Unless you head to the parks and don't return to the second resort until after dinner time, you will most assuredly beat your luggage!! I've handed my luggage off to Bell Services (at BCV and BWV) at 8:00 a.m. and have not gotten my luggage until after 5. When I was a POR, I was told by BCV my stuff would get there midafternoon. I was in my room at POR by 3:00, no luggage. It took 2 phone calls from the luggage people at POR, to Bell Services at BCV before my bags showed up at abouy 5:45....BCV told POR, at 3:30, they had been way too busy to move luggage that day. Another hour went by, no luggage, another call. It took them close to 10 hrs to move my bags from BCV to POR.
When I moved from BWV to POP, I knew it would be awhile, so planned accordingly. I checked in at POP about noonish, went off to a park. When I returned at 4:30, my bags still weren't there. I grabbed a bite to eat, and headed off to MGM. When I returned at about 9, my bags were inside my door.
So...long story short...be prepared to not see your bags for quite awhile. Take what you will need to the next resort.