Most Similar Movies to Roman Holiday (1953)
If you are looking for movies like Roman Holiday (1953), you might like movies tagged with keyword : romance, comedy, classic, romantic, princess, journalist, holiday, adventure, freedom, royalty, escape, audrey hepburn, black and white, 1950s, europe, italy, coming of age, self-discovery, cultural clash, lighthearted .
All Roads Lead to Rome (2015), Rome Adventure (1962), Love in the Afternoon (1957), But Not for Me (1959), Love on the Run (1979), The Sure Thing (1985), The Brothers Bloom (2008) ... Let's take a look at the following list...

All Roads Lead to Rome (2015)
Maggie is an uptight, single mother and college writing teacher from New York City. In an effort to reconnect with her troubled teen daughter Summer, she decides to embark on a journey to a Tuscan village that she frequented in her younger days. Upon arrival, Maggie runs into Luca, a handsome former lover who is still a bachelor and lives with his eighty-year-old moth...Read all
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Rome Adventure (1962)
Under fire for giving a student her copy of a romance novel, Prudence resigns from her teaching position and sails for Italy.
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Love in the Afternoon (1957)
A middle-aged playboy becomes fascinated by the daughter of a private detective who has been hired to entrap him with the wife of a client.
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But Not for Me (1959)
A Broadway producer's (Clark Gable) secretary (Carroll Baker) inspires his play about a younger woman chasing an older man.
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Love on the Run (1979)
Antoine Doinel is now more than thirty. He divorces from Christine. He is a proofreader, and is in love with Sabine, a record seller. Colette, his teenager love, is now a lawyer. She buys Antoine's first published autobiographical novel. They meet again in a station...
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The Sure Thing (1985)
A college student plans a cross-country trip to get laid, but ends up traveling with a young woman. They hate each other, so naturally...
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The Brothers Bloom (2008)
The Brothers Bloom are the best con men in the world, swindling millionaires with complex scenarios of lust and intrigue. Now they've decided to take on one last job - showing a beautiful and eccentric heiress the time of her life with a romantic adventure that takes them around the world.
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Road to Singapore (1940)
Two playboys try to forget previous romances in Singapore - until they meet a beautiful dancer.
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Houseboat (1958)
A widower, his three young children, and a bombshell nanny get to know each other better when circumstances have them living together aboard a badly neglected houseboat.
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Gidget (1959)
A young girl discovers surfing and love (in that order) during one transitive summer.
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To Rome with Love (2012)
The lives of some visitors and residents of Rome and the romances, adventures and predicaments they get into.
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Climbing High (1938)
Wealthy young man Nicky (Sir Michael Redgrave) pretends to be poor to be close to model Diana (Jesse Matthews) though he's nearly engaged to aristocrat Lady Constance (Margaret Vyner).
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My Lucky Star (1938)
The son (Romero) of a department store owner enrolls the store's sports clerk (Henie) at a university to use her as an advertisement for their fashion department. She falls for a teacher (Greene) and gets expelled.
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The Shop Around the Corner (1940)
Two employees at a gift shop can barely stand each other, without realizing that they are falling in love through the post as each other's anonymous pen pal.
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Midnight in Paris (2011)
While on a trip to Paris with his fiancée's family, a nostalgic screenwriter finds himself mysteriously going back to the 1920s every day at midnight.
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A Little Romance (1979)
An American teenager living in Paris meets and falls in love with a local.
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The Strawberry Blonde (1941)
Quick-tempered yet likable Biff Grimes falls for the beautiful Virginia Brush, but he is not the only young man in the neighborhood who is smitten with her.
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