Massimo Bertolini (born 30 May 1974) is a retired, Italian professional tennis player.

Bertolini had a career high ATP singles ranking of World No.

He also had a career high ATP doubles ranking of World No.

A doubles specialist, Bertolini reached 34 doubles finals across his career with a record of 14 wins and 20 losses.

Included among those results, he went 12–14 in ATP Challenger Tour finals as well as winning two ATP Tour titles (2–5 overall record).