So, if we were paying OOP, I can't imagine we'd do nearly as many character meals. But, with two rooms booked and putting only one of them on the DxDP, we end up paying $200 a night for the 9 days, 8 nights and that would cover all of our meals, snacks, drinks at the park including a character dine every day. Our total food budget would be $1600 plus tips and a small grocery delivery for fruits and dairy in the hotel room. We are planning on staying at the park each day, not leaving and coming back later, so we have to eat something and the character meals would afford us a longer rest before we strike out for the afternoon. While I know they take up quite a bit of time, that would kind of be the point for us, since they're in lieu of a trip back to the resort/condo. Also, my girls are obsessed with characters right now, so we would likely be doing the character meals PLUS the meeting in the parks. I think the value proposition for us is higher than others because of how much my kids like characters and the price point the dining plan ends up being for us by splitting the rooms. If we stayed off site, we'd still be buying a lot of food in the parks, so I don't think we'd be that far off from the $1600 mark but it would be a lot more quick service.
I really like the idea of having my own car, mostly. However, if we leave after fireworks with everyone else, I think I'd rather be waiting in a bus line than sitting in a giant line of traffic to get out of a parking lot. How bad are parking lot exits at that time of night? In my head, it's like leaving a major sporting event, where everyone's trying to push into the lines and barely inching ahead.
While I agree car seats "should" take 10 minutes, that's not always the reality. The same seat will fit well in some cars and have to be fought with in others, depending on the slant of the seats, location of the tethers, etc. I know it could be easy, but it could also end up being quite an event to get all three snugly installed. Then, there's the question of space for luggage and the double stroller. I believe most places rent Chrysler Pacificas as the minivan, which would be ideal for us. We could do two in the back, one in the middle, stow the extra captain, and have plenty of room for our stuff. But, if it's another style of van, we could end up fighting to fit our luggage after we do get the seats in. It could be easy, or it could be a nightmare, and I'd rather not start my trip with a nightmare. It's a risk I'm theoretically willing to take, if the reward is worth it, which is how I ended up here to begin with.
You definitely don't have to sell me on how much better a condo would be than hotel rooms. That's really why I started second guessing myself at all!
As to luggage in the airport, I'm not familiar with how the luggage carts work. I've only ever flown when it's with adults who are fully capable of dealing with their own luggage, so I never paid attention. We could get a cart from baggage claim to the airport shuttle, right? But, getting off the shuttle, do they have lots of carts at the rental desks, too? What's the situation like from getting off of the airport shuttle to actually getting to your car?