Hi Brad, and welcome back to planDisney!
I remember those stroller days when my babies were younger, especially when we vacationed at
Walt Disney World Resort! While
stroller rentals are available at each theme park, water park, and Disney Springs, I can understand not wanting to rent and turn the stroller in each day, as that can be a tedious task sometimes.
I recommend using ScooterBug, which is a Disney Featured Provider”. I have utilized their services as it relates to a wheelchair, and it arrived clean and in excellent condition; if I had a question, they answered immediately. ScooterBug will deliver the stroller to your resort before your arrival, and all you have to do is visit Bell Services and let them know you have rented a stroller from ScooterBug, and they will get it for you. This will allow you to access the stroller everywhere, including walking around the resorts, from the parking lot to theme park entrances, and more. Once your vacation ends, you will leave the stroller at Bell Services, and the ScooterBug will pick it up.
Please return if you have additional questions; we are here to help.
Have a magical vacation!
Raquel