I never book a hotel unless it's through Priceline. You have to be willing to take what you get but if you do a little research on sites like betterbidding you can get an idea of what hotels have been accepting bids. Someone on the Orlando Hotels forum just got the Extended Stay Deluxe for $25/night. I got the Sheraton four Points last July (that would be during high season) for $21/nt. No matter what your price range you can find a deal but it takes a bit of work and knowing how to bid.
The Orlando Hotels and Attractions Forum also has people posting their winning bids in the Priceline thread. I suggest you give it a look.