We bought 160 points at Saratoga.
We were waitlisted for a 2bdrm, 1 bdrm & studio, or 2 studios (which ever came thru first) for 12/7-12/12, 2008. We were on the waitlists at BCV (all categories), BWV (all categories), and VWL. Nothing came thru at all.
Maybe its just the resort. We DID NOT care for SSR at all. We really felt it lacked the Disney feel.
Ah, well if I can play Armchair DVC Doctor and diagnosis this ailment of yours I'd be leaning towards a "Bonding Issue". You have not bonded with your home resort.
I too went through a bit of this during my first stay after purchase. I had been staying offsite in our Marriott timeshare. (My one and only on-site stay was at All Star Sports some years before.) So I had the luxury of a much large villa room, free internet and relative ease of getting a room last minute. I could even bump my 2bedroom stay to a 3bedroom with no extra cost. It was also much cheaper to buy and maintain. BUT we always had to drive down or take the AutoTrain. And if we wanted to split up with one of us going to the pool and the other going to the parks, we just couldn't. One car meant chained at the hip. So staying onsite was a huge factor for us.
We purchased in May but stayed that December. 5 days at SSR. I had waitlisted for VWL and BWV. I had called at 7 mos. I wanted just a studio for the two of us to save points. We purchased just enough points to stay in studios. But even at SSR the only room I could find was a 1bedroom. I absolutely needed those fewer HA rooms so that became a huge issue at DVC that was not present at Marriott. VWL waitlist came through but no one bothered to check if it was HA. It wasn't, so I declined.
December was cold that year. We stayed in the Springs, but I think the only things we got to enjoy about the resort were (1) our refillable mugs, (2) the Springs lake view of our room, and (3) the onsite bus transportation.
SSR reminded us of our Marriott timeshares in general resort layout so not a big shock. We did have a running comparison contest going though between Marriott Cypress Harbour vs. SSR. SSR had a much smaller kitchen and living room, the washer/dryer being in a closet. Cypress Harbour is just plan huge with a room all to itself for the w/d. And Marriott gave us free internet while Disney charged us $10/day.
We did not "bond" with SSR until we returned the following May. This time we chose the 1bedroom at SSR so that I could head off to the parks or wherever while GM took the van to go attend an all-day conference. We stayed in the newer Grandstand section.
The newly planted crepe myrtles blossomed, bus service was a heckuva lot quicker than our bickerings over the van, and the weather was warm enough to really enjoy this outdoor resort. We got up every morning just to turn our refillable mug runs into long walks along the many pathways. We left the parks just to soak in the hot tubs and pools. And we discovered there was a Community Hall and lots of interesting people working the resort.
A few more trips later and it has become a second home to us. We have our place at the beach in OC, MD (great for the summertime retreat), our house for the winter, and our SSR for escapes to Florida.
Now we do spend quite a bit of time at the other resorts. We love resort hopping for days off and when staying at Marriott. We love the decor of VWL and AKV, especially in Springtime. BWV makes a nice homebase for Food&Wine, but they are all short studio stays for us. More like hotel getaways than vacation resorts.
We did just purchase a BLT add-on, but solely for a 3-4 day a year getaway. Just something to spice things up a bit.
If this is your first ever stay at SSR I'd recommend you give it another go in a warmer time (October is very nice there) before you give it up for adoption. Perhaps you are more of a "hotel-themed" resort type guest. In that case, you can sell SSR and pick up one of the older ones in resale. There are a lot about.
But before you do anything, I think you need to brush up a bit on how the program actually works as far as perks, reservation demand, etc. I studied the stuff here for a good 6 months before I thought I had a good enough grasp on it. Talk to the CMs at MS about what your goal is for a ressie and they'll give a lot of insight as to when is a good time to book X resort.
If you get the AP already, then pony up for the DDE (or is that called Table at Wonderland now?). $60 a year and the card gives you a 20% discount everywhere (except a couple). You even get the discount at Artist's Palette in SSR. Get yourself a Disney Visa card as well. Then be in the habit of whipping out all your membership cards at the stores and restaurants to see what gives you the best discount at the time. We routinely pull out our DVC Member cards, Disney Visa, AP and DDE cards and just ask.