Similar-ish position here. August trip. Not rebooked but DVC and if we don't go our points expire soon. Plane tickets (for 3 of us) and parkhopper tickets (for all 4 of us) already bought and paid for. We're willing to deal with whatever restrictions are in place. We even would have been willing to do a resort + Disney Springs, no parks trip.
I'm fairly confident Disney will make some sort of accommodation for people who travel during the early restricted phases and who already bought passes or multi-day ticket/hoppers. We have 7-day hoppers. If we can even go, we might only get in the parks 3-4 days, or be limited to a few hours each day, or limited to one park per day. That's not what I bought and Disney knows that and I'm confident they will make it good somehow.
But for us, the big issue is if and when Governor DeSantis drops the quarantine on visitors from NY. It makes no sense to travel to Disney if we cannot even leave our room. And the problem there is the Governor has no timeline, and no need to relax the quarantine in concert with Disney or Universal or an other tourist spot. To the extent he does want to help the tourist industry they probably won't be hurt by doing without visitors from NY/NJ/CT for the first few months with everything operating at reduced capacity. He could drop the quarantine tomorrow, in June, the day before our trip, or months later. It's the worst case scenario for planning.
I mostly don't know how to plan or handle the quarantine issue and our plane tickets. As mentioned, we have tickets for 3 of us. We are on JetBlue. I originally held off buying the fourth for reasons unrelated to the virus. If we're going, I should book the 4th ticket now. But I don't know what JetBlue will do if we decide to cancel because the quarantine order is in place. Our travel is not restricted, just what we can do when we get there. JB could take the position that canceling is entirely our decision and we are owed nothing. If I wait to buy the 4th ticket it could be too late with reduced routes and capacity. If I buy it now I might just be throwing additional money or points away.
ETA: It appears JetBlue has a pretty good policy in place for bookings made through June 30 and I will be able to cancel and get a credit good for 24 months if necessary. So I'm buying that 4th ticket and hoping for the best.