As a DVC member, I have to go about it a bit different. Once I know when I want to go, I book a room at my home resort, Saratoga Springs. Since I rarely stay there [just don't have a strong attachement to it, because I love some of the other DVCs] I sart to think where I would like to stay for my trip. I have always wanted to stay at AKL, so booked myself there once and loved it. I heard great things about Wilderness Lodge (it was supposed to be my home base when I first went to buy DVC) and stayed there a few times and had exceptional memories. Would stay there again in a heartbeat. Booked OKW a few times because the rooms are ginormous and liked the larger floor plan for the number of people who were staying in the 2 bedroom....
Then, I wanted to try out the Beach Club villas - many years ago I took my neighbor's boys on a trip and thought it was the best dang vacation I had in my life to that point...and wanted to recreate that memory with my (supposed) love of my life. [I ended up going alone...still had a great time, but ah, those lonely nights!] Staying there I thought I wanted to try out Boardwalk and the group of friends I ended up going with thought it would be fantastic due to its proximity to HS and Epcot. We had boardwalk view rooms and it was really, really amazing. So, for our trip this year, we wanted to stay there again and I was able to secure rooms for F&W and can't wait to get back....it was a plus to be so close to Epcot for the festival....
Now part of me says, gee, wouldn't it be fun to stay at Bay Lake Tower....so maybe if I ever get a real job and can go back in next year or so, I will think about that.