Massimo Bertolini (born 30 May 1974) is a retired, Italian professional tennis player.
Bertolini had a career high ATP singles ranking of World No. 329, achieved on 1 May 1995. He also had a career high ATP doubles ranking of World No. 36, achieved on 3 May 2004.
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). He also reached two Grand Slam quarter-finals, at the 2001 US Open and the 2003 French Open.
ATP career finals
Doubles: 7 (2 titles, 5 runner-ups)
ATP Challenger and ITF Futures finals
Doubles: 27 (12–15)