Depends on the number of kids you have, but I'd venture that team shirts are the #1 item on any image/marketing/swag budget. Shop around, and design for production--fewer colors is cheaper. (You can do
pretty awesome shirts on two colors.) Also consider selling shirts as a fundraiser; quantity discounts can be substantial.
Buttons would be item number two on my list; if you can't afford the equipment, see if there are any other groups at the school or in your community with the machine. Unless you're on a tight timeline (and you're not), it's almost always cheaper to crank them out yourself.
I notice your team is in Florida; you would do well to contact Wendy Austin on Exploding Bacon. Aside from being decent people, Bacon is also one of the most polished teams on this level. They can surely help you find some resources, even if they're four hours off.