My wife and I and our 2 teenage daughters (4) had a great stay in Oia 3 nights in mid April. This home would be great for romantic getaway for 2, and also large enough for a family of 4 that doesn’t mind sharing upstairs. The hot tub with view of the Caldera is absolutely world class, and we spent a lot of time there as it was a colder/windier than normal for April. A plentiful Breakfast comes every morning, including fresh juice, yogurt, toast, omelette, cookies all prepared by a local bakery. Mary can be reached via text/WhatsApp as a concierge, and book anything you may need, including taxi, excursion, dinner recommendations/reservations, traveling massage therapists, etc. All of her suggestions and bookings were excellent, and having this local knowledge/concierge is a major plus! The quality of the location/view, breakfast for 4, etc, we felt it was good value. (Though it may be pricier in high season).
Getting Mary to arrange a transfer from the ferry terminal/airport is a must…she coordinates this with a porter, and this is very helpful getting luggage down very steep steps to the retreat.
We really enjoyed Santorini this time of year, the flowers are blooming, there were no crowds., but most things (unlike Milo’s) were open. The walk from Fira to Oia was glorious, not too hot, but plenty windy. We had 25 mph wind, and about 12 C (mid 50’s F) temperatures, but still managed a sunset cruise…in this cold weather the hot springs were more lukewarm, but we did the cold swim anyway!
One general note for staying in Oia, or really anywhere on the Santorini caldera, most properties like this one with amazing views required some steps to access. If you are not sure of fitness, have challenges with knees/steps, we saw many people w/ trekking poles. These are a great equalizer.
We will not hesitate to visit again!