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Movies Like Rosa's Dilemma

If you liked Rosa's Dilemma (2025), a romance and comedy movie directed by Maya Simone, 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. 1Hitch

    Hitch (2005)

    ★ 6.6/10Also comedy and drama

    Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques…

  2. 2To All the Boys: P.S. I Still Love You

    To All the Boys: P.S. I Still Love You (2020)

    ★ 6.8/10Also romance and comedy

    Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.

  3. 3L.A. Without a Map

    L.A. Without a Map (1999)

    ★ 5.8/10Also drama and comedy

    An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a…

  4. 4You Will Meet a Tall Dark Stranger

    You Will Meet a Tall Dark Stranger (2010)

    ★ 5.9/10Also comedy and drama

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling…

  5. 5What's Love Got to Do with It?

    What's Love Got to Do with It? (2023)

    ★ 6.1/10Also romance and comedy

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

  6. 6Love Is in the Air

    Love Is in the Air (2023)

    ★ 6.2/10Also romance and comedy

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

  7. 7A Hollywood Christmas

    A Hollywood Christmas (2022)

    ★ 6.1/10Also comedy and romance

    Jessica, a young, up-and-coming filmmaker in Hollywood has made a name for herself directing Christmas movies. But when handsome network executive Christopher shows up threatening to halt production on her latest…

  8. 8Christmas with You

    Christmas with You (2022)

    ★ 5.8/10Also romance and comedy

    Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.

  9. 9Platinum Blonde

    Platinum Blonde (1931)

    ★ 6.6/10Also comedy and romance

    Ann Schuyler is an upper-crust socialite who bullies her reporter husband into conforming to her highfalutin ways. The husband chafes at the confinement of high society, though, and yearns for a creative outlet. He…

  10. 10The Other End of the Line

    The Other End of the Line (2007)

    ★ 6.5/10Also comedy and romance

    An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.

  11. 11Persuasion

    Persuasion (2007)

    ★ 7.2/10Also drama and romance

    Anne Elliot was once in love with Frederick Wentworth, a commander in the Royal Navy who was rejected by her snobby parents eight years ago. When the family hits hard times and are forced to rent out their mansion to…

  12. 12Let's Make Love

    Let's Make Love (1960)

    ★ 6.4/10Also comedy and romance

    When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

  13. 13The Grass Is Greener

    The Grass Is Greener (1960)

    ★ 6.4/10Also comedy and romance

    Victor and Hillary are down on their luck to the point that they allow tourists to take guided tours of their castle. But Charles Delacro, a millionaire oil tycoon, visits, and takes a liking to more than the house…

  14. 14Green Card

    Green Card (1990)

    ★ 6.1/10Also comedy and romance

    Urban horticulturalist Brontë Mitchell has her eye on a gorgeous apartment, but the building's board will rent it only to a married couple. Georges Fauré, a waiter from France whose visa is expiring, needs to marry an…

  15. 15The Lost Husband

    The Lost Husband (2020)

    ★ 6.7/10Also drama and romance

    Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.

  16. 16This Little Love of Mine

    This Little Love of Mine (2021)

    ★ 6.1/10Also romance and comedy

    Laura 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…

  17. 17Emma

    Emma (1996)

    ★ 6.6/10Also comedy and drama

    Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma…

  18. 18The Apartment

    The Apartment (1960)

    ★ 8.2/10Also comedy and drama

    Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although…

  19. 19A Valentine's Match

    A Valentine's Match (2020)

    ★ 7/10Also romance and drama

    Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.

  20. 20The Half of It

    The Half of It (2020)

    ★ 7.1/10Also comedy and romance

    Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky when Ellie discovers she has feelings…

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