What a great place! My wife and I thoroughly enjoyed our stay here. I'd recommend it to anyone looking for a unique and cozy place in the caldera. The host is very friendly and communication is good. Every time I emailed I got a response within 15-30 minutes. Also: without a doubt the best mattress we slept on in Greece (including a brief stay at a $250/night hotel).
pro tip: You should accept the host's offer to arrange transportation from the ferry/airport when you arrive! It costs the same as catching the shuttle yourself (and less than a taxi), and guarantees you'll get dropped off at the right place.
Minor nitpicks: Wifi is spotty in the patio area, and there isn't a dresser where you can unpack your clothes. We mentioned both of these things to our host and it sounds like they'll look to improve those things for next season.