Others have given good advice. My input is as follows:
Vero - Two bedrooms are hard to get in the summer. I own here so I never have a problem luckily. I have a friend who loves Vero, doesn't own there, and is thinking of buying as he has been shut out the past two summers using points as he couldn't get a two bedroom in the July timeframe.
HH - We were able to book a two bedroom at the seven month window last summer. We called day by day right at the seven month window. We went in early June which I think helped as the resort wasn't fully packed yet.