Firostefani and this villa exceeded our expectations!!
My wife and our 3 teenage daughters loved this villa. The views, accommodations, location and Jackie, THE caretaker of all caretakers, were outstanding! It is such a unique property. Like in many cases, the pictures do not do it justice. You just have to experience walking through cave-like hallways, viewing the caldera from the courtyard table with a morning coffee or from the patio chairs on the deck or in the hot tub with a nice glass of Greek wine. Nothing prepares you for that view!
It was hard to leave the villa but you have to go walk the walk between Firostefani and Fira and/or head the other direction to Oia. Heads up, the walk to Oia from here is a long way (~10 km/ 6 miles) so don't plan on going to a nice dinner after that walk. If you want to do this walk, you will want to do this early in the morning due to how warm it gets. As such, if you want dinner in Oia, you will need to drive or get a ride in a taxi, van or bus. But if you want dinner in Fira, then that is a 10 min walk, plus there are several great places right there in Firostefani.
One thing that I would lift up is I think this place is a perfect fit for a group of adults (2-3 couples) or family with older age children (18+) because the 3rd bedroom/master br is not connected to the other 2 units. The listing says separate entrance so no surprises and it is just 10 steps across the courtyard. It is super safe in all of Greece but we were a little unsettled with not having quick and easy access to our young teenagers.