I stayed 3 nights at Dimitris place. He is the best host, super helpfull and always available for any question. The house makes you feel like home and the view from there is amazing. Those days in Santorini were one of the best days of my trip. It's very important to have a drive licence to borrow a squad or a car.
I recomend Dimitris house if you want to stay in a really confortable and magic place!