Sorry I haven't replied sooner. I didn't see the first post.
It depends on which resort you are staying at. At the Values, all the resorts have multiple pools, so adding on request to be "near pool" or "pool view" is more likely to be fulfilled. Plus, most pools are surrounded by buildings so there are several rooms to choose from to complete that request. If you tack on "near bus stop" and/or "near lobby", it's going to reduce the number of rooms our room assignors can choose from for you.
Honestly, yes, at the Values and Moderates, we get hundreds of requests for near bus stop, near lobby, near pool, and they are usually stacked like that. I would say around 10% who request all three might get all three, but a lot of times it will be an issue of fulfilling just one or two out of the three. For example, if you ask for all three, you might get just near the bus stop/lobby, but not close to a pool. This is very true in Art of Animation because the buildings are right next to the end of the lobby next to the bus stop, but that is the one section without a pool.
This is why we tell you to make your requests in order of importance. If not having connecting rooms will ruin your vacation, put that at the top of or as the only request on your list. Let me know if you have more questions.