Movies Like The Gay Vagabond

If you liked The Gay Vagabond (1941), a comedy movie directed by William Morgan, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Big Business (1988)
★ 6.4/10Also comedy
In the 1940s in the small town of Jupiter Hollow, two sets of identical twins are born in the same hospital on the same night. One set to a poor local family and the other to a rich family just passing through. The…
2
The Challenge (2003)
★ 6.1/10Also comedy
Estranged twins Lizzie and Shane are chosen for a Survivor-like popular game show with college scholarships as the prize.
3
The Suite Life Movie (2011)
★ 6.1/10Also comedy
Cody and Zack are approached to join the Gemini Project, a high-tech research center studying the dynamics between twins. Shockingly, they find themselves interconnected in a whole new way! When one twin experiences…
4
Freaky Friday (2003)
★ 6.6/10Also comedy
Mother and daughter bicker over everything -- what Anna wears, whom she likes and what she wants to do when she's older. In turn, Anna detests Tess's fiancé. When a magical fortune cookie switches their personalities…
5
Switched (2020)
★ 6.5/10Also comedy
Tired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they…
6
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
7
Freakier Friday (2025)
★ 6.8/10Also comedy
Years after Tess and Anna endured an identity crisis, Anna now has a daughter of her own and a soon-to-be stepdaughter. As they navigate the myriad challenges that come when two families merge, Tess and Anna discover…
8
Big Fat Liar (2002)
★ 5.9/10Also comedy
After one of his class papers is stolen and turned into a movie, a young student and his best friend exact a hilarious, slapstick revenge on the Hollywood hot shot who has taken credit!
9
Are We Done Yet? (2007)
★ 5.8/10Also comedy
Newlyweds Nick and Suzanne decide to move to the suburbs to provide a better life for their two kids. But their idea of a dream home is disturbed by a contractor with a bizarre approach to business.
10
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
11
Freaky Friday (1976)
★ 6.1/10Also comedy
School girl Annabel is hassled by her mother, and Mrs. Andrews is annoyed with her daughter, Annabel. They both think that the other has an easy life. On a normal Friday morning, both complain about each other and wish…
12
The Wizards Return: Alex vs. Alex (2013)
★ 7.8/10Also comedy
While trying to prove to her family she can be mature and responsible, teen wizard Alex Russo conjures up a spell to rid herself of her bad qualities, unintentionally creating a Good and Evil Alex. When Evil Alex gets…
13
Good Neighbor Sam (1964)
★ 6.6/10Also comedy
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
14
Rock-a-Bye Baby (1958)
★ 6.9/10Also comedy
An average television repairman must care for the newborn triplets of his former hometown sweetheart—now a famous movie star—so her career will not suffer.
15
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
16
Teen Beach 2 (2015)
★ 6.8/10Also comedy
When characters from the movie musical “Wet Side Story” get stuck in the real world, teens Brady and Mack must find a way to return them home.
17
The Gnome-Mobile (1967)
★ 6.3/10Also comedy
An eccentric millionaire and his grandchildren are embroiled in the plights of some forest gnomes who are searching for the rest of their tribe. While helping them, the millionaire is suspected of being crazy because…
18
Oliver the Eighth (1934)
★ 7.1/10Also comedy
Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and…
19
Adventures in Babysitting (2016)
★ 7.2/10Also comedy
Two teen rival babysitters, Jenny and Lola, team up to hunt down one of their kids who accidentally ran away into the big city without any supervision.
20
Kim Possible: A Sitch in Time (2003)
★ 6.7/10Also comedy
Kim and Ron start a new school year, only to learn that Ron's family is moving to Norway. This puts a strain on their partnership, just as Dr. Drakken, Monkey Fist, and Duff Killigan team up to find and use an ancient…