There are certain times when it's very advisable to book your Disney plans pretty far out in advance. If you're coming here for the Christmas Day Parade, or any of the special holiday times, book early. There are times where it's very advantageous to do Last Minute Hotel Reservations, because they have high vacancy rates and plenty of rooms to discount for you. Make sure you understand if you are going at a peak time or an off-peak time. It is pretty easy to go to google search and use the keywords: off-peak months at Disney World. If you're booking in an off-peak months, then you can negotiate. You might not be able to negotiate as well with the Disney staff members, but the different hotels around the city are way more flexible than the big corporation. If you get a hotel manager on the line when you are booking off-peak, you can get a free extra day or a larger discount on whatever the room rate is listed on their website.