TOP Historic Hotels in Dredgers Key, FL for 2026

Sailboat Anchored off coast of Dredger Key Sigsbee - Key West Florida

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Our top choices for Dredgers Key historic hotels

Beach nearby, white sand, beach cabanas, sun-loungers

Amsterdam's Curry Mansion Inn

Key West Historic District

Curtis

₹19,201 total

includes taxes & fees

21 Jun - 22 Jun

Pegasus International Hotel

Old Town Key West

Jeffrey

₹18,562 total

includes taxes & fees

8 Jul - 9 Jul

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Top Dredgers Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

8/10 Good

"Property is in a great location. Food choices minimal on the resort. Outside could be maintained more and the rooms were decent."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"The breakfast options were very good and the pool was very well received by the kiddos, including the umbrellas and covered sitting areas. Make sure to get your passes from the front door shuttle rides to Old Town because they can get full. Beautiful location and very quiet."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"This is a beautiful property that is close to everything. The staff was great. In June, do not pay extra to stay here just because of the beach access. The beach is completely unusable due to the extreme amounts of seaweed and its smell. The pool fills up so quickly that you cannot get a chair. Great resort but don’t book it for the beach access. Resort fees are steep for not being able to get pool chairs-bars near pool are fun."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"This was our first (and last) trip to Key West and we decided to stay at the Doubletree, since they were Dog Friendly. We were able to check in 3 hours early, which was wonderful and the staff could not have been more welcoming to us and extremely outgoing to our dog! The room was perfect, overlooking the pool and with a balcony. Very clean and modern room. The only negative (more of an inconvenience) was the elevator on our side of the building was out-of-order and so, we needed to go on the other side of the building to get the elevator...not a big deal though. Unfortunately, we were not fans of the downtown (Duval St) area...too many over-served people and way too many t-shirt shops and bathing suit shops. So we decided to check out early and it was not a problem with the hotel. We thank you for that! Highly recommend the Doubletree Hotel and a big thank you to the entire Team of folks who helped make our hotel stay enjoyable!"

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Check availability on Dredgers Key Historic Hotels

Our top choices for Dredgers Key historic hotels

Amsterdam's Curry Mansion Inn

Pegasus International Hotel

Top Dredgers Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

Hampton Inn Key West FL

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Pier House Resort & Spa

Blue Flamingo Resort Key West

Southernmost Beach Resort and Guesthouses

DoubleTree Resort by Hilton Grand Key - Key West

Beachside Resort & Residences

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Search Historic Hotels in Dredgers Key

Change your mind

Treat yourself

Be picky

Check availability on Dredgers Key Historic Hotels

Our top choices for Dredgers Key historic hotels

Amsterdam's Curry Mansion Inn

Pegasus International Hotel

Top Dredgers Key Hotel Reviews

The Reach Key West, Curio Collection by Hilton

Explore a world of travel with Expedia