Cycladic house vacation rentals in Santorini caldera

The home was in the most ideal location with the most beautiful views! Jackie was so helpful with booking our transfers. The jacuzzi could have been hotter but we still enjoyed it! Would definitely recommend this place for the most authentic Santorini experience!!

Host was very helpful in answering questions and offering suggestions.

It was super helpful that Dimitra met us near the bus stop which dropped us off from the ferry destination. Bus schedule to Fira/Oia were a little confusing but we were able to figure it out soon after we got settled and it was a very nice adventure all around. The local people were very nice everywhere we went in Pyrgos. It was beautiful to hear the church bells early in the morning. The Airbnb was much bigger than expected. Super cool being in the caves. Just like the photos. The surroundings were stunning and amazing views. A little rough going uphill with luggage but not super unbearable and we made it work. Dimitra helped and we were very happy to have picked that location. Although the bus ride was about 30 minutes (to Fira), the scenery was beautiful.

Wow! George was the best. We arrived late due to a flight delay and he stayed around to wait for us so he could show us all the local recommendations. We were blown away by how much food was in the fridge for us. Every time we asked for a ride into town, George himself was there within minutes. We woke up to two amazing sunrises, which you wouldn’t get anywhere else in the island. The villa was within walking distance to Fira. We would highly recommend this air bnb, it was perfect for two couples! A 10/10 experience!

Rodoula’s place was fantastic!! Its minimalistic beauty was exactly as pictured. We were only on the island for 1 day and 1 night but would have loved to spend more time in this gorgeous place.

This is far and away the best experience I have ever had using Airbnb. The place was amazing--even better than we expected--and Elizabeth thought of everything. She met us for check in to walk us through everything, made recommendations and reservations, and was very timely in responding to questions. I cannot recommend this listing highly enough. 1000/10!

Had a wonderful stay at Alexandra’s cave house! In a beautiful area with the best restaurant we went to in Santorini nearby (Lefkes). We loved how peaceful the area was, while being close enough to walk to Oia. She was very responsive, friendly, and helpful. Definitely recommend this Airbnb!

We’re so grateful to Ida for making our stay truly unforgettable ! The accommodation is absolutely charming, authentically Greek .. with a lovely swimming pool and a terrace perfect for soaking up the Mediterranean sun ☀️ Mesaria is a great location, close to many key spots on the island, and Ida was incredibly helpful in recommending the must-see places. We couldn’t recommend staying at Ida’s place more 🤩

There are not enough stars to describe how amazing Catherine was! The place and the views, were out of this world! From the moment we arrived they helped bring our luggage to the Airbnb and she greeted us with such kindness. She set up any and all reservations we requested, including meals and any day trips or activities. She was truly the best host I have ever had, would recommend her to anyone, we will be back!!

The cave house was exactly what me and my partner wanted for our trip. It is in a quiet part of Santorini and we felt like we had a lot of privacy. The cave looked just like the photos and was spotlessly clean. Bed and couch were comfortable. We also loved the jacuzzi on the roof. Nikoleta was very easy to communicate with and we had a great stay in her cave. Would definitely recommend it.

Very good Airbnb I recommend.

We had an amazing stay at the Airbnb! Upon our arrival, a car was waiting to take us to the house. When we walked in, we were pleasantly surprised to find food in the refrigerator, as the host had thoughtfully stocked it for us. The house was not only new but also impeccably clean and tidy, creating a welcoming atmosphere. The host was incredibly friendly and made us feel right at home, even giving us a tour of the property. The pool was maintained daily, ensuring a refreshing experience. Additionally, he provided us with a map and suggested various places to explore, making our stay even more enjoyable. Overall, we had a fantastic time and highly recommend this place!

The stay at Argy’s was wonderful! We loved the location! It was a magical place in what felt like a small traditional village with the most delicious restaurant right at the bottom of the stairs! The hot tub was lovely (turn up the temp as soon as you arrive because it takes about 16 hours to heat up) and the deck was perfect for yoga and meditation. There was a generous bottle of wine.

The accomodation is lovely, spacious, clean, comfortable and modern. The area is quiet with narrow laneways meaning no cars just scooters and foot traffic - which was minimal and means you are not on a tourist route and it is lovely and peaceful. Evi kindly arranged transfer services from the airport to the accommodation for us, and also for when we wanted to go out to dinner one evening. These were much appreciated, Evi could not do enough for us.

This home and host were nothing short of spectacular. It was the perfect space and view of both sunrise and moon rise! Iconic views from the very well maintained hot tub! I hope to be back!

We really enjoyed our stay at Case Bu! The hosts are friendly, quickly responsive, and very accommodating. The location is perfect- a quick, easy walk to many, many wonderful restaurants, all with excellent food and drink/coffee, and the bus station is only a 10 minute walk. The buses are very nice and comfortable- we took day trips to Oia, Perissa black beach and Akrotiri red beach. The room was lovely- small but cozy, clean and comfortable with everything you might need, and we loved having a private enclosed sitting area with a small pool/tub. The surrounding area is safe, quiet and so beautiful!! Thank you for sharing your wonderful space with us!!

The house is beautiful, just down from a very quiet beach. It was clean and exactly as described in the listing with plenty of space for our family. To note, it is near the airport with flights audibly departing throughout the day but these were very fleeting and did not disrupt our day. Maria helped us arrange a car which made it convenient to get around. It was a really nice, tranquil place to hang out at the pool at night.

One of the best places in Oia , john is friendly , the view is amazing , i ll come back for sure on my next vacations in Oia 👋🏻

We had a wonderful stay . The house,location and views were amazing . Jason 100% made the stay even better with his wonderful spread of breakfast every morning . He was so helpful with recommendations , helping us rent a car and so accommodating. The only downfall ( which we knew in previous reviews ) was the traffic of people and vacant lot . Not a lot of privacy. But to be honest , we were not at the house all that much . After sunset it's pretty private and peacefully quiet. I wouldn't choose another place knowing we were so well taken care of and the benefits you get in staying there .

We had a wonderful stay at Samsara. It is a beautiful and peaceful villa with everything you need to have a relaxing time. The villa is in fantastic condition and well maintained. Andreas is a great host, always available to answer questions, arrange transportation or anything you need. We really appreciated the flexible