We've done all sorts of things. In its early days, Priceline ruined me. Growing up, we had very little money - so we always stayed in economy hotels on vacation and that was fine. Then, right around when I got married, Priceline started and it was the first of its kind - the deals were crazy. I'd bid 30$ for four-star or better and get it! We used to stay at the five-star Westin Peachtree Plaza just for fun because it was so cheap. I Priceliened whenever we traveled and got used to deluxe accomodations.
So, our first trip was Priceline - I think I did anything in the DTD area 4-star or better and we ended up in the Grovesenor when it was new for 35$ a night.

(Now there are so many travel sites and so many people use them - the deals are not quite that sweet anymore).
Then, we had done a trial 1-year membership/Discovery program w/Fairfield and stayed in one of their 2-bedroom condos for a week.
ON-site, we stayed in moderates. (POFQ and CSR). Very nice - I actually think the mods have better dining options and more fun/clever pools than many deluxes (and DVCs)

.
Then, made the mistake of staying in POP and was miserable at the resort (of course, Disney was still fun). Teeny room, teeny and hard-as-rocks beds, no coffee maker!!!, no pool towels!!.
We joined DVC after that trip!
