In my fantasy planning stage, I envisioned a 4 resort stay over 10-12 days. The caveat is that I'd fly in and use ME thus forcing myself to one suitcase and a carryon.
It goes something like this:
Day 1: (BWV) Take an early AM NS flight (1-2 hrs). Arrive at BWV by noon, check-in and enjoy the Boardwalk area. Head over to Epcot's Nations. Then have dinner somewhere. Get my room on my return.
Day 2: (BWV) Sleep in and/or enjoy the pool in the morning, take a ferry over to MGM for the afternoon and return to the resort. Eat dinner somewhere.
Day 3: (AKV) Check out and send luggage over to AKV. Hop a bus to AK for the day and return to AK for dinner and checking in to room.
Day 4: (AKV) Resort day at AKV. Lounge by the pool. Do my laundry. Eat in. Watch the animals from my balcony.
Day 5: (VWL) Check out and send luggage to VWL (or CRV if that's around). Take bus to MK and spend day there. Take ferry back to VWL and check in.
Day 6: (VWL) Half resort/pool day. Perhaps head to MK for the evening.
Day 7: (SSR) Check out and send luggage to SSR. Take bus to DTD. Either spend time at DTD or head straight to SSR to check-in (depends on how ansy I am about my room assignment). Either way, kick back and enjoy the area.
Day 8: (SSR) Resort day. Do my laundry, lounge by the pool. Head out at night for dinner and/or PI.
Day 9: (SSR) Go to another park. Perhaps Epcot or MK. Whatever I didn't get enough of.
Day 10: (SSR) Another what ever I didn't get to do day. My last night as well. Finish up any laundry I have. Final packing.
Day 11: Fly home and crash on my sofa not to be heard or seen for at least 24 hours.
I figured I could do it and stay in one bedrooms all the way through, even Fri/Sat, on my yearly points. I've lived the suitcase life before. It just requires a little smart packing and organization. With a laundry at your disposal, you really only need to bring 4 complete outfits. With mix and matching (and the obligatory tshirt I end up buying), you can have a variety of styles. I've been to Disney enough that I don't need to see and do it all every trip. A few things in a park/area is enough to satisfy me.
But while I could do it, my dad swears he'd rather be tied and fed to the aligators. Of course, he can't bring himself to bring less than 3 big duffel bags and a suitcase per trip. (Man will not unpack so just accrues vacation clothes.) It's the curse of always taking a van on vacation. You throw ungodly amounts of things in there at the last minute.
Me? I like the adventure. Come May, on one of my solo days, I'm going to attempt my
"4 Parks in One Day" marathon. The goal is to do at least one thing in each park, get a snack or souvenir, and use only Disney transportation. My Guide thinks I'm nuts for wanting to try it, but I love adventure.
FWIW, I think transferring resorts is easier with fewer people and fewer pieces of luggage. A family with kids or packrat teenagers would spend more time arguing than anything else.
Oh and yes, I have resort hopped before. Last December I moved my packrat group out of a 2 bedroom Marriott apartment, with all their luggage and 3 bags worth of kitchen groceries and into SSR within 90 minutes. No bellmen to help, just me schlepping bags down 3 floors via elevator (took me about 6 trips) and barking commands to "stay focused and hurry up". The room wasn't ready when we checked in, but in the interim we ate breakfast at AP, went on a 3 hour
DVC tour, then moved all our stuff in and went to DTD for dinner and PI. Bell Services held our perishables and charged up an
ECV for my dad.