As a Florida native 
, I always have visitors tell me "wow, you came prepared!" when it rains, so I wanted to just share my experiences with those who are visiting during our rainy season. First, be warned that it may start off rainy and then randomly monsoon in the middle of the day, then turn lovely again afterwards.... or it may on and off rain the entire day. Florida weather is like that. I hate lugging around a lot of stuff when I visit the parks, and I think I kind of have this down to a science. Please share your suggestions as well, as I would love to hear from others!!! 
1) Shoes: If you even suspect that it will rain, do NOT wear sneakers!! There is nothing worse than walking around the entire day in shoes that go squish-squish-squish all day. It will make you feel uncomfortable and cold (and make children cranky). I suggest buying the best quality sandals you can. Also, sandals dry quickly, so you will feel dry and comfortable must faster! No sense in carrying around multiple pairs of shoes in the park.I wear orthoheel because I have plantar fasciitis and these things are as supportive as most sneakers; and my feet being comfortable is priority #1. PLUS, they are cute (for women, this may be important). Here are the pair that I wear because they are nice in photos and comfortable. http://www.amazon.com/Vionic-Orthaheel-Technology-Womens-Sandal/dp/B00DZPVJLG/ref=sr_1_7?ie=UTF8&qid=1412271617&sr=8-7&keywords=orthaheel+women%27s
2) Ponchos: Don't buy the ones at Disney. They are really expensive and you will feel compelled to keep them. CVS or Walgreens sells ponchos for $1- $2 (or a little more if you want one a bit more sturdy, but plastic is going to keep water out regardless of how thick it is). Wear them and dump them when it's dry. Plus you can get clear ones so that you can still see yourselves in photos (nothing is worse than a blob of bright yellow plastic in photos). Most importantly, new ponchos come folded up in a tiny package that you can keep in your back pocket! Space is important when you're walking around Disney World!
3) Clothing: Wear clothing that is short enough to be covered by the poncho, such as shorts or skirts/dresses. This way when you are in the rain, your pants aren't getting water-logged and you won't feel damp and uncomfortable the rest of the day. With a poncho and shorter clothing and sandals, you should be able to quickly dry off once the rain stops (and then walking around in the rain is not really that bad).
4) Umbrella (optional): I saw a woman with a baby at Disney with a clear bubble umbrella and it was the most brilliant thing I've ever seen. You can easily cover yourself from head to your mid-chest area and still see out of the clear umbrella (for most adults, or for this particular mother who had both herself and her baby completely surrounded by the umbrella and could still see out while walking around). For someone petite, like myself, or a child, I have on several occasions sat and watched a parade crouched inside my bubble umbrella and it doesn't impede the viewing of people around/behind me (and I am almost completely covered from head to toe). The bad part is, it is not collapsible like some smaller umbrellas (which I often will carry in a purse with my new poncho so that my head doesn't get wet when the wind whips the poncho off my head). If you are ok with carrying around an umbrella, or are carrying a stroller anyways, these may be a great option for you. I got mine at Target. http://www.target.com/p/futai-clear-bubble-umbrella-with-purple-trim/-/A-13328292#prodSlot=_1_3 It was big enough that me and a friend could cuddle close enough (very close) together under it the last time I went, but it really is more of a single-person design.
5) Rain boots with inserts: This is more of an option for me, because I live locally. Most people don't travel with heavy rain boots. However, if you do, I would recommend buying them a little larger than you think, so you can put inserts into them to make them comfortable for the miles you will likely be walking in them. Also, in the past, I have purchased foot warmers and put them into my rain boots (for when it is cold). They're relatively inexpensive in bulk on Amazon, and if you are prone to be cold like me, they are worth it (http://www.amazon.com/HotHands-Toe-Warmers-40-pairs/dp/B0007ZF4PE/ref=sr_1_1?ie=UTF8&qid=1412272376&sr=8-1&keywords=foot+warmers). You need to wear socks with them though!
6) Extra battery/ external charger for your phone: If you are using your phone while you wait in line (or to pass the time while it rains) I would suggest having an extra battery for your phone. I have an external charger that has a built in plug and it is one of my must-haves in life now. I have Sprint and I seem to get awful reception at Disney, so my cell phone's battery drains really fast (especially if I am taking photos with it!) when it is constantly trying to connect to the wifi or cell towers. I always carry an external battery charger for emergencies (you never know what character you will suddenly see!). Here's one similar to the one that I have. http://www.amazon.com/6000mAh-Ultra-Slim-External-Battery-Devices/dp/B00CEZJT2E/ref=sr_1_58?ie=UTF8&qid=1412272563&sr=8-58&keywords=cell+charger+portable+anker Just don't forget to charge it a day or two before you need it!
Does anyone else have any suggestions? I'd love to hear what others have done to help manage the weather! 
"Sometimes it's fun to do the impossible" ~Walt Disney
