In Castlevania 64 and its Updated Re-release Castlevania: Legacy of Darkness, it's possible to get a bad ending in Reinhardt and Carrie's scenarios if you take too many days and nights to reach Dracula's Keep (basically if you use more than twelve Sun or Moon cards).Julius Mode is tough as nuts to complete. You'll have to fight a vampirized Vincent, won't unlock the true final boss, and Malus will plot to marry Carrie and get revenge.
Thing is, once you know what you're doing, getting this bad ending is harder than it sounds and it actually takes more effort than just getting the standard good ending.
You also fight Renon if you spend more than 30,000 gold pieces, but even this is difficult to do and doesn't affect the ending.