Well we are a lot like you.
Took our first trip with ds in October, he was 1 wk shy of his 2nd birthday.
We stayed at Pop.
Bring a swim diaper in your bag. There is a goofy water playground at POP that ds LOVED (think water sprinklers coming out of the ground). Every night when returning to the resort we had to walk right by it to get to our room. In the beginning we went back to the room, changed him, and went back down for 10-15 minutes. Got smart by the end, and just took it in the diaper bag, and threw it on quick in the bathrooms of the main building. He could play for 10 minutes, he was happy, it was night and so relaxing to just sit on the bench and watch him laugh.
Spend most (if not all) of your time in MK. Dont get me wrong, there were good things in other parks, but MK was the best. In retrospect, I wish we would have spent the majority of our time there, but we didnt have hoppers, so only spent 2 days of the 6.
Introduce your child to the concept of the characters first. Go to chuck e cheese, sporting events, or other locations with furry characters and test him out. Some kids are horrified. Mine LOVED them so the character meals were a hit for him.
I would schedule a character meal NOW if you can still get one. Chef Mickeys was awesome for interaction with the characters. Also liked crystal palace. DS did not like the characters at the castle, too 'real' for him (not furry

)
Buy the disney sing a long called
DISNEYLAND FUN. It shows some of MK at disneyland, and has characters and park songs. This really helped ds, and is still one of his favorites. Really any of the singalongs are good becuase they are short (30 minutes) and they introduce a lot of characters, which helps them enjoy the experience better.
DS loved the night parade at MK. We staked out seats about 1 hour early, but brought some glow necklaces with us from the dollar tree (much cheaper than the glow things for sale there) and he played and played in his stroller. Then his got his first (and only

) Mickey Ear ice cream bar, which is just priceless on video to watch him eat. So CUTE!!!! By the time that was done, the parade was going right in front of us, with all the lights and characters, with the castle shining in the distance. Pure magic.
Get to MK early in the day to spend time in Fantasyland. THis was the best area as far as everything geared towards the little ones, but it gets busy as the day goes on.
Does your ds nap well in a stroller? WE found that while a midday break was necessary, it worked better for us to let ds nap in his stroller while we took turns at rides, adn then return to the resort for a quick swim or a little down time in the room while he was awake. Be prepared to be flexible with his schedule. Follow his cues and you will be fine.
ANy other question just ask!!
We had a truly magical time!