[4] On 11 September 2016, he made his professional debut with the club's reserve team as a substitute in a 2–1 home win over Académico de Viseu in LigaPro.

[7] Four days later, he made his European debut as Benfica beat Galatasaray 2–1 in the first leg of the UEFA Europa League round of 32, their first ever victory in Turkey.

Despite contracting COVID-19 during the season, Florentino found limited minutes, only making two starts in eleven appearances, which saw Monaco finish third place in the league.

[12] On 31 August 2021, Florentino joined La Liga side Getafe on a season-long loan deal for a €500,000 with the Spanish club having an option to buy for €10 million.

[14] Florentino initially became a starter, being the club's best performing midfielder, but following the appointment of Quique Sánchez Flores, he eventually lost his place in the team, and was linked with a potential return to Benfica in January, before making a total of 24 appearances, including 8 starts, as Getafe nearly avoided relegation.

During the pre-season, he impressed newly arrived coach Roger Schmidt with his "quality and commitment", according to the new coach, leading him to earn a spot in the starting eleven, being entrusted by his new manager in the defensive midfield role, in Benfica's first win of the season on 2 August, starting in a 4–1 home win over Midtjylland in the first leg of the 2022–23 UEFA Champions League third qualifying round.

[17] He subsequently formed a successful partnership in midfield, with the club's newest signing Enzo Fernández, and in his next six matches he registered a 93% passing rate, 5 tackles per match and won 90% his duels, topping the Primeira Liga's defensive stats, including an assist for David Neres goal in Benfica's 5–0 home win over Marítimo on 18 September, after winning a duel.

[19] Florentino earned 84 caps and scored 1 goal for Portugal across all youth levels, starting with a 2–1 win for the under-15 team against Switzerland in Campo Maior on 10 June 2014.