20 best movies like Last Holiday (2006)

Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

Bakery owner Molly meets Josh, a widower who recently moved to town with his young son, but she is also charmed by a mysterious client whom she’s never met in person and she doesn’t realize that they’re the same man.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

Aged, embittered widower, Fred learns to enjoy life thanks to his elderly yet vibrant neighbor, Elsa. Upon learning Elsa is terminally ill, Fred takes her to the Fontana di Trevi in Rome in order to reenact her favorite scene from ‘La Dolce Vita’.

In an attempt to win back her ex-boyfriend on Christmas Eve, Kate ends up ruining her blind date with Miles, a handsome guy she's been set up with. In a strange twist of fate, Kate is given the chance to re-live Christmas Eve twelve times.

Lovely Linda Mason has crooner Jim Hardy head over heels, but suave stepper Ted Hanover wants her for his new dance partner after femme fatale Lila Dixon gives him the brush. Jim's supper club—Holiday Inn—is the setting for the chase by Hanover and manager Danny Reed. The music's the thing.

When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.

The film tells the story of quick-witted teen Mark, contentedly living the same day in an endless loop whose world is turned upside-down when he meets mysterious Margaret also stuck in the time loop. Mark and Margaret form a magnetic partnership, setting out to find all the tiny things that make that one day perfect. What follows is a love story with a fantastical twist, as the two struggle to figure out how -- and whether -- to escape their never-ending day.

A professional in the advertising business, Holly dreams of finding Mr. Right, & getting the "perfect" romance. When she meets someone who ~looks the part, she falls hard & fast. But soon she is reminded that appearances can be deceiving, & true love grows in more unexpected places.

Two talented song-and-dance men team up after the war to become one of the hottest acts in show business. In time they befriend and become romantically involved with the beautiful Haynes sisters who comprise a sister act.

A divorcee has a passionate affair with a much younger surfing instructor in Hawaii.

After fast-paced New York City high-end real estate broker Fiona Rangely (Lacey Chabert) gets dumped by her boyfriend, she escapes to her family’s quaint Vermont Inn for a few days to slow down and evaluate her life. When her ex-boyfriend Nate shows up at the Inn with a brand new girlfriend, Fiona quickly devises a plan to win him back: pretend the handsome and very laid- back head chef Derek (Carlo Marks) is her new boyfriend! Much to the surprise of Derek --and to Fiona herself-- in pretending to be in love, she realizes that she’s been thrown a curveball: sometimes the best things in life are worth the wait.

When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, Frankie develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.

Two women, one (Cameron Diaz) from America and one (Kate Winslet) from Britain, swap homes at Christmastime after bad breakups with their boyfriends. Each woman finds romance with a local man (Jude Law, Jack Black) but realizes that the imminent return home may end the relationship.

Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one...but he's afraid that the past will get in the way.

Pledging to keep herself from being the oldest and the only woman in her entire family never to wed, Montana embarks on a thirty-day, thirty-thousand-mile expedition to charm a potential suitor into becoming her fiancé.

After her mother's death, mediocre chef Amanda Shelton is having trouble attracting customers to her family's restaurant. While shopping for ingredients, she is given a magical crab by mysterious Gene O'Reilly. Afterward, Amanda's dishes suddenly become excellent, inducing strong emotional reactions in everyone who eats them. Tom Bartlett, who is preparing to open his own eatery, tries her cooking and falls in love.

When a reporter encounters the eldest son of a famous political family at a mountain retreat, she winds up pretending to be his girlfriend over Christmas so he can save face with his family. Should she secretly expose newsworthy scoops about the famous family in order to save her job, or trust that she's falling in love for real? Stars Patricia Richardson and Katrina Law.

A romantic comedy about a family traveling to the French capital for business. The party includes a young engaged couple forced to confront the illusion that a life different from their own is better.

Nino is a quiet outcast with only a bird for a friend. Kira is a popular boy with a big secret. Even though they live next to each other, they have never spoken. But when Nino learns Kira's secret, everything begins to change, and what starts as a hesitant friendship grows into something more... but how long can it last?

Two employees at a gift shop can barely stand one another, without realising that they are falling in love through the post as each other's anonymous pen pal.

The night after another unsatisfactory New Year party, Tim's father tells his son that the men in his family have always had the ability to travel through time. Tim can't change history, but he can change what happens and has happened in his own life – so he decides to make his world a better place... by getting a girlfriend. Sadly, that turns out not to be as easy as he thinks.

A young woman is forced to reflect on her first relationship when she inadvertently moves into her ex boyfriend's apartment building.

