01 A washed-up 80s pop star teams up with a plant-waterer who turns out to write great lyrics.
10 Best 2000s Romance Movies
By Vlad Zakh · February 16, 2026
United States Romance falling in lovefeel good
The 2000s were peak rom-com decade, big ensemble casts, a reliable set of tropes, and enough genuine chemistry between leads that most of these still hold up as comfort watches now. In 500 Days of Summer (2009): A breakup told out of chronological order, refusing to be the romance it looks like at first. Just as strong is Love Actually (2003): Ten overlapping London love stories converge in the weeks before Christmas.
01 
02 A man's new apartment comes with a woman who may or may not actually be a ghost.
03 A father tells his daughter the story of his romantic past, disguising which woman he ended up marrying.
04 A widow receives a year of letters her late husband wrote before he died.
05 A New York success story has to go home and finalize a divorce she's been avoiding.
06 A perpetual bridesmaid finally has to plan her own wedding while hiding a new romance.
07 A columnist and an ad executive each secretly try to sabotage the other's bet.
08 A boss fakes an engagement to her assistant to avoid deportation, and it goes about how you'd expect.
09 A breakup told out of chronological order, refusing to be the romance it looks like at first.
10 Ten overlapping London love stories converge in the weeks before Christmas.
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