There are some questions to ask yourself when thinking about this:
1: How much space will you want? What in-room amenities are important to you? Some folks are happy to put four in a studio. We happen to think a 2BR is just right for the four of us, and even when I'm alone I like having a separate living room, a kitchen, and a washer/dryer.
2: Do you want to be in the middle of it all 24/7, or do you want your resort to be a bit of a respite from the hustle and bustle of the theme parks? There are times for both, but overall I tend to prefer being a bit removed from the action for some real downtime.
3: Will you have a car, or would you rather rely entirely on Disney to get you from place to place? I almost always rent a car, and am willing to drive to most internal destinations myself.
4: Is there a "vibe" you are looking for: Rustic and playful? Elegant and luxurious? Each resort has a slightly different feel to it, and some might fit you better than others. I tend to gravitate to the informal and casual, but also appreciate understated elegance.