The Red Rooster Inn is a showcase of architectural splendor that captures the essence of history in Key West. Built as a private home in 1870, it later offered modest rooms and apartments for the Coast Guard and the Navy. During the 1970's and 80's, the Rooster became a place where visitors could find a nice and clean room at an affordable price.

Writers, musicians and artists would call the Red Rooster Inn 'home', which adds to Key West's already colorful reputation. Purchased a few years back by the Chelsea House right next door, the inn has kept its name to preserve the history and identity of this unique mansion. The combined properties can offer many amenities such as tropical gardens, pool and sun decks, private sunbathing, off-street parking, coffee bar in the lobby, continental breakfast served pool side each morning (included in the room rate), and the location itself which is only two blocks from Duval Street in the center of the Historic Preservation District.

The Red Rooster Inn has an exciting history beginning with its construction in 1905 by Peter Hanlon, a local textile merchant. This home remains the largest single family home built on Truman Avenue (which was then known as Division Street.) A woman who went by the name Charlotte Roberts bought the large home in the year 1915, bringing her sisters and children into the property.

During the time of the Great Depression, the house was divided into small apartments. This continued until the home was converted into the Cinderella Motel in 1962. Coast guard personnel and day laborers stayed at the place, relaxing on the large verandah and using the community kitchen (now called the Mona Celeste suite).

Hal Murphy and Fred Klaus bought the building and renamed it the Red Rooster Inn around 1978. Jim Durbin and Gary Williams bought the home in 1995 and began extensive renovations. Today, the 16 rooms offer a Caribbean ambience and guests can still be found lounging on the large verandahs or relaxing in the pool and garden areas.