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Movies Like To Have and to Holiday
Find movies like To Have and to Holiday using TMDB similarity plus Movie Rankings community context. Our top current pick is A Prince in Paradise. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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A Prince in Paradise
2023
Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.

Prom Pact
2023
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

Beauty and the Billionaire
2022
Addison travels with a picky billionaire as an assistant in her brother's place so he doesn't lose his job. She clashes with the billionaire until both start to see more in each other than they thought.

A December Bride
2016
Aspiring interior designer Layla is dreading the Christmastime wedding of her cousin who’s marrying Layla’s ex-fiancé. Although Seth is the one responsible for introducing the bride and groom, she begrudgingly accepts his offer to be her date as she’s out of options. Seth gets carried away at the reception and announces they’re engaged, forcing a mortified Layla to keep up the pretense.

My Favorite Wedding
2017
Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

Her Pen Pal
2021
Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.

My Fake Fiance
2012
Jennifer and Vince, virtual strangers, find themselves strapped for cash and decide to stage a fake engagement and wedding just for the gifts

As Luck Would Have It
2021
When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.

Surprised by Love
2015
The story of a young businesswoman who tries to convince her uptight parents to accept her current boyfriend and instead finds herself falling for an old high school flame.

Catering Christmas
2022
A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.

Nearlyweds
2013
Revolves around three friends who have dream weddings only to find out that the pastor who married them failed to complete the key paperwork required to make them official.

The Mistletoe Promise
2016
A chance meeting between two strangers who share a disdain for Christmas results in The Mistletoe Promise, a pact to help them navigate their holiday complications - together. But as they spend more time with each other and experience the magic of Christmas the phony couple discovers there may be more to their contract than business.

Like Cats & Dogs
2017
Spencer is a cat person. Laura is a dog person. Spencer is headed to a beach town to work on his thesis. Laura is coming to the same beach town to escape the shambles of her life. Their personalities couldn’t be more different, but when a reservation screw up lands them – and their pets – in the same vacation rental house, they all have to figure out how to get along with each other.

Marrying Mr. Darcy
2018
Schoolteacher Elizabeth Scott and businessman/philanthropist Donovan Darcy are blissfully in love and newly engaged. As the weeks fly by and the arrangements for their small autumn wedding grow more elaborate and Donovan, wrapped up in his work, is increasingly unavailable. Reminded yet again of their tremendous differences in background and temperament, Elizabeth can’t help but ask herself: should she marry Mr. Darcy?

Four Christmases and a Wedding
2017
When event planner Chloe is hired to plan the local Christmas Festival, she is beyond thrilled to embrace the challenge. Professionally, everything is going great, but much to the dismay of her mother, Chloe confesses she has given up on ever finding Mr. Right. That all changes the night of the opening of the festival when she meets Evan. The two begin a whirlwind romance, but as Christmas Day nears, Chloe learns that Evan is being transferred overseas for work. What follows is three more Christmases where Chloe and Evan cross paths at the annual festival, but each year something - or someone - stands in the way of true love. Will a touch of Santa's magic on their fourth Christmas Eve finally bring them together?

A Kindhearted Christmas
2021
Jamie owns a sightseeing and tour company in the small town of Cooperville, New York. Navigating the holidays with enthusiasm is trickier for Jamie since her husband Matt passed. Matt loved Christmas and found unparalleled joy in giving to others. While reminiscing with family, Jamie realizes the town desperately needs someone with Matt’s genius for thinking of the small gestures that bring genuine happiness to the holidays.

The Seven Year Hitch
2012
Jennifer and Kevin are childhood best friends who have lived together, platonically, as adults for many years. When Jennifer decides to marry her cheating, manipulative boyfriend, Bryce Kevin has to stop the wedding to protect her from making, what he believes is, a terrible mistake. With a little help from his brother and neighbor Kevin discovers that he and Jennifer are already legally married due to common law, having lived together for seven years and, as such, Jennifer can not marry Bryce.

A Merry Christmas Wish
2022
Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.
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