I wanted a studio in BLT for 7 nights in early October. I called right at the 7-month window. Only 6 nights available. I booked VWL instead (which was available for all 7 nights at the time). I have been wait listing for all 7 nights in BLT and still wait listing. If I had taken the 6 nights at that time and wait listed only for the missing night, I would have already got it. Now, I don't think there is any chance I will get the 7 nights BLT. I call frequently, and the availability seems to get more and more scarce for early October.
So, to book in June, to maximize your chance, like many already stated, you need to be flexible. Early October is food & wine and also Columbus Day. Book the nights at any resort with rooms. Then wait list the rest of the nights. You can only have 2 wait lists max. But waiting for fewer nights (like 1 night) will give you the best chance. So there is no good way other than to book as many nights as you can when you first call (meaning likely at multiple different resorts), then wait list a couple of nights, and call back often as availability changes frequently.
Good luck!