I go for the theming
My goal is to try to stay at as many of the WDW resort as possible. We make the resort a part of our vacation and I love to explore them. Walk the grounds, hit the shops, eating at the restaurants, and explore inside the lobby/buildings, just looking at the attention to detail that Disney puts into everything. So far the WL is my favorite resort with the Poly a very close second.
What you said here kind of hits on one of my dilemmas (okay, one of several dilemmas) about planning my next trip (whenever that is). To me, my priorities are:
1) Resort theme
2) Transportation
3) Pool
4) Restaurants (having a good fast casual place)
I also like the idea of visiting a new place, & exploring a new resort. However, for our tastes and budget (we've had good success renting DVC points), we've already visited our favorite two (BCV and VWL). I just don't see another DVC resort that has enough other attractions that we'd really want to stay there, despite the fact that it would be new and different.
For example, having stayed at the Beach Club, the Boardwalk looked really interesting. I think I might have liked the theme even more than the Beach Club. It has the same easy access to Epcot & HS, but no Stormalong Bay. Without SAB, I just don't see why I'd stay at Boardwalk. Sure, it would be new and different, but we can walk over to the Boardwalk & eat at the restaurants when staying at BCV anyway, but you can only swim at SAB if you're staying there. New resort vs better pool?
Being huge fans of the MK, we'd be interested in staying in Bay Lake Towers. It's in easy walking distance to the MK, and and an easy monorail to Epcot, our other favorite park. The restaurants also look pretty good. However, the pools look only mediocre, and I really don't like the theme - I know some people love the CR, but it just looks like a regular hotel to me. My DW keeps reminding me that we rarely spend any time at the resorts anyway (although we're trying to change that), and easy access to MK trumps everything, but I'm just not convinced yet...