We stayed at Rosemary Villa in April 2021. The weather has been pretty sunny for most of the week, and it only became a bit windy towards the end of the week. The days were warm and the nights slightly chilly (but the air conditioner and the hot tub came to the rescue). The villa is located in Emporio, 5 minutes walking away from a small supermarket, a few bakeries, a few lovely restaurants/cafes and a delicious gyros place. The town is very close to Fira (5-8 minutes by car) and there are frequent buses for it, although we opted for a quad rented through the host.
The stay has been wonderful. The house was cozy, clean and curated in all of its details. Very comfortable and spacious (for two) and the kitchen was fully equipped for all we needed (although we ate outside most of the time), save for maybe a bottle of oil for cooking, which we bought ourself for very cheap. We did not expect the cleaner to come halfway through the week, but it wasn't an issue, and she did an amazing job leaving the house as perfect as it was when we got it.
The jacuzzi was our favourite feature of the house, always with warm and clean water, from which you can enjoy an incredible view of the south-east side of the island and the sea. From there you can enjoy both the sunrise, the sunset and a midnight sky, with a fancy drink. We thought the pictures looked nice, but the view is even nicer in person.
Santorini being an island can get very windy, and given that the hot tub is located on the roof, I recommend checking the weather for strong winds beforehand if you are coming in the spring/fall. Some glass walls behind the pool would have been ideal. Either way, the rest of the house is pretty shielded from the wind so I wouldn't worry about it too much if you are not planning to spend too much time in the hot tub. If you do want the hot tub and it is windy, you can opt for other villas in the area which have hot tubs that are less exposed to the wind (but without the beautiful view).
The host Uri was very helpful and provided us with a lot of information and contacts regarding activities and vehicle rentals. The villa manager, Yanis, was also very kind and available for anything we needed, and arranged the quad rentals for us.