My wife and I stayed in villa Armonia at Anemomilos Hotel for part of our honeymoon at the end of September 2019. It was an incredible place to stay. We came with high exceptions and we left with those expectations greatly exceeded. The view of the caldera from our room's courtyard was amazing. The private hot tub is great to come back to after a day of walking around. There is a pool at the hotel as well. The staff we encountered were exceptionally friendly and helpful. We were greeted by Dimitris in reception who welcomed us with a glass of wine and a highlighted map that outlined the local transportation system. Dimitris is one of the most energetic and enthusiastic hosts that we've ever stayed with. He cares very much about guests enjoying their stay at Anemomilos Hotel.
The hotel itself is located by a bus stop and the Fira-Oia trail, so getting around is easy. It should be noted that the hotel is on both sides of the street, with villa Armonia on the caldera side and the restaurant, reception, and the pool on the opposite side. We took a taxi from new port (arrived via SeaJet), which seemed to be a good call given how crowded the bus system was and that you would have to switch buses at the Fira bus station to get to Oia.
The restaurant at Anemomilos Hotel was fantastic. Breakfast is included with the room (at least as of September of 2019). It is a buffet style breakfast with items included eggs (switched between sunnyside up to scrambled), greek yogurt, breads, cold cuts, juices, and coffee. We had dinner there on our first night and the menu was pretty typical of most Greek restaurants but was nevertheless good.
A nice part of hotel Anemomilos Hotel was that it is located on the fringe of the busy part of Oia. It was quieter with less people walking around but was within walking distance of the main walkway of Oia. There is not sunset views at the hotel, but Dimitris was able to give a couple of recommendations as to where to watch the sunset in nearby, lesser known areas. Another item to note is that villa Armonia is located in front of another hotel, so there are other people who walk along a path that goes in front of the room to get to their hotel. It isn't a lot of people, but be aware that the room and the outdoor courtyard will have people walking by looking in. It wan't a huge deal and seems to be standard for Oia, given that everything is built on a cliff, but people should be aware not to expect total privacy while outside their room and in the hot tub. Finally, villa Armonia shares the courtyard with a small structure that is used by the house keeping. We never saw anyone go in or out but it is there. My wife and I enjoy privacy and quiet and nothing I mentioned was a huge problem or damped our experience.
My wife and I would definitely stay here again and recommend this hotel and this room.