We have done many split stays, usually with little problems. For the number of days you are staying a split stay works well without feeling like you are always packing and moving.
On the day we transfer resorts, I will usually go to the new resort and check-in so that we can get our room keys and have the desk send us a text when the room is ready. DH will stay behind to take care of bell services for luggage & grocery transfer. If we are doing a park that day, we will meet at the one closest to the resort we are switching to and I will have an ADR for late lunch either in the park or at that resort. Sometimes, our transfer day is one that we consider a "day off" from parks and will get up a bit later, eat a late breakfast either ADR or grab from a bakery, then go to DTD or resort visiting as we shop. Never feels like a wasted day.
The best advice I can give is to book the last portion of your stay in a resort that you love. That way, if you find that you didn't care so much for one of the other resorts in your stay then you not only have something to look forward to but you can end on a high note.
On the day we transfer resorts, I will usually go to the new resort and check-in so that we can get our room keys and have the desk send us a text when the room is ready. DH will stay behind to take care of bell services for luggage & grocery transfer. If we are doing a park that day, we will meet at the one closest to the resort we are switching to and I will have an ADR for late lunch either in the park or at that resort. Sometimes, our transfer day is one that we consider a "day off" from parks and will get up a bit later, eat a late breakfast either ADR or grab from a bakery, then go to DTD or resort visiting as we shop. Never feels like a wasted day.
The best advice I can give is to book the last portion of your stay in a resort that you love. That way, if you find that you didn't care so much for one of the other resorts in your stay then you not only have something to look forward to but you can end on a high note.