I have conflicting points of view. I will share both with you, since you can't stop me from typing both in this nifty little box.
1. Sometimes it's all about perspective. Yes, you'll lose perks. But free accomidations means more bank to buy more merchandise and/or save more, which could relieve any associated stress that may (or may not) accompany such a trip to a place such as Walt Disney World.
As for "Disney Feel" - I don't think there is anything better than staying on site. Ever. But, that doesn't mean timeshares are the devil. My personal opinion is that the Disney Spirit lives on inside of us after we leave the park for at least 12-36 hours depending on how much a person believes. Just sayin.
BUT
If you really plan on splitting your day up alot, I would sorta be concerned about losing the bus system. That's really going to eat up alot of time and be incredibly inconvenient. Not to mention the TTC. I really hate the TTC.