Life has its downs for James, living with his mom in Chicago at 39, an aging performer at Second City, eating and weighing too much. A woman he's been dating drops him, as does his agent, her brother. James turns down roles in local TV, roles that make him sad. Someone's remaking his favorite movie, "Marty," a role he'd love, but he doesn't even get an audition.

A woman at rock bottom must find her way across Los Angeles in order to crash her ex-boyfriend's engagement party.

With Christmas approaching, a handsome fireman afraid of commitment adopts a stray cat and meets a beautiful veterinary student who challenges his decision to remain a confirmed bachelor.

Left broke and homeless by his wealthy parents' divorce, a young man moves in with an old friend and finally meets the woman of his dreams -- only to discover she's already dating his friend.

In a world connected by YouTube, iTunes, and Facebook, Lola and her friends navigate the peer pressures of high school romance and friendship while dodging their sometimes overbearing and confused parents. When Lola's mom, Anne, "accidentally" reads her teenage daughter's racy journal, she realizes just how wide their communication gap has grown.

A 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.

Gray Wheeler just lost everything. But it could be the best thing that ever happened to her. After the death of her fiancé, Gray moves in with her late love's best friends. While Sam and Dennis do their best to cheer Gray up, Fritz doesn't seem to care. Once Gray breaks through Fritz's defenses, however, she finally sees why her fiancé thought so highly of him. As they spend more time together, Gray learns that her chances for love have not died out with her fiancé. But when some surprise guests show up on their doorstep, it'll take the love of all of her new friends to help Gray learn that life may be messy, but love is messier.

A long lost music producer finds a singer-songwriter right about the moment he has given up all hope on life.

A modern reimagining of the classic romantic comedy, this contemporary version closely follows new love for two couples as they journey from the bar to the bedroom and are eventually put to the test in the real world.

A timid magazine photo manager who lives life vicariously through daydreams embarks on a true-life adventure when a negative goes missing.

Victor Bukowski is an out-of-work actor with problems. He's got a lousy agent, he has a habit of falling out with directors and he's still in love with his ex-girlfriend. However, Victor is about to embark on an unexpected emotional journey which will make him confront his future and his past mistakes.

When new kid in town Ed Wallis is given an assignment to interview an older person, he turns to his mysterious neighbor, Ashby Holt for help. That new connection leads to unexpected journeys for both of them, as Ashby – who turns out to be a retired CIA assassin – deals with a terminal prognosis, and Ed deals with adjusting to life with his newly single mom and developing relationship with a brainy classmate, Eloise.

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by a the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

The weeks leading up to a young couple's wedding is comic and stressful, especially as their respective fathers try to lay to rest their feud.

A recent college graduate sets out to win back the girl of his dreams.

Reunited after 15 years, famous chef Sasha and hometown musician Marcus feel the old sparks of attraction but struggle to adapt to each other's worlds.

P-A-X-497/341, aka “Pax” , a curious young man from the well-ordered but loveless future, travels to present day New Orleans in search of romance novelist Elizabeth Barrett – whose book he has come upon during an archeological dig in the year 3127. Hoping Elizabeth can explain the concept of love to him, which is now nonexistent in his time, Pax embarks on an adventure filled with new discoveries. Elizabeth introduces Pax to life in the year 2011, filled with love, music and of course, destiny. When Pax doesn’t return to the future by the given deadline, Bob, his fellow scientist, travels back in time to find him. Meanwhile, as Elizabeth helps Pax learn about love, she ends up confiding in her colleague, played by Valerie Harper, about her own upcoming “surprise” engagement.

When Elliot, a brash 23-year-old living carefree in New York City, meets the sensible Mia and receives a damning diagnosis all in the same week, his world is turned completely upside down. But as their love blossoms amidst the chaos of his treatment, they discover that Elliot's illness is not the real test of their relationship – it's everything else.

Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.

When their plane is rerouted due to a hurricane warning, two single female best friends find themselves competing for the same guy during an extended layover in St. Louis.

Three magazine employees head out on an assignment to interview a guy who placed a classified ad seeking a companion for time travel.

Professor Lawrence Wetherhold (Dennis Quaid) might be imperiously brilliant, monumentally self-possessed and an intellectual giant -- but when it comes to solving the conundrums of love and family, he's as downright flummoxed as the next guy.

In an updated contemporary version of the beloved stage play and 1989 film, "Steel Magnolias" chronicles the lives and friendship of six women in Louisiana. Supporting each other through their triumphs and tragedies, they congregate at Truvy’s beauty shop to ponder the mysteries of life and death, husbands and children - and hair and nails - all the important topics that truly unite and celebrate women.

The lives of several couples and singles in New York intertwine over the course of New Year's Eve.