Hi, we just bought into
DVC (our points came through yesterday). This is a great place for advice. We've rented points before, but haven't yet stayed on our own points.
You mentioned buying from Disney versus resale. Re-sale is significantly cheaper than through Disney and gives you access to the same DVC resorts. However, with re-sale you can't use your points for non-DVC stuff, such as cruises or ABD. But truthfully, you SHOULDN'T do that, as its a terrible non-cost effective use of points. Is it worth the 30-50 % savings in up-front cost? Up to you.
Here is a list I put together back when I was first looking into it:
You should only buy DVC if the following apply:
1) You like Disney enough to go at least once a year to maybe every other year.
2) You vastly prefer staying on property AND staying at moderates or deluxes and you have the money to do so.
3) You can regularly schedule your vacations at a minimum of seven months in advance and preferably 11 months in advance. (Last minute and DVC don't go great together unless it's 1 or 2 nights.)
4) You would be 100% satisfied with staying at the resort at which you own points, because sometimes that's all you will be able to get with that long in advanced booking.
5) You don't mind not having maid service in your room. (This is sort of a hidden piece, but it's odd to be staying in such a nice resort and not get the high quality service.)
6) You don't care about trading points outside the DVC family of resorts. Anyplace else is a sucker's bet.
7) Once you spend the initial money, you better understand that you continue to have to pay maintenance fees, and these fees will continually rise. DVC will never be paid off.
8) The biggest thing to me - you have to foresee that you will want to continue stays at Disney World (on property moderate/deluxe) for at LEAST the next 10 years or more. The advantage to owning DVC is not today. When buying resale, the advantage is out about 10-12 years. (It's closer to 20 years if you buy DVC new from Disney.)
If only a few of these items apply to you, it might be wiser to RENT DVC points.
I think #3 is probably the biggest negative to DVC, the fact that you really need to be able to book well in advance especially at prime times of the year. (Mostly October - December.) As an example, the contract we bought had some points that are expiring on November 30th of this year. We didn't have to pay a maintenance fee on those points, but we decided that we would plan a weekend to go down to WDW for food and wine.
We waited patiently for the points to get into our account...yesterday....and then I went on to book the room. Well, there were basically no studios available at ANY DVC property at WDW. None. Zero. Fortunately we had enough points that we could expand the search to a 1-bedroom, and even there the only thing available was at Saratoga Springs. It cost us a lot more points than we should need to spend. Since the points are expiring anyways, it didn't much matter in this case, but you get the story - if you wanted to book a trip 5 months out - you couldn't.
Now, for fun I searched also for the same 4-day weekend type booking at the end of August - just 3 months away, and their was actually more availabilty for that than in October. So again, it all depends on when you go.
The point is, if booking less than 7 months in advance is your thing, you better be pretty damn flexible on your dates/locations.