Movies like Money on the Street (1930)
The best movies like Money on the Street (1930) are The Matchmaker's Playbook (2018), Holiday Date (2019) and Gabriel's Rapture: Part I (2021). If Money on the Street hooked you with its romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedGabriel's Rapture: Part I (2021)7.8/10 from 200 votes
- NewestJune and John (2025)Released 2025
The Matchmaker's Playbook (2018)
After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisHoliday Date (2019)
When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisGabriel's Rapture: Part I (2021)
In the fourth instalment of the Gabriel's Inferno series, Professor Gabriel Emerson has embarked on a passionate, yet clandestine affair with his former student Julia Mitchell, but when they return from their romantic holiday in Italy, their happiness is threatened. Will Gabriel succumb to Dante's fate?
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisGabriel's Rapture: Part II (2022)
In the fifth installment of the Gabriel's Inferno series, Gabriel and Julia’s happiness is threatened by a conspiring student and academic politics. When Gabriel is confronted by the university administration, will he succumb to Dante's fate? Or will he fight to keep Julia, his Beatrice, forever?
Why it matches: Recommended by TMDB viewers · both romance
Absolute CinemaMovies like thisIt Was Always You (2021)
Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisFree Rein: Valentine's Day (2019)
Love is in the air as Zoe and friends go on a quest to find a fabled Maid's Stone. But when rivalry blinds them to danger, it's Raven to the rescue!
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisParis, Wine & Romance (2019)
Isabella is the ambitious new owner of her family’s Oregon winery whose dream of becoming world-renowned takes a big step forward when she enters a prestigious wine competition in Paris. Upon arrival, Isabella meets her biggest competitor, Jacques, from one of the world’s foremost winemaking families. Impressed by Isabella and her expertise in wine, a budding romance develops between them.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisNot Cinderella's Type (2018)
Indy lives with her aunt and uncle and believes her life is fine until an accident brings a new guy into her life. Bryant Bailey is not Indy's type - she's never been into guys like him. But then again, she's never really known anyone so stubborn and caring that can also help her discover who she is and what she's worth. A modern telling of Cinderella, based on the novel by Jenni James.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisJune and John (2025)
John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his bumptious life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisSisters of the Groom (2017)
When Sarah needs to impress a corporate bigwig in order to help her sister's catering business, she finds herself agreeing to be his son’s pretend date to a family wedding
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisMidnight Masquerade (2014)
Young businesswoman Elyse Samford's life takes a turn when she inherits Samford Candy, a multi-billion dollar corporation, from her retired father. A trademark infringement lawsuit against a rival company brings Elyse to Higgins Attorneys and Sons, where Rob Carelli, a young, too-nice-for-his-own-good lawyer, is bullied by his boss, firm founder Carter Higgins, and his two arrogant sons. Despite his workplace woes, Rob becomes instantly smitten with Elyse. With Halloween just around the corner, Elyse invites the Higgins law firm staff to an opulent masked Halloween costume ball. Rob obeys an order to remain in the office working that night, but has a change of heart when his spunky, 12-year old niece Ruby, convinces him to attend the ball wearing a prince costume. After a magnificent waltz and magical exchange with the handsome "prince," Elyse yearns to locate this mysterious man and hopefully find the romance her life has been missing.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove in the Forecast (2020)
After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Country Wedding (2015)
A famous country singer set to marry a glamorous Hollywood actress returns to his small town roots. When he crosses paths with his childhood sweetheart and finally feels inspired to write songs again he reevaluates his life, his values and his opinion of true love. As his wedding day approaches, he must decide if he has chosen the right woman to be his wife.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Royal Winter (2017)
While on a last-minute European holiday, a young woman finds herself in the middle of a real-life fairy tale when a chance meeting with a handsome local leads to something more. However, things get complicated when she learns that the "local" is actually a prince who is about to be crowned King, and whose mother is dead-set against her royal son's romance with the tourist.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisGabriel's Rapture: Part III (2022)
In the sixth installment of the Gabriel's Inferno series, Julia deals with the aftermath of Gabriel's departure, while Gabriel goes on a journey of self-discovery. Will they reunite and be able to repair what is broken?
Why it matches: Recommended by TMDB viewers · both romance
Absolute CinemaMovies like thisChateau Christmas (2020)
Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisForever in My Heart (2019)
Jenna and Charlie found love in Ireland but their dreams drove them apart. Five years later, they reunite and Jenna has to decide where her heart belongs—back home or in the Emerald Isle.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisBrigadoon (1954)
Americans Jeff and Tommy, hunting in Scotland, stumble upon a village - Brigadoon. They soon learn that the town appears once every 100 years in order to preserve its peace and special beauty. The citizens go to bed at night and when they wake up, it's 100 years later. Tommy falls in love with a beautiful young woman, Fiona, and is torn between staying or going back to his hectic life in New York.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisEvery Day (2018)
16-year old Rhiannon falls in love with a mysterious spirit named “A” that inhabits a different body every day. Feeling an unmatched connection, Rhiannon and “A” work each day to find each other, not knowing what the next day will bring.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisFlying Home (2014)
Colin, an ambitious young American businessman, has a deal with a potential client, a rich Arab sheikh who is a passionate pigeon fancier. The sheikh has tried several times to buy a champion pigeon, but the owner continues to stubbornly refuse his offer. In an attempt to gain the trust of the Sheikh, Colin offers him a deal: if he manages to convince the owner to sell the champion pigeon, the sheikh will agree to do business with Colin's company. But when Colin meets Jos, the grumpy owner of the pigeon, and Isabella, his granddaughter, he realizes that this mission will not be as easy as he had hoped.
Why it matches: Recommended by TMDB viewers · both romance
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Frequently asked questions
What are the best movies like Money on the Street?
The closest matches to Money on the Street are The Matchmaker's Playbook (2018), Holiday Date (2019) and Gabriel's Rapture: Part I (2021). Below are 17 more, each with the reason it matches.
What should I watch after Money on the Street?
Start with The Matchmaker's Playbook (2018), the closest match to Money on the Street.
What is the highest-rated movie like Money on the Street?
Gabriel's Rapture: Part I (2021), rated 7.8/10 by 200 TMDB users.
What is the newest movie like Money on the Street?
June and John (2025) is the most recent release on this list.
Are there German movies like Money on the Street?
The closest matches are in other languages.
How are movies similar to Money on the Street chosen?
First come films that Trakt’s viewers watch alongside Money on the Street, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.