Toldo then joined Fiorentina in 1993, and became the "Viola" club's starter for eight seasons, helping the club win the Serie B title in his first season, and earn promotion to Serie A, later also winning the Coppa Italia twice, the Supercoppa Italiana, and playing in one edition of the UEFA Champions League, as well as reaching the semi-finals of the 1996–97 UEFA Cup Winners' Cup. In 2000, Toldo was named the Serie A Goalkeeper of the Year for his performances.