The Best Historic Hotels in Stock Island, FL from ₩210,123 in 2026

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

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Our top choices for Stock Island historic hotels

1. Pegasus International Hotel

Old Town Key West

Shahid

₩170,489

₩259,949 total

includes taxes & fees

Sep 11 - Sep 12

2. Amsterdam's Curry Mansion Inn

Key West Historic District

Melissa

₩186,777

₩210,123 total

includes taxes & fees

Sep 7 - Sep 8

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Top Stock Island Hotel Reviews

Ibis Bay Beach Resort

10/10 Excellent

"Me gustó mucho un hotel recomendado buena ubicación…lo único es que la habitación estaba falta de limpieza solo eso pero por lo general excelente"

Beachside Resort & Residences

10/10 Excellent

"The only thing was the size of the room with two double beds was small. Also there was supposed to be to be a balcony but there wasn’t. No chairs are out on the walkway. The staff was excellent! Everyone helpful and super nice"

Hilton Key West Resort & Marina

10/10 Excellent

"Bryan was very nice and pleasant. He went over all the details of the property and apologize for the elevator being down, due to us being on the 3rd floor. Going up and down was a good exercise.The room was just like the picture online beautiful waking up to the smell of the ocean and hearing the waves. 😊I rate this a 10"

Parrot Key Hotel & Villas

10/10 Excellent

"Entire experience was awesome. Very comfortable and close to everything"

Pier House Resort & Spa

8/10 Good

"I booked The Pier House as a solo female traveler & having stayed here before, I felt very safe! I was accommodated with an oceanfront 3rd floor (nobody above me, per my request) balcony room with a phenomenal view of Sunset Island. I also booked there because of the ability to snorkel right off the the beach on property along the rocks that are teaming with diverse marinelife, inside the enclosure floats to keep guests from gettubg caught in the current. The spa was lovely, but needed some "attention" to whole concept of 'relaxion. Before my spa services given my robe I was directed to the "relaxation room" that needed the water container that needed to be filled- I had to ask several times, there were multiple people watching videos on their phones! Unacceptable at this level of service. Also, the hot tub deck needed some maintenance & cleaning-there was an glass with old wine fermenting & molding next to the spa. My massage by Joe was PHENOMENAL! I highly recommend him, but my facial was just ok - seemed a little rough & rushed. Not the experience I was seeking. The room was super clean & the staff accommodated for the broken ice machine on the 2nd floor, by bringing me buckets of ice on request. The beach could use a bit of upkeep. There needs to be someone sweeping up the seaweed & the sand needs 'grooming on a daily basis. The beach chairs did have covers & there was always clean fresh towels. The restaurants were amazing & the seaside dining was a bonus!"