If you're trying for a Marriott or Sheraton with II during summer vacation, if you see it at a reasonable price, I'd grab it. I don't think you'll pay $300 for it, though, especially if you're looking for a 2 bedroom. I've seen off-season fall 1 bedrooms in the price range you mentioned.
Last summer for a July vacation, my sister-in-law found a 1 bedroom at Grande Vista two months out and she called me and asked about waiting to book it in case the price went down. I told her not to wait since it was summer vacation. She booked it and we never saw another Grande Vista week come up for that date again.
Thank goodness she grabbed it when she did.
Over the weekend I saw and booked a Sheraton Vistana Villages 3 bedroom for late September. It was $534 (Interval Gold price) and I grabbed it because I hardly ever see 3 bedrooms come up at all at the better Orlando resorts. If I would have been looking for a 2 bedroom, I would have waited until summer to book something, though.