TOP Historic Hotels in Stock Island, FL for 2026

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

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 Stock Island Historic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Stock Island historic hotels

Pegasus International Hotel

Old Town Key West

Jeffrey

₹16,927 total

includes taxes & fees

8 Jul - 9 Jul

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

Amsterdam's Curry Mansion Inn

Key West Historic District

Curtis

₹23,665 total

includes taxes & fees

7 Jul - 8 Jul

View all properties

Top Stock Island Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"The staff was wonderful, respectful, and happy to do whatever I asked. This disable American veteran had a very nice stay. Thanks to Sam on the staff. I had a very good time!"

Beachside Resort & Residences

10/10 Excellent

"We had a wonderful stay! The hotel is absolutely beautiful, and the rooms are incredibly spacious. The kitchen is fully equipped with everything you might need: utensils, plates, pots, baking trays, glasses, and wine glasses. The bed was extremely comfortable, but what impressed me the most were the pillows—they were unbelievably comfortable! I also loved that the bathroom amenities were from Salt & Stone. Overall, I was truly impressed. The only small downside was that the hotel didn’t have any vases. It was my birthday, and my husband surprised me with a beautiful bouquet of flowers, but there wasn’t a vase available, so we had to go out and buy one ourselves. Also, the elevator wasn’t working, and our room was on the third floor. The staff kindly offered to help us carry our luggage, but there were clear hints that a tip was expected, which made the interaction a bit uncomfortable. Personally, I prefer to decide myself when and whom I’d like to tip, rather than feeling pressured or indirectly encouraged. Other than these minor points, everything was absolutely amazing. We truly loved our stay and would happily come back!"