Busy for a few days and see what I missed ....
I wanted to welcome the OP to Tug, and hope he's not turned off by all the opinions around here. While I respect his desire to just book and go, I'm guessing at this point he's gleaned it's not quite as easy as that, and the fact that he's spent so much time on this thread lends me to believe there's a good chance he'll become as obsessed with planning as many of us here are, and will likely spend far more time than he anticipated.

That said, I agree with a lot of what's been said here. Sometimes we get so caught up in gaming the system, so to speak, that we forget that we're not representative of the real world, and that most people don't want to spend the effort, even if they have the know how. Moreover, there is a real discomfort level with renting from strangers, and I can appreciate that. Many people don't want to be tied down a year in advance; the flexibility of changing reservations that Greg often uses I think is a big draw, as is the flexibility of not being toed to a 7 day week, with set arrival and departure days. So there's a lot of good reasons why the DC program works better for many people, despite the added cost. Just loo at VAC stock - if prospective buyers didn't like and prefer the model, the stock wouldn't be doing as well as it is.
I congratulate the OP for finding this while his family is young. I wish we had, rather than our "kids" already being in their twenties. It wouldn't have precluded us from taking all the other travel we did in years past, but I'm guessing we would have been more selective and likely frequently enjoyed family timeshare stays. While seeing different places and, especially overseas travel, might be easier with the traditional hotel or cruise vacation, timeshares offer some real intangibles. There's a lot to be said about having the space, and the convenience of starting off the day relaxed, at everyone's own pace, and not having to start by figuring out where to go eat breakfast. More importantly for us, it made travel with family so much easier. Over the years we habitually travelled with three generations, and timeshares made that just so much easier as parents aged and activity levels had to be somewhat adjusted. Amazingly, we even managed to get in one four generation trip. Sadly, while life changes have shifted things a bit, we now find ourselves the grandparents, with our kids now in their thirties. I can unequivocally say there is NOTHING like traveling with grandchildren, even as nice as vacationing with children was for all those years. And there's nothing like having your grandchild look forward to an annual trip, or having a six year old write a book about it. That's truly priceless, as are so many other memories that we've all been so very, very lucky to have.
Reading through all the threads discussing dollar and cents valuations, everyone seemed to have left out something that many of us used to talk about. We all tend to get busy with day to day things, and many times either planning or paying for a vacation takes a back seat to other responsibilities and other expenses. There's something to be said for the annual "obligation," and knowing that either you use it or you lose it. The time is paid for and the MF's have to be paid anyway, so you don't debate whether to spend the money- or the time- taking a trip. There's a lot to be said for the fact that most of us probably travel more- and some a lot more- than we otherwise would. And that it's wonderfully conducive to sharing vacations, whether with parents, siblings, or friends.
Almost ten years ago we booked a family vacation to celebrate my parent's 60th, planning it for a month after their anniversary during our daughter's intersession. Because we owned and because it was relatively cheap, I grabbed a getaway to Cancun and my husband and I took my parents on an extra celebration shortly before their anniversary. With large educational expenses, it is unlikely that we would have booked the second celebration if we hadn't been able to do it so relatively inexpensively. Sadly, we lost my Dad a few weeks after their anniversary, and never got to take the original planned trip. Needless to say, that what was intended as an extra vacation created cherished and priceless memories. I'm sure many of us here can think of precious moments that likely would not have been had they not been owners, which explains why many of us don't need to justify ownership with a balanced spreadsheet. We bought resale, but at a time when the prices were still high. I can honestly say that despite prices having plummeted the following year with the recession, I have never looked back and wish I had waited. Money can't buy memories....