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Halle Bailey (The Little Mermaid, The Color Purple) stars as Anna, a young woman who has abandoned her dreams of becoming a chef and is now drifting through her twenties with a series of bad choices. When Anna loses her house-sitting job (and housing) in one fell swoop, a chance encounter with Matteo—a handsome Italian who happens to have a villa sitting empty in Tuscany—will inspire her to jet off for Italy, against the advice of her always-honest bestie, Claire (Home Before Dark’s Aziza Scott).