Our five days at Pina Caldera was amazing. We traveled in early October and I think the timing was perfect. The weather was beautiful, sunny and warm, and from my understanding we missed high tourist season. since Santorini is a smller island, and Oia gets saturated (especially right at sunset), I would highly recommend this timing. Pina Caldera was a dream - larger than pictured, so beautiful. I had concerns before arrival that my 6'5" husband may not fit, but the ceilings are lofty and grand. Yanis, the property manger was great and prompt to respond to any questions we sent. We much enjoyed the morning breakfast baskets and spent our evenings on the patio watching the sunset and taking in the magnificent view. As a previous review mentions, you can see or hear people on the caldera, but after viewing all of the area, this seems to be the norm, and you can find privacy in the pool cave, or by clever placement of the moveable umbrella (a great solution). There are a lot if great restaurants and several small shops nearby for groceries, many giftstores selling beautiful jewelry and clothing too. We loved Lotza, a more casual dining experience ran by a family nearby with a beautiful view from the deck in the back. I was so glad we selected to stay in Oia for our honeymoon and the Pina Caldera was absolutely amazing. I'd highly recommend this to anyone.