Find Historic Hotels in Stock Island, FL from CA $373

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Stock Island Historic Hotels

This weekend
Next weekend

Our top choices for Stock Island historic hotels

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Eddie was extremely accommodating and helpful from the day we booked until check-out. We absolutely enjoyed every minute of our stay. "
United States
Nicole N.
The price is CA $313
CA $527 total
includes taxes & fees
Apr 9 - Apr 10
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,004 reviews)
"Perfect central location with parking. Clean room with lovely private porch. "
United States
Karen
The price is CA $331
CA $373 total
includes taxes & fees
May 6 - May 7
Amsterdam's Curry Mansion Inn

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (155 reviews)
"Overall a very good stay. Innkeepers were friendly and the main area of the home was clean "
United States
Brittany P.
The price is CA $236
CA $487 total
includes taxes & fees
Apr 21 - Apr 22
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (357 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is CA $437
CA $491 total
includes taxes & fees
May 4 - May 5
The Saint Hotel Key West, Autograph Collection, Adult Only

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (167 reviews)
"Great place "
United States
David
The price is CA $282
CA $533 total
includes taxes & fees
Apr 22 - Apr 23
Cottage with Pool and Dockage, just minutes to Key West

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,004 reviews)
"Staff was very helpful, room was clean, loved the hot tub."
United States
Rosemarie
The price is CA $416
CA $538 total
includes taxes & fees
May 3 - May 4
Pegasus International Hotel

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
10.0 out of 10, Exceptional, (119 reviews)
"Brilliant location… very generous to leave bikes and chairs which was used every day. Well decorated and equipped room and comfy bed . Shower is hot and has great water pressure . Check in and out is easy . Thank you "
United Kingdom
Simon
The price is CA $369
CA $680 total
includes taxes & fees
Apr 19 - Apr 20
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (154 reviews)
"My husband and I stayed in the Cortez for three nights, and it was super clean and cozy. There wasn’t a lot of extra space, but it was perfect for sleeping and relaxing since we spent most of our time sightseeing. The common home was adorable. We didn’t end up using it, but it would be great for a larger group. We’re giving the pool four stars—it was heated, which was nice, but it didn’t get much sun for lounging. All in all, it was a great stay!"
United States
Christopher
The price is CA $222
CA $475 total
includes taxes & fees
Apr 14 - Apr 15
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Old Town Key West
9.6 out of 10, Exceptional, (164 reviews)
"Had a wonderful visit and everything was amazing I would highly recommend this place "
United States
Joel
The price is CA $253
CA $511 total
includes taxes & fees
Apr 12 - Apr 13
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (131 reviews)
"Our poolside room was wonderful! Beautiful property and super staff. We will be back again. "
United States
Stephen
The price is CA $333
CA $615 total
includes taxes & fees
Apr 28 - Apr 29
AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Stock Island Hotel Reviews

Explore a world of travel with Expedia