Seth...welcome, and glad you stopped by.
I'd say that the view of the pool (and Bay Lake) is better on the higher floors. However, there are sections of VWL where the highest floor has the enclosed balconies (not the see-through fence type). Some people do not like that as it means it is not much of a view if you are sitting on the balcony...you have to stand on them to see the view. They don't bother us, but I know some people like to avoid them for that reason. I think if you request lake side (odd number rooms) upper floor you will get something you like. Though if you really want to look at the pool more than Bay Lake, you need to also request "close to the elevators". Now you are into three separate requests (lake side/upper floor/near elevators) and if they can't fill all three they sometimes give you whatever they like.
@KAT4DISNEY is our resident Groupie who holds the record for most stays at VWL requesting the lake side and getting the bus side!
I'm sure you'll have an amazing trip. WL is a great resort, but we really enjoy that little walk from the lobby to VWL via the covered walkway. The music plays and the crickets chirp and it is very relaxing. Enjoy your planning!