We were just down there and I saw a pack-n-play type of crib in the closet. Don't know about high chairs. There wasn't one in the room, but maybe someone knows if you can request one.
I remember the days when Old Key West had Full Size Cribs - Thats what sold us on buying in we had two girls ages 2 and 6 months back then and they had these beautiful full size silver cribs that were all Disneyed up!
I had to request them from the housekeeping manager when my son was born 5 years ago but I always had them!!
We talked to a DVC CM on our recent trip who told us the old cribs were so heavy that they were not safe for CMs to move around. I'd rather everyone be safe.
The cribs are the portable pack and play type with a thin mattress. Even though we just returned from a 10 day visit on the 22nd, I can't remember the brand. Maybe Graco? It worked fine for our little peanut. You need to request a highchair. We requested one but I didn't like the location of our room so they assigned us another one. I forgot to ask for the highchair for our new room but decided it was not necessary.