Top 10 Historic Seaport Hotels of 2025

Top 10 Hotels in Historic Seaport, Key West

"Nice room and pool"

RM1,198 total

includes taxes & fees

18 Aug - 19 Aug

Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

"Great property "

RM980 total

includes taxes & fees

7 Aug - 8 Aug

"Great location , close to attractions , great price and good breakfast "

"The staff were amazing with parking in the road and great breakfast"

RM744 total

includes taxes & fees

3 Aug - 4 Aug

"Great location "

RM617 total

includes taxes & fees

11 Aug - 12 Aug

"beautiful place in the perfect spot!"

RM513 total

includes taxes & fees

3 Aug - 4 Aug

"Enjoyed our stay. Highly recommend"

RM716 total

includes taxes & fees

3 Aug - 4 Aug

"Very nice B&B close to everything."

RM632 total

includes taxes & fees

12 Aug - 13 Aug

"Nice little cottage and pool. Sammy made us breakfast each morning and Catie his dog there to greet. All dining, shopping and water sport in walking distance."

RM530 total

includes taxes & fees

5 Aug - 6 Aug

"This is a beautiful place to stay. People and the staff were nice. "

RM884 total

includes taxes & fees

1 Sept - 2 Sept

"Beautiful place so really enjoyed it"

RM1,163 total

includes taxes & fees

7 Aug - 8 Aug

"Amazing location, room, and staff! Will definitely stay again! "

RM1,604 total

includes taxes & fees

26 Aug - 27 Aug

"Great place to stay"

RM1,362 total

includes taxes & fees

13 Aug - 14 Aug

3 outdoor pools, pool umbrellas, pool loungers

"Perfect location and resort if you are looking for excursions, food, drink and all things fun! "

RM1,099 total

includes taxes & fees

26 Aug - 27 Aug

3 restaurants, breakfast, lunch, dinner served; Caribbean cuisine

"Close to everything to do dinning, shopping and very nice rooms!"

RM1,119 total

includes taxes & fees

17 Aug - 18 Aug

"Old southern mansion - boarding house - close - charming - definitely Key West!"

RM1,152 total

includes taxes & fees

4 Aug - 5 Aug

"It was okay overall but the hotel looks better on the pictures for sure. "

RM915 total

includes taxes & fees

10 Aug - 11 Aug

"I had a great stay"

"Absolutely loved our stay here. "

RM1,216 total

includes taxes & fees

12 Aug - 13 Aug

"It was clean, quiet, great location. No negatives at all. "

RM1,059 total

includes taxes & fees

10 Aug - 11 Aug

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Where to stay in Historic Seaport

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

Old Town Key West

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

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Key West Historic District

10 out of top 10 points of interest in this area

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 Ernest Hemingway Home and Museum.

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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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Smathers Beach featuring tropical scenes, a bay or harbor and a sandy beach

Beachside

If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

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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 Key West Tropical Forest and Botanical Garden.

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Top Historic Seaport Hotel Reviews

Heron House Court - Adult Only

10/10 Excellent

"Great place to stay! Close to all the awesome places in Key West. Excellent staff. Highly recommend. "

The Key West Hotel

10/10 Excellent

"We felt like family. From the bar staff, Matthew and Ty, to the propery staff everyone was super friendly and helpful. We stayed in the Boujee suite and it was perfect. The bed was comfortable and the bathroom amenities were top notch, island products. There was live music most nights of our stay which was a plus! The property is right on Duval Street, but it feels so peaceful and quiet. We were welcomed as family with a "welcome home' from the moment we checked in. We will definitely be back. "

The Marker Key West Harbor Resort

10/10 Excellent

"This was our 3rd time staying at The Marker. The resort is well-kept. The rooms are quiet. We enjoyed sitting by the pool to eat breakfast. The location makes our vacation walkable. We park our car in the covered parking and don't need it until we leave. We will definitely be back."

L'Habitation Guest House

10/10 Excellent

"I travel a lot and I was very impressed with the accommodations! The air conditioning was A++++, which in the middle of July says a lot. The bedding was amazing, and being all adult house, it was very quiet during sleeping hours and enjoying the breakfast in the morning. But the highlight of the property was Drew at the front desk, he was like our own private concierge, he went above and beyond to find answers and fulfill requests. Need a golf cart he’s your man, beach towel no problem, helped us out with everything. Highly recommend this property "

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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. Looking for sights you might find in a travel guide about Historic Seaport? Consider a visit to Duval Street while you're in the neighbourhood.

What's the best accommodation in Historic Seaport?

Based on Expedia customer reviews, Bishop Hotel Key West is the highest ranked property in Historic Seaport. This guest house is a short 6-minute walk from Duval Street, and it offers 2 outdoor pools and free breakfast. Other favourite options in the area include Artist House Key West and Island City House Hotel.

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

Expedia has 359 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 Audubon House and Tropical Gardens, Key West Shipwreck Museum and Curry Mansion Museum can be part of your cultural tour of Historic Seaport. Duval Street and Mallory Square 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 Sails To Rails Museum at Flagler Station are a couple of additional sights to visit in Key West.

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Hotels in Historic Seaport, Key West

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Top 10 Hotels in Historic Seaport, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

The Laureate Key West

The Laureate Key West

Authors of Key West Guest House