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This road I'm talking about is on a byway just halfway on the main street descent from Fiesole to downtown Firenze. It starts straight-ahead steep downhill and still straight-ahead uphill on perfect asphalt, but uphill it becomes rapidly steeper and ends in a narrow, hard cobbled zigzag 90-degress left-right S-road of, well 25% ascent and high old walls on both sides before a left corner, just beneath a castle-like building. That uphill ramp is short, just 100-200m, but extremely challenging. I really was challenged on gas/clutch pedals in my big wagon on the left corner, there was really no place for a large car like mine. So that would mean no following cars, just motorbikes for the closing circuit. I don't know if thats unrealistic.
I might be wrong about this, but such a 'loop in the loop' would not only be spicy, it would be pure magic.