Great advice/considerations, Jan!
I am very successful in finding last minute reservations. I am also very persistent in checking. I'll watch the resort I am particularly interested in. I have found when inventory comes available, differs by resort. I'll watch in advance for patterns and so when I'm at the opportune time, I'm watching according. Yes, time consuming (now more so than ever). But when I have a reason to watch, it's worth it to me.
We are going to the Orlando area next month. I don't have any rooms booked yet, but I'm not worried. We'll stay at Bonnet Creek, Reunion, Clearwater, and/or Daytona Beach. We're flexible, and there are only 2 of us.
Conversely, when I scheduled our family reunion at Ocean Walk in August of 2021, I booked everything needed in advance for 20 some people. I had no expectation to rebook a 4 BR Presidential. We ended up paying full points for a 4 BR Presidential and 3 BR Deluxe. The think the rest of what I booked I was able to pickup with our VIP Founders discount and cancel the full point stuff I had reserved (I might have kept a lockoff at full points, too). It was about 50/50 getting some nice discounts within 60 days. It's also nearly impossible to pin down that many people early, and I ended up trimming some days and adding one on for someone.