This was a nice home. If you have difficulty with steep stairs, or small children, or are not fit, this may be too much of a climb for you. We really liked taking the stairs down and up for the bit of exercise. The home was nice, but, as advertised, the hot tub was cold. As we were there in October, it was pretty much useless (unless you like taking cold baths).
The home was nice, comfortable, and as advertised.
Check--in was glitchy. We were told to come into the entrance of town and call. There is no "town gate" or anything, just a long street from which you can dip into town at any point. When we called, we were brusquely told that we were in the wrong place and couldn't possibly be in town (which of course, we were). She told us to go to a certain restaurant, which we did and then things went more smoothly. It would have been much smoother to just tell us from the start to meet at a certain landmark or restaurant. And she seemed almost angry and inconvenienced when we explained where we were. Oh well. That was definitely the main issue.
Oia itself was not as we expected. I had read that it is a beautiful romantic town. I have been to the island 5 times and it is definitely my least favorite place. The hordes of tourists made the time in town frustrating. I think if you like lots of shopping for either high end items or souvenirs, the shopping would be good, but there weren't many of the "crafty"stores you find from time to time. Buses of people were there, jostling and gawking and incessantly taking pictures. If this was occurring just a few hours like reviews said, it would have been ok, but it seemed to happen all day and until about 11pm and often it was hard to even move on the crowded streets.
Our favorite parts were taking mopeds to other parts of the island, finding some nice cafe's to people watch (which was fun), and take the several hundred stairs down to the fish restaurants.