I do many split stays at WDW. I usually have Disney move my bags for me, but you have to understand that it isn't quick. I hand off my bags by 7:30am, and have never seen my bags, at the new resort, before 5pm!!! And there have been times that the bags didn't get there until after 6!!
If you are going to need your bags, I would just take a cab to the next resort, and bring your luggage with you. If the room isn't ready yet, you can leave the bags with Bell Services...at least you can access them if need be.
Be sure to make reservations for your return to MCO via DME. When you change resorts during your stay, you most likely will get two packets from DME. As long as you've made the reservations, you will get a notice the day before resort departure telling you what time to be at the bus stop the next morning!!