I would rent one, if you don't need to use one at the airport, definitely rent from one of the many companies that will drop the stroller at the hotel and it will be waiting for you, I won't be worried about someone stealing my stroller at Disney, my worries are the weather it can pour at any time in Florida and ruin yours, remember this when renting one they do rent the rain shield too, another option depending of your child age, is getting one from Walmart they sell a very cute Mickey or Minnie umbrella stroller for less than $20, and umbrella strollers are very good when using Disney Buses they fold easier than full sized ones