Last year we rented strollers at WDW for our 3 year old son. He is tall for his age and we found it to be the best thing we could have done. When he was 2, we took our umbrella stroller and it was ok, except for having to tote it on and off the buses. The strollers you can rent in the park are a good size and our son was comfortable in it. It can be hard to determine which stroller is yours when they all look alike, so we got some bright yellow fabric and tied it to the handle of the stroller. We were able to spot ours right away.
It was great to do the stroller pass and buy the rentals in advance. You just pay per day. You are able to get another stroller at another park by showing the date stamped stub. We loved it and preferred it to bringing our own. I haven't seen another stroller for a kid of that age. Keep in mind, if you plan to use the buses for transportation, you have to tote one on and off. Its not easy to do and takes up a lot of space.
Hope this helps!
