaport, will I receive a refund?

Yes! Most room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the best deals in Historic Seaport.

What is there to do around this Key West neighbourhood?

Sights like Curry Mansion Museum, Sails To Rails Museum at Flagler Station and Red Barn Theater can be part of your cultural tour of Historic Seaport. Duval Street and Florida Keys Beaches are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Seaport include Schooner Western Union, Key West Historic Seaport and Papa's Pilar Rum Distillery Hemingway Rum Company. While you're out sightseeing, Donkey Milk House and Key West Bight Marina are a couple of additional sights to visit in Key West.

Historic Seaport hotels in Key West

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Our top choices for Historic Seaport hotels

1. Hyatt Centric Key West Resort and Spa

2. La Concha Key West, Autograph Collection

3. Ocean Key Resort - A Noble House Resort

4. The Marker Key West Harbor Resort

5. Ridley House - Key West Historic Inns

6. Pier House Resort & Spa

7. Artist House Key West

8. The Key West Hotel

9. The Saint Hotel Key West, Autograph Collection, Adult Only

10. Simonton Court Historic Inn & Cottages

11. Island City House Hotel

12. The Garden House

13. Eden House

14. Amsterdam's Curry Mansion Inn

15. Westwinds Inn

16. Banana's Foster Guesthouse

17. Grand Maloney Hotel

18. L'Habitation Guest House - Adults Only

19. Fitch Lodge - Key West Historic Inns

20. The Independent Inn-Adults only

Compare popular hotels in Historic Seaport

Where to stay in Historic Seaport

Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Top Historic Seaport Hotel Reviews

Simonton Court Historic Inn & Cottages

Frequently asked questions

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