I used Magical Express (ME) as a resort guest in Sept. At my departing airport, I checked my luggage with my yellow tags. I arrived at MCO, went to the ME counter, and then fairly quickly boarded a bus. I was staying at All stars, so the bus I was on only went to all stars, we were at music so we were second. It was fairly quick, and on the bus they show a great welcome to Disneyworld video. We checked in and went straight to the parks. When we came home later that night, our bags were in the room. How nice to not have to go to luggage claim in MCO.
We are going to Disney staying at our DVC resort in a couple of weeks. I have our yellow tags all ready to do. They are premarked with the resort you are staying at. The package comes in the mail for the # of passengers who are staying at the resort. It's easy to book through the DVC members web site. I would say you would have to do one booking per departure airport. The nicest part to me, is not having to deal with the luggage. This next trip we will have 2 elderly individuals with us, along with some kids, and to deal with all their luggage would require porters. This way, we can do curb side check in from home, and not have to worry about the luggage again, until it's delivered to our room. Even though the bus may stop and more than one resort, you are saving time, not going to baggage claim. I see no need for a car in WDW, so I love this free service. Ordinarily, I would be spending $120+ for Tiffanytown car van service.. this has to be hurting their business.