[1] A tough yet fair player, Anquiletti was a successful right-sided full-back, who was known for his strength, energy, work-rate, positioning, marking ability, anticipation, and his ability to read the game; he also excelled in the air and was confident on the ball and at distributing it to teammates, which also enabled him to be deployed as a sweeper towards the end of his career.

[2][3] He is mostly remembered for his lengthy spell with AC Milan and for being a member of the Italian UEFA Euro 1968 winning squad.

In 1964 he played with Atalanta in Serie A, making his debut on 16 November 1964, at the age of 21, in a 1–0 away win over Cagliari; he remained at the club for two seasons.

From 1966 to 1977 played for AC Milan, where he achieved notable success, forming an impressive defensive line-up during his 11 seasons with the club alongside Cudicini, Trapattoni, Rosato, and Schnellinger, which was nicknamed the Maginot Line.

He struggled to find space in the national side due to the presence of Tarcisio Burgnich and Fabrizio Poletti in his role.