The day we are checking out of resort #1 and into resort #2 is planned as a "free" day, anyway. We definitely need time away from the parks, so this is the day that we just "veg" out by the pool, rent Water Mice, go shopping, just doing "laid back" stuff. It kinda gives us our "second wind" for the 2nd part of our vacation. We find that, if we stay in one resort, my DH has to do everything "marathon style", so the move to another location forces us to relax for the one day. Besides, I do 2 or 3 loads of clothing the night before, and pack everything right back into the suitcases. Yes, it also depends on the time of year you go to WDW. It is definitely easier in the summer. Split stays are not for everyone - but if your stay at WDW is a long one, try it at least once!!