The funnyman was named Worst Actor and Actress for his dual male and female roles in the cross-dressing comedy, which was also branded Worst Picture, Worst Remake and Worst Screenplay.
Sandler also shared the prize for Worst Screen Ensemble and Worst Screen Couple, while his co-star Al Pacino won the Worst Supporting Actor trophy and David Spade was named Worst Supporting Actress for his own cross-dressing role in the movie.
Razzies founder John Wilson joked, "He didn't play triplets, but he couldn't have won more awards if he had."
The Worst Director nod went to Dennis Dugan for his work on Jack and Jill and Just Go With It.
Last year (11), M. Night Shyamalan's The Last Airbender won five awards at the prizegiving, which highlights the biggest movie flops.