I did it on a solo trip in January-2 resorts in 5 days (and actually 2 different rooms, one each night in the second resort). It wasn't a hassle for me-it was all part of the Disney experience! When I checked out of ASMu after 3 nights, I brought my luggage to bell services (could have called and had them pick it up, but I chose this way) and told them to deliver it to AKL. Then, I'd scheduled DVC van to pick me up for the tour and then DTD. Then I just took the bus from DTD to AKL, checked in and called bell services to bring my bags. Next morning, I brought my bags to bell services, went to MGM, came back, checked into new room, and had bell services deliver my bags to my new room. Sounds like a lot of work, but it really wasn't. It seemed so easy, and so much fun to see different parts of Disney, that DH and I are staying at 2 different resorts in June, both DVC, which we joined. However, we're empty nesters-in truth, I can't imagine doing what I did if my sons were little again!