We are a family of 5.
Our last two trips:
1. July 2008: POR, Alligator Bayou with trundle. Worked fine for us, resort was very nice.
2. Feb 2006: 2 rooms at All Star Movies, we split with my brother's family of 3, 4 to a room, connecting rooms. This works great if you are traveling with friends or other family members and you don't mind value accomodations. We booked one of our children in their room.
We are going next month too. We are traveling with friends this time, family of 3, and we booked two rooms at Pop. We are at Disney for the parks more so than accomodations. I look at the resort as nothing more than a place to lay my head down for the night. Some enjoy, and appreciate, the luxurious accomodations. It's a matter of preference.
If we were traveling alone as a family of 5, I would book either the family suite at a value resort, or go with POR or similarly priced moderate.
We always stay at a Disney Resort. Again, that's just preference.