I have GREAT news! LOL I FINALLY convinced my husband that we are taking our own stroller to Disney! I told him that just because we've never taken a stroller before doesn't mean we can't this time. I said its not an inconvenience to anyone at the airport...they transport hundreds of strollers & wheelchairs every day! I told him that since I am in charge of all the planning, I would find out what the process is so we know what to do & where to leave the stroller. It will be soooo nice to have our own stroller! CBR is so huge it will be nice to have if our son doesn't feel like walking or if he gets tired. I also prefer it in the parks because it reclines so he can relax or nap. That will be a perfect time for me to go into shops with breakable items...last trip, I didn't get to go into the shops in Morocco at EPCOT & its my favorite country there! I just couldn't go in with him because mostly everything is breakable & it would have just been a disaster! So, with the stroller, if he's napping, I figure I can go into all those shops I avoided last trip! 
[/QUOTE]Great news!!! you won't regret taking it. i would never rent from disney- just way to expensive especially since they raised the rate!!
We loved having our stroller. It is not a problem at the airport either, in fact it was a lifesaver there too. it was easier to have DS strapped in it, instead of having to carry him and all the other bags we had (plus a car seat!). It is easy enough to fold up and get through security and the scanners. See if your airport has a family line. the Orlando airport (MCO) DOES have a family line for security- this makes it easier for families not feeling like they are holding everyone else up. Plus makes it easier for business travellers (I've been on both sides of the coin) to get through security more quickly since they are 'pros' at it.
and you are right, CBR is so spread out- you will definitely appreciate having it there. We loved having it at the parks. our typical routine was drive to the park (or TTC for MK), unload, push stroller to the tram, ride tram, then of course we are at the TTC, you have to get on a monorail at that point. it was a lot of folding and unfolding since we prefer to drive, which is why we selected a stroller that is compact and easy to fold with one hand (and has a strap to carry it too). once in the parks- it was so nice to have. since our son was just 2, we didn't let him walk around that much on his own. He actually liked being in the stroller. We made sure he had time to run around in the playgrounds and stuff. Now that he will be 3 this trip, he is more independent and pretty good at holding our hands. We will let him walk more, but still take the stroller. He likes to actually push it himself sometimes. Having a reclining one is great too- he can be sleeping while you are shopping!!!
Are you taking a car seat on the plane for him? We did this last time and talk about a pain!! the FAA does not require that you have one. And to be honest, i don't know that we will take one this time. I've spoken with pilot friends who say, the chances of a crash are so slim obviously, but at that point, a car seat isn't going to make a world of difference. We struggled to get our car seat in the plane and installed properly (they do require you put it in the window seat too). it was a pain, but our son was comfortable and able to sleep well on the trip. NOt sure he will sleep when in a regular seat..........so something we will think about. We rent a car too, but we could always rent a car seat from the rental company. it was a pain to lug that thing around the airport and we actually put it in the stroller to push it around some. LOL!!