Matteo Giampaolo Vitaioli (born 27 October 1989) is a Sammarinese footballer who plays for La Fiorita as a midfielder.

Born in Fiorentino, San Marino, Vitaioli has represented four clubs on a permanent basis: San Marino Calcio, F.C.

Fiorentino, Sammaurese and Tropical Coriano 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.

[1] He was 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 with Andy Selva and Nicola Ciacci in a three-pronged San Marino attack.

He has won 98 caps to date, being the most capped player of his country and scored his first goal on 8 September 2015, in a European Championship qualifier away to Lithuania.