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The oldest operating Guest House in Key West, FL
Soak up the rich heritage of Key West, FL, at Island City House Hotel, the oldest operating guest house on the island. Our Arch House, Island City House, and Cigar House buildings each showcase a unique history and style that make us a landmark stop on the Key West Historic Marker Tour.
Originally a private home for a wealthy Charleston family in 1880, this grand Victorian mansion became Island City House Hotel in 1912. Following a faithful restoration, it now offers 11 individually furnished suites, featuring Victorian antiques, lace curtains, and hardwood floors, ranging from one and two-bedroom to studio style.
Built in 1880 as a Arch House, this charming two-story structure is the only one of its kind still standing in Key West. With gingerbread trim and arches that invite the island trade winds, it houses six suites decorated in a casual island style, featuring vibrant colors, cool white wicker, Bahamian ceiling fans, and hardwood floors.
Replicating the historic Alfonso Cigar Factory, this red cypress wood house stands in serene seclusion within the garden, surrounded by swaying palms. With five spacious suites featuring elegant tropical plantation décor, rattan furnishings, Bahamian ceiling fans, French doors, and hardwood floors, it overlooks the pool, offering a tranquil retreat.