If you can, I really recommend that you stay at Vasilis, Gill and Emily's place. Standing on the house's patio and looking out across the Caldera was unworldly and so amazingly beautiful. The location was fantastic in Oia with easy walking to a tremendous number of shops, restaurants and cafe's. We worked primarily with Emily and she was the single most responsive Host I have ever stayed with. She graciously arranged our pickup from the Ferry Port, an ATV rental, a fantastic Caldera Catamaran Cruise, and our departure back to the airport. She met us at arrival and personally walked us to the house and explained everything. The house itself was so adorable and felt like you were really experiencing the historical nature of the property (abet with all of the modern conveniences that one would expect (great AC, WIFI, Nice Shower, comfortable Cave Bedroom, etc.). On top of that the daily delivery of fresh bread was so tasty, especially enjoying it with coffee in the morning on the patio. I can't wait to stay at this property again.