Born in Fiorentino, San Marino, Vitaioli has represented three clubs on a permanent basis: San Marino Calcio, F.C. Fiorentino and Sammaurese, and has played for four clubs on loan: Empoli (although he failed to make a single league appearance in the second half of 2005–06 Serie A), ASD Cagliese, Real Montecchio and P.D. Castellarano.
•
He is considered to be one of the most promising young talents in the San Marino national football team, often regarded as a key member of the squad, partnering Andy Selva and Nicola Ciacci in a three-pronged San Marino attack.
Matteo Messina Denaro | Roberto Di Matteo | Matteo Thun | Matteo Renzi | Don Matteo | Santo Di Matteo | Matteo Ponzone | Matteo Maria Boiardo | Matteo Manassero | Gian Matteo Giberti | Michele di Matteo Lambertini | Matteo Wade | Matteo Trefoloni | Matteo Salvini | Matteo Garrone | Matteo Ferrari | Matteo di Cione | Matteo Cheda |