It's a matter of experience and preference. If you're WDW vets and you think it'll work for you, go for it. We've done splits of different lengths for different reasons, and it's always worked out just fine. If you're new to WDW I don't recommend it, as you'll want to focus on exploring the parks rather than hopping resorts.
The way to do a split stay is to have the switch day be a day you'll be at the parks from morning until evening without a break, so you won't miss having a resort room available mid-day. Have Bell Services transfer the bags for you, and it's easy.
I am the type who never lives out of a suitcase, but rather unpacks everything, and I have no problem with the logistics of split stays. If you're neat and organized, packing and unpacking doesn't really take that long. If you're not, or if you have a big family and/or small kids, then it would probably be more hassle than it's worth.