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The Other Me (2000)
The Lawrence brothers dominated Disney Channel Original movies (see also Horse Sense, Jumping Ship, Going to the Mat). But this particular movie doesn't feature multiple Lawrence brothers; it features multiple Andrew Lawrences in the story of a kid who clones himself, then gets jealous when everyone likes the clone better.
Under Wraps (1997)
This movie guaranteed that all '90s kids would start to harbor a secret desire for their own mummy. Also, Harold is the best possible mummy name.
The Ultimate Christmas Present (2000)
This is meant to be a "be careful what you wish for" cautionary tale. But even after several return viewings, I'm pretty sure most kids would still take advantage of a machine that creates infinite snow days.
Mom's Got a Date With a Vampire (2000)
It's not the best Disney Channel Halloween feature, but seeing Mr. Sheffield sport fangs is pretty entertaining. Plus it has a solid message — the titular mom doesn't need a man, supernatural or not, to complete her.
In a classic "be careful what you wish for" scenario, Jamie prays for a sibling to distract her parents and gets five. Terrifying only children everywhere, this movie gets points for the Ferris Bueller-style exposition and Scrubs-esque dream sequences.