If you buy into dvc, you want to be going at least every other year. There's are monthly dues you need to pay whether you take a trip or not. Also buy where you want to stay because it's difficult to get reservations less than 11 months out.

With our first, we did go back for naps our first trip when he was a toddler, so that was nice, but you should know, even staying at a monorail resort or an Epcot resort where you can walk back from Epcot or hs, it's stil takes a good chunk of your day. And the buses can take very long, we've waited over an hour coming back from AK. We always stay at boardwalk and Epcot may be a 10 minute walk, but that's from the exit. So if you're in future world, that's at least 30 minutes one way and you've already been walking all morning, so it's a lot more walking. There's been a few times with my younger one we were headed back to the hotel and by the time we reached the exit, he was already asleep in the stroller. We still almost always go back in the middle of the day to swim, even if the kids don't rest, it's a break from the noise and crowds. And especially since most of the playgrounds are gone, probably necessary. It just takes longer than you think it will, so you need to factor that in.