Movies Like Sin Takes a Holiday
If you liked Sin Takes a Holiday (1930), a romance and comedy movie directed by Paul L. Stein, 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

5 to 7 (2014)
★ 7.1/10Also comedy and romanceA young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.
- 2

Bluebeard's Eighth Wife (1938)
★ 7/10Also comedy and romanceAmerican multi-millionaire Michael Brandon marries his eighth wife, Nicole, the daughter of a broke French Marquis. But she doesn't want to be only a number in the line of his ex-wives and undertakes her own strategy…
- 3

High Society (1956)
★ 6.8/10Also comedy and romanceWith socialite Tracy Lord about to remarry, her ex-husband - with the help of a sympathetic reporter - has 48 hours to convince her that she really still loves him.
- 4

Gentlemen Prefer Blondes (1953)
★ 7.3/10Also comedy and romanceLorelei Lee is a beautiful showgirl engaged to be married to the wealthy Gus Esmond, much to the disapproval of Gus' rich father, Esmond Sr., who thinks that Lorelei is just after his money. When Lorelei goes on a…
- 5

Sabrina (1995)
★ 6.2/10Also romance and comedyAfter her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives when he warns…
- 6

The Out-of-Towners (1999)
★ 5.8/10Also comedy and romanceThe adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.
- 7

Out to Sea (1997)
★ 5.9/10Also comedy and romanceCare-free Charlie cons his widower brother-in-law Herb into an expenses-paid luxury cruise in search of rich, lonely ladies. The catch is that they are required to be dance hosts! With a tyrannical cruise director, and…
- 8

Cousins (1989)
★ 6/10Also comedy and romanceWhen Larry and Maria learn that their respective spouses are cheating on them, they try to turn the tables on them by pretending to have an affair. However, they soon find themselves falling in love.
- 9

Wedding Crashers (2005)
★ 6.5/10Also comedy and romanceJohn and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the…
- 10

Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedyA fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
- 11

The Rebound (2009)
★ 6.5/10Also romance and comedyUpon discovering her husband's infidelity, Sandy leaves the suburbs and moves into the city. There, she befriends Aram, a guy whose wife only married him so she could get a green card. Sandy hires Aram to be her nanny…
- 12

Housesitter (1992)
★ 6.2/10Also comedy and romanceCon artist Gwen moves into Newton's empty home without his knowledge and begins setting up house, posing as his new wife.
- 13

For Love or Money (1993)
★ 6.2/10Also comedy and romanceNew York concierge Doug Ireland wants to go into business for himself and refurbish a hotel on Roosevelt Island, N.Y., but he needs an investor. With a few weeks left before his option on the site runs out, Doug agrees…
- 14

This Little Love of Mine (2021)
★ 6.1/10Also romance and comedyLaura Price is a successful San Francisco lawyer on the cusp of promotion – a far cry from her childhood growing up on a tropical island with best friends Chip and Gem. When the firm’s biggest client – Chip’s…
- 15

The Seven Year Itch (1955)
★ 7/10Also comedy and romanceWhen his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.
- 16

Yoh! Bestie (2026)
★ 6.2/10Also romance and comedyThando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
- 17

Intolerable Cruelty (2003)
★ 6/10Also comedy and romanceA revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
- 18

That Uncertain Feeling (1941)
★ 6.6/10Also comedy and romanceA happily married woman sees a psychoanalyst and develops doubts about her husband.
- 19

The Right Kind of Wrong (2013)
★ 5.9/10Also romance and comedyA stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
- 20

Love Is in the Air (2023)
★ 6.2/10Also romance and comedyA fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.