My wife, 15 month old daughter, and I stayed at Oia Sunset Villas for a week in late May/early June 2016. We loved it. Konstantinos is the on-site manager who speaks perfect English and he is available basically all the time, he will serve you drinks and make reservations and give advice and he even once jumped in his car and drove to the restaurant to pick up our takeaway meal because they weren't delivering on a Sunday and another time he ran to the store for us. Konstantinos is the man! He is a great asset to the property. With the daily maid service and Konstantinos, the level of service is like staying in a nice friendly hotel.
The Villas are situated on the backside of the famous Oia town, so it is a 10 minute walk up the hill to the main area of town. The benefit of this is the privacy and open space that you just can't get on the caldera side of town (we stayed there as well). It is very peaceful and it didn't take us long to settle in and feel at home. Also it is actually a lot easier to get to Amoudi Bay than if you are staying up on the hill. From your deck you can watch the sunset while eating food delivered from a local restaurant, and as a family with a young daughter, we did this on several occasions and loved it. The pool is really nice and refreshing, and we also had our own private hot tub that was warm and clean. The property is very clean and there is a lot of space, if you have kids they will have room to roam and they aren't going to fall off a cliff.
A few recommendations: Get reservations for dinner at one of the Amoudi Bay restaurants, ask for a seaside table. Walk past the Amoudi Bay restaurants and there is an area to swim and you can jump off a small cliff, very fun. There is a nice sandy beach near Sunset Villas called Katharos Beach (clothing may be optional) and the Katharos Lounge has great food, have dinner there for sunset. If you like hiking, take the first bus in the morning (or catch a cab to start earlier) and hike from Fira to Oia, it takes about 3 hours and there are restaurants along the way so you don't need to pack much. Also there is an amazing bakery just down the street from the bus depot, it is not really touristy so the prices are half everywhere else and the food is the best.
Overall a wonderful stay! Thank you Marcos but especially thank you Konstantinos for making our stay so great. We highly recommend Oia Sunset Villas.