Mine would be a month at Hilton Head in one of the milder months. I love it there in July, but the humidity is a killer. So, whatever month that would be. Then we'd head down to WDW for another month at SSR. We'd do the parks some but kick back, relax, let the kids swim as much as they wanted. I'm going to copy Mary's idea with a cruise following that. Maybe a 7 or 10 day so we have more time to relax. I'd cap that off with another week or so at WDW.
By that time, we'd be like jello after so much relaxation and unable to function in the real world again.

But, hey, life would be rough.