I only own one, and I adore it. It's a laptop bag that I use as a diaper bag. It's perfect for all of the little baby things you need to carry around (changing pad, diapers, bottles, etc.) and it has tons of pockets. The best thing about it is that I can just throw it in the washer whenever it gets grungy. I had the Juicy Couture diaper bag and after a month it was disgustingly filthy. So as a Mommy, it's Vera Bradley all the way for me!
I wouldn't use it as a handbag, but I'm not one of those people that look down on others for enjoying it. Some people can't afford designer, or aren't willing to give up other things for a purse. If it makes them happy, and they think it's cute, that's all that matters.