Welcome to planDisney, Cheri!
You will not regret your choice to rent a BOB jogging stroller for your upcoming trip!
I happen to have a BOB jogging stroller and can tell you firsthand that the storage canopy can hold my medium size diaper bag as well as a few bottles of water. If needed, I can carry my diaper bag as a backpack and throw a cooler in the stroller basket, and still have room for some souvenirs.
I do have to tell you that the one flaw of the storage basket is that it is lower at the back than at the front, meaning that items do have a tendency to fall out if the storage basket is overfilled. There are also a couple of pockets on the back of the stroller seat, perfect for keeping your theme park maps and times guides! Keep in mind that there are several different versions of the BOB jogging stroller, so this may vary.
One other thing that I wanted to mention is that you may want to practice folding and unfolding the stroller a few times once it arrives at your fabulous
Disney Resorts Collection hotel. You do not want to be struggling with it in the
bus line, so a little practice may make all the difference.
Overall it is such a wonderful stroller, and such a breeze to navigate through the parks. My little one also loves the recline feature, perfect for an in-park nap!
I just know you will have a wonderful time, Cheri!
Enjoy your stay!
Sarah B.