A totally gorgeous villa in the heart of Oia. We visited in August which is peak time, so this comes with pros and cons! The hot tub on the roof is very close to the busy street at sunset, and we even had people taking photos of the water through the little door to the street. We didn't really mind, but if you wanted something really private this isn't it. That said, the house is everything we wanted from a traditional cave house and we were close to everything with no busses needed to check out the sunset.
I'd recommend going off peak to make staying at this amazing place more affordable. We had a credit we needed to use because of a cancelled trip during covid, and this was the only time of year we could come, which left us after dynamic pricing paying nearly $900/night. November will get you much better rates!