We took a nice umbrella type stroller – one that reclines and has a good shade top. Also added an ankle weight to one of the front wheels so that when we took the baby out of the stroller it didn’t fall backwards from the weight of the stuff we hung on the handles. A fan that clips to the stroller is nice to keep the baby cool. We also brought a rain cover and kept in the bottom basket. When those afternoon FL showers hit we would pull out the rain cover. We made a sign with our last name on it and attached it to our stroller with colored ribbons on it. It made it a bit easier to locate our stroller.
I filled gallon size Ziploc baggies with a disposable placemat, disposable bib, disposable baby spoons, wet wipes, and a smaller baggie of cheerios or gerber puffs (for while we were waiting for the food to come). Then when we ate at a restaurant I would pull out a gallon size Ziploc baggie and have everything we would needed…and we would toss everything once we were done. We did bring sippy cups from home (although you can get disposable sippy cups too) and bottles for night time. We brought a bottle brush and a small bottle of dish detergent to keep in the hotel room.
We shipped a package to the resort ahead of time (we flew to WDW) with diapers, wipes, disposable placements, disposable changing pads, disposable baby spoons, wet wipes, powder formula, etc. It was a lot cheaper to mail a package than pay for an extra suitcase for that stuff. We requested a playpen from the resort so we brought a playpen sheet. We brought a few small toys. At WDW or
Disney store you can get a package of 5” plastic Mickey characters for like $12 and our 6 month old loved them! For bath time we brought an inflatable bathtub. We blew it up and would put it in the tub for his bath. We left it inflated the entire trip. After a bath we would dry it out and then put his toys in it. We also brought those baby wipes with soap in them by Huggies. The ones you just wet them and they suds up with baby wash.
For the pool we used lil’ swimmer diapers and a float type thing that he could sit in.
Once we were in the parks it was not bad at all. The baby was entertained with so many people and attractions to look at. There were mild rides that you could bring the baby on (it’s a small world comes to mind).