This house is very special. We stayed for three nights (family of four - 2 adults and 2 children, ages 7 and 9) in July 2019.
The location is perfect. It is in the middle of Oia, and walking distance to all that Oia has to offer. The streets of Oia get crowded with tourists from cruise ships during the day, and it was lovely to be able to step off the crowded main cobblestone street, and into the private courtyard.
The view is incredible. It is high on the hill, so you not only get to see the gorgeous caldera view, but also the stunning view of the other Oia buildings, including the blue roof churches. There is a private balcony (large enough for four chairs and a table) and also a large rooftop which you share with the neighboring house (we went up there about four times during our stay and always had it to ourselves).
The owners were very helpful leading up to our stay and during our stay. Their recommendations for things to do and places to eat were excellent. Lovely touches such as fresh bread each morning were well received.
If you are lucky enough to be able to book this house for the dates you need, go ahead and do it.