Hi Stacey!
Welcome to Walt Disney World and congratulations on your upcoming visit. I once vacationed with my girlfriend who brought her 2 month old and 2 year old while I brought my 3 year old and was pregnant. We had an amazing time and didn't stay in a monorail resort either. So my reassurance to you is don't worry - it really is called the Happiest Place on Earth for a reason.
First, I recommend taking a look at this link about
Traveling With Little Ones at Disney Theme Parks. It is a great resource for planning your trip. Next, my suggestion is to travel as "lightly" as possible. I have found that a good umbrella stroller which reclines and has a canopy makes traveling by yourself with a toddler so much easier. I personally have a Maclaren stroller, although they can be a little pricey. I have seen many other brands of umbrella strollers that recline and have a canopy and recommend doing a little shopping before your trip. Carrying an umbrella stroller onto a bus while at the same time wrangling a 2 year old is immeasurably easier than bringing a standard stroller with you.
Another tip I have for you is consider using a backpack instead of a diaper bag. Backpacks can hold anything a diaper bag or purse can, but are so much easier to carry on your back when you are loading with your child onto the transportation system or attraction.
Have a wonderful visit Stacey! Please come back to the Disney Parks Moms Panel with any more vacation planning questions that you have. We love to help!
Blessings,
Brenda ºOº