As for # of bags, depends on the airline you are flying with!LOL ; Usually have one within another for the trip down so that I have an extra suitcase for souvies and shopping! but only if we are flying Southwest. ; Otherwise, it's just one suitcase per person.
Am also DVC so I do utilize free laundry. ; If in the unit, do a load before I go to bed or if in studio, wait until last day so that I don't have to worry about laundry when I get back to reality.
Coming home, you will receive a letter letting you know when you have to have your luggage to Bell Services and what time your Bus will be leaving. ; It's usually 3 - 4 hours before your flight. ; If you are leaving latter in the day, you take what luggage needs to make it on the plane, then you can leave your carryon stuff with Bell Services until you are ready to leave for the airport and hopefully have time to go to another park for a few hours.
It's an easy peasy system.