Tobey Maguire was the first to portray Spider-Man in the 2000s, and holds a place in many hearts. Of the three, Maguire is the oldest but also the most iconic. As for the best Spider-Man, some (on Rotten Tomatoes) would even say, “It was Tobey Maguire, with his three Spider-Man films directed by Sam Raimi, who kicked off the superhero movie era as we know it and respect must be paid.”

Maguire hits the mark with the nerdy archetype of Peter and accurately portrays the struggle of leading a double life. Of the two, many feel this is the best Mary-Jane and Peter Parker love match, especially following their iconic kiss.

Unfortunately, Maguire’s rendition of Spider-Man lacked quippy humor, a commonly believed vital part of Peter Parker's personality, although he accurately portrays Peter’s struggles.

Maguire and Raimi managed to craft Peter as a relatable human being who just happens to be put in extraordinary circumstances, and Maguire plays to that element perfectly.

Andrew Garfield's Spider-Man is often forgotten. Some might even say the underdog. After the first two movies were such failures, his third movie was cancelled. While Garfield himself portrayed Spider-Man excellently, unfortunately, the writing and directing of the films were horrendous.

Garfield portrays Peter as darker and edgier. He also carries himself with a swagger, which according to reviews turns some people off.

Tom Holland is widely regarded as the best Spider-Man. Being the modern Spider-Man, Holland is the youngest of the 3. He was the only one to still be a teenager during filming, being only 19 years old when he first came to the role.

His nervous, frantic energy strikes the perfect balance of youthful innocence and adolescent self-discovery. Holland best exemplifies the youthful liveliness of Peter Parker. Holland is also the most relatable Spider-Man because of our insight into his teenage problems and internal conflicts.

Holland also has the most notable arc, be it due to the number of movies he has been in, which shows him growing from a naïve, impulsive teenager to a young mature man.

Holland also had the vastest audience appeal, Sony and Marvel striking a deal, incorporating Spider-Man into the MCU.

Unfortunately, some feel that Holland's rendition of Spider-Man wasn’t as fulfilling as others.

“His lack of independence has disappointed some fans that believe he has been painted as Iron Man’s sidekick rather than his character. “- As stated by Papyrus.