How to Marry a Billionaire: A Christmas Tale (2000)

Three broke men--a sculptor, an obsessive compulsive teacher, and a stupid actor--desperately want to be rich. Someone lends one of them his mansion and cars while he's off on his Christmas vacation, and they pretend to be rich so they can get rich women, as they have had bad experiences with women leaving them for richer men. But every farce must end sometime.