we love to "hop" hotels while at Disney. A few things that make it easier on us--
1) utilize automatic check-out if available. That way, you don't have to fool with checking out of your room; you can just call bell services and scram first thing in the morning.
2)Use bell services to transfer your bags (if going from deluxe to deluxe)
3)go enjoy a park after checking in at your new hotel...just have a cell phone to call the hotel periodically to inquire after your room #.
Doing these things will minimize the time you have to devote to changing rooms, and the benefit of being able to check out a brand new place will outweigh the detriment of moving, IMHO.