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Movies that feel like Valentine's Day (2010)

If you loved Valentine's Day, the closest films we have are Pretty Woman (1990), How to Be Single (2016) and The Holiday (2006). All three share Valentine's Day's witty and playful feel, which is what we rank on before quality. 6 of the 12 picks below are included with a subscription right now on HBO Max, Hulu and TNT and others, checked against today's data.

Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.

πŸ… 18% Rotten Tomatoesβ˜… 5.8 IMDb β†—TMDB β†—dir. Garry Marshallwittyplayfulromantictender

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If Valentine's Day hit the spot, these will too

Pretty Woman poster
Pretty Woman
1990 Β· dir. Garry Marshall
πŸ… 65%β˜… 7.1romance Β· comedy

Garry Marshall directing both, with the same fingerprints on each

The difference: Critics rated this one higher still

Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

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How to Be Single poster
How to Be Single
2016 Β· dir. Christian Ditter
πŸ… 45%β˜… 6.1comedy Β· romance

Both keep coming back to the same thing: single

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

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The Holiday poster
The Holiday
2006 Β· dir. Nancy Meyers
πŸ… 51%β˜… 7comedy Β· romance

Both rooted in Los Angeles

Two women, one American and one British, swap homes at Christmastime following bad breakups. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

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The Ugly Truth poster
The Ugly Truth
2009 Β· dir. Robert Luketic
πŸ… 14%β˜… 6.4comedy Β· romance

Common ground in both: romcom and valentine's day

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

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Along Came Polly poster
Along Came Polly
2004 Β· dir. John Hamburg
πŸ… 27%β˜… 6comedy Β· romance

Both are built on the same subject: romcom

Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

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No Strings Attached poster
No Strings Attached
2011 Β· dir. Ivan Reitman
πŸ… 47%β˜… 6.2comedy Β· romance

Common ground: valentine's day

Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?

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Anyone but You poster
Anyone but You
2023 Β· dir. Will Gluck
πŸ… 53%β˜… 6.1romance Β· comedy

Witty where it counts, playful underneath

After an amazing first date, Bea and Ben’s fiery attraction turns ice cold β€” until they find themselves unexpectedly reunited at a destination wedding in Australia. So they do what any two mature adults would do: pretend to be a couple.

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What Happens in Vegas poster
What Happens in Vegas
2008 Β· dir. Tom Vaughan
πŸ… 25%β˜… 6.1comedy Β· romance

Both land romance and tenderness at once

During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.

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27 Dresses poster
27 Dresses
2008 Β· dir. Anne Fletcher
πŸ… 41%β˜… 6.1comedy Β· romance

Comedy built on wit, twice over

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

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Little Fockers poster
Little Fockers
2010 Β· dir. Paul Weitz
πŸ… 10%β˜… 5.5comedy Β· romance

Playful romance, and it commits to that

It has taken 10 years, two little Fockers with wife Pam and countless hurdles for Greg to finally get in with his tightly wound father-in-law, Jack. After the cash-strapped dad takes a job moonlighting for a drug company, Jack's suspicions about his favorite male nurse come roaring back. When Greg and Pam's entire clan descends for the twins' birthday party, Greg must prove to the skeptical Jack that he's fully capable as the man of the house.

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Blended poster
Blended
2014 Β· dir. Frank Coraci
πŸ… 15%β˜… 6.5comedy Β· romance

Romantic comedy in both cases

Recently divorced mom Lauren and widowed dad Jim let their friends push them into a blind date, which goes disastrously wrong. Unsurprisingly, neither wants to see the other ever again. However, fate intervenes when both Jim and Lauren, unbeknownst to each other, purchase one-half of the same vacation package at a South African resort for families, during spring break. They and their children are forced to share the same romantic suite and participate in a slew of family activities together.

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Mamma Mia! Here We Go Again poster
Mamma Mia! Here We Go Again
2018 Β· dir. Ol Parker
πŸ… 80%β˜… 6.6comedy Β· romance

Romance with a pulse of tenderness, in both cases

Five years after meeting her three fathers, Sophie Sheridan prepares to open her mother’s hotel. In 1979, young Donna Sheridan meets the men who each could be Sophie’s biological father.

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The best-reviewed films that share Valentine's Day’s defining feeling.