5/5 for Emmantina’s house. If you don’t want to spend the exorbitant cost of an apartment directly on the caldera, we strongly recommend this place. Although it’s not on the caldera, everything is readily accessible by a (maximum) 20-25 minute drive from this location: Thira is barely a five minute drive, Oia 20 minutes, the lighthouse and ruins on the other side of the island 20 minutes Kamari beach was maybe 10, red beach, etc. it was wonderful.
On our first day, our hosts sat us down and provided us fresh lemonade, a map and rundown of the island, recommendations where to spend time, a brief history of the island, etc., all as part of the check-in. Additionally, for cheap, Mr. Emmantina provided transportation from the port (ferry from Mykonos) and to the airport when we left. They also provided a free, homemade breakfast that was delicious at a reasonable time.
The apartment was a little hot at night—but with open windows and a breeze it was splendid. The bathroom was clean and had a shower head situated overhead (which, for those from the USA, as it turns out, is a rare find in Europe and much appreciated!). My husband and I would stay here again.