Hello! Is there a way to override the gap rule around a specific reservation?
Not specifically. However, you can manually create a custom quote that violates the gap rules, and it'll be bookable.
But that doesn't make it discoverable and bookable by anyone, correct? I'm trying to create gap rule exceptions, on the calendar, for Friday and Saturday nights. Seems like the only way to accomplish that is have no rule and manually block as reservations are made?
Yes, that's true, it wouldn't be discoverable and bookable by anyone other than the recipient of the quote.
You are correct that the only way to accomplish exactly what you describe, is have no rule and manually block dates (or not) as reservations are made.