Anna Holliday "Holly" Benson (born June 4, 1971) is a former member of the Florida House of Representatives.

In November 2000, Benson became the first Republican elected to the District 3 seat, succeeding Democrat DeeDee Ritchie.

Benson was employed as a municipal bond lawyer, prior to her appointment to the Department of Business and Professional Regulation in December 2006.

She replaced Dr. Andrew Agwunobi, who separated from the Administration after only just over a year in the position to return to the private sector in Washington.

Benson also chaired the Select Committee on Article V, which was tasked with implementing a 1998 constitutional amendment that required a major overhaul of the Florida state court system.