We rented a double stroller. If we had brought our own, I'm not sure if it would have been able to be gate-checked (since airlines often have size limitations on what size strollers they will gate-check). And we wouldn't want to have checked it with luggage. Also we really just wanted a small stroller for the airport - plus it would have been harder to fit a double stroller (along with all our luggage and all of us) into our vehicle. So there were lots of reasons why we didn't really want to bring our own double stroller.
Along with that, I knew that a double stroller that we rented would be much easier to handle in Disney than our own, which is lower quality, a bit harder to fold, definitely harder to steer, etc. The rental stroller that we got was perfect for Disney. I think it ended up costing a little over $100 (this was for a double, remember), with rental insurance, for a 10-day visit, so about $10/day, which is less than the cost of three Mickey Mouse ice cream bars at Disney World.
All that said - if we were only planning to use a single stroller, we would have made due with our own. HTH!