Cool idea -- only real problem I see with it for starters is the city and what they may or may not allow -- I'm sure the horse n buggy guys aren't going to like you either, since you're competition --
The second and biggest problem is how do you control the liability on the rental side, both for personal injury and for damage/theft of the scooters?
Seems like you'd have to do it nearly the same way as rental cars -- don't let anyone without a dl and a cc rent -- tho you could allow them to rent additionals for their kids on their accounts I guess -- and get Sig and Kim to work up some ironclad releases that will help you when you get sued --
Marketing it shouldn't be too hard, would be nice if you could find a way to attach a little wire basket to each of them -- that way the rider could put packages in the basket and you could put a little signplate on the front with the name and phone number or location of the rental booth