Greetings Mark!
Thanks for visiting the Disney Parks Moms Panel.
In my opinion, the
strollers available for rent at the Walt Disney World Resort are pretty comfortable for both kids and parents.
I say this because every time we've visited, we've rented one and my son has taken long naps in them, despite their hard plastic consistency. The strollers are easy to maneuver and you'll have no problem pushing the kids around the different Parks with ease.
Mark, you can certainly pre-pay the number of days that you'll require a stroller and save money by doing so. However, you must do so upon arrival at a stroller rental inside the theme parks.
All you have to do is purchase a Length of Stay rental ticket which will cost less per day when you rent one for multiple days.
Once you arrive at the next theme park, you'll just have to show your receipt at their stroller rental location.
Because the double strollers have a maximum weight limit of 100 lbs., you may need to rent both a double stroller and a single stroller to accommodate all three children.
Now, if you're going to need the stroller in your Disney World Resort Hotel area or you want to have the flexibility of using the stroller outside of the theme parks, then you may want to consider renting from a Disney Featured Provider.
These third parties can actually deliver a stroller to your Disney World Resort hotel room (you choose the brand, the model and pay online or over the phone prior to arrival) and that way, you'll never have to worry about checking into a rental stroller location each time you arrive at a theme park.
Here are three companies you can contact to do price comparisons:
*Orlando Stroller Rentals: (800) 281-0884
*Kingdom Strollers: (407) 271-5301
*Magic Strollers: (866) 866-6177
I hope this helps!
-Anabel M.