As of 2011, the Fernandina Beach house used for Villa Villekulla, Pippi's home, is now Posada San Carlos, a bed and breakfast inn. Painted white, pink, and green, it has also become a popular tourist attraction.

A natural redhead, Tami Erin's hair was dyed a more red shade for the film.

Tami Erin was selected for the title role out of over 8,000 actresses worldwide for her talents, which include singing, dancing, gymnastics/tumbling and horseback riding.

Fay Masterson was one of the runner-ups in the casting search to play the role of Pippi. Ken Annakin liked her so much that he wrote the part of the head girl at the children's home just for her.

Pippi's pet horse was unnamed in the original books (where it was simply called "Horse"). Although some adaptations give the horse a name, its official name in Sweden is Lilla Gubben (Swedish for "Little Old Man"), a name given to the animal in the Pippi Longstocking (1969) TV series. For this film, the horse is named Alfonso.

Producer Gary Mehlman became fascinated with Pippi Longstocking ever since his daughters Romy Mehlman and Alexandra Gurule (nee Mehlman) watched the US dubs of the Pippi Longstocking (1969) TV series (compilations) and movies on VHS rentals (by Video Gems). Inspired by this, Gary began vying for the rights to produce a Pippi film as far back as 1983, but Astrid Lindgren, the author of the Pippi books, was adamantly reluctant to cooperate, feeling that Pippi was like her own child, and was very uncomfortable with Pippi being in Hollywood territory. On the other hand, Svensk Filmindustri, the Swedish studio that owned the production rights to Pippi (and produced the aforementioned TV series/movies), was interested in a possible foreign co-production, but only with Astrid's approval, out of respect. Eventually, in 1985, after a meeting in Stockholm, Astrid agreed to allow Gary to produce a Pippi film, after she hugged his daughters Romy and Alexandra (8 and 7, respectively, at the time), who visited her with their father. Both little girls were credited in the closing credits as the ones "whose love for "PIPPI" provided the inspiration for this film."

Although Tami Erin's Pippi wears a blue dress, just like in the original books, she sometimes wears a green dress, as an homage to the Pippi played by Inger Nilsson in the Pippi Longstocking (1969) TV series. In total, there are three variations of her trademark dress: blue, pink, and checkered green.

The miniature hovercraft piloted by the character Jake (Clark Niederjohn) is the Pitcairn Autogyro, built by Stephen Pitcairn in June of 1931. Nicknamed "Miss Champion," it was made for the Champion Sparkplug Co., Model PCA2, tail number NCC-11609. After filming, Stephen Pitcairn donated it to the Experimental Aircraft Association in Oshkosh, Wisconsin, where it is, as of 2010, on display in a hanger.

Despite the movie's title it is not a sequel of the "Pippi Longstocking" stories but a retelling of the first two books of the "Pippi Longstocking" Series.

Tami Erin went on to a modeling career and sporadic appearances in lesser known films. Her biggest return to the spotlight was an inadvertent one in 2013. A former boyfriend was threatening to release a sex tape of her, so she pre-empted him by selling the tape to a pornographic company.

Original creator of Pippi Longstocking, Astrid Lindgren, was initially opposed to the idea of an American remake of her stories. She changed her mind when she met the daughters of producer Gary Mehlman, both of whom were huge Pippi fans.

This was director/screenwriter Ken Annakin's final completed film.

In Americanizing the story, characters have been reworked for this movie. The character of Miss Bannister (Eileen Brennan) is a variation on Miss Prysselius from the Pippi Longstocking (1969) TV series. The character of Mr. Blackhart (George DiCenzo) is a crooked version of the nameless "Fine Gentleman" from the beginning of the third and final Pippi book, "Pippi in the South Seas." His henchmen, Rype (J.D. Dickinson) and Rancid (Chub Bailly), are based on the thieves Thunder-Karlsson and Bloom (who both originated in the first Pippi book, and also appeared in the TV series). The character of Miss Messerschmidt (Carole Kean) is based upon Miss Rosenblom (who also appeared in the book "Pippi in the South Seas"). And Gregory the Glue Man (Dick Van Patten) is based upon Konrad the Peddlar from the film Pippi on the Run (1970) (the denouement of the original Pippi TV/film series).

Tommy and Annika's family name, "Settergren," is slightly respelled "Settigren" for this film. Similarly, the name of Pippi's pet monkey, "Mr. Nilsson," was slightly respelled "Mr. Neilson" here.

Although the publicity material touted this film as the first American adaptation of Astrid Lindgren's Pippi Longstocking books, there were already two other adaptations made in the US: Shirley Temple's Storybook: Pippi Longstocking (1961) (starring former Mousketeer Gina Gillespie), and ABC Weekend Specials: Pippi Longstocking (1985) (starring Carrie Kei Heim). Those were the 2nd and 5th adaptations of Pippi, respectively. This film is the 6th (and, as of 2012, last live-action) adaptation. However, it was technically the first US-produced *theatrical* Pippi adaptation.

In the books, Pippi Longstocking is 9 years old. Tami Erin, who plays her here, was 12 at the time of filming.

When Pippi, on her own accord, sits in a corner (despite being told to do so by the teacher Ms. Messerschmidt) in the classroom of the Rocksby Children's Home, visible are some pages of Maurice Sendak's classic storybook "Where the Wild Things Are" tacked on the bulletin board next to her.

The literal translations of some of this film's foreign language titles include "Pippi Longstocking: The Strongest in the World" (Sweden; Pippi's native country); "Pippi Longstocking's New Tricks" (Germany); "Pippi Longstocking's Adventure Story" (Japan); "Pippi Longstocking: The World's Strongest Girl" (Finland); "The World's Strongest Pippi" (Norway); "Pippi Longstocking: The Movie" (Spain); and "The Adventures of Pippi Longstocking" (Argentina and France).

Bob Hoskins was considered for the role of Mr. Blackhart