I've seen a lot of people say that they don't think they'll do any kind of extension because of the debacle with Old Key West.
However, with Boardwalk, Beach Club, and Boulder Ridge all expiring at the same time... I think they will offer extensions on at least one of those three.
Unless they plan to start reselling all of those resorts at the same time in the mid 2040's, which seems like it would be less than ideal, I don't see how they have much of another choice.
Even if it's just a 5 year extension, I bet a lot of people would bite as their contracts are about to expire. And for those that don't bite, they can try to rent as many rooms out on the cash side for a few years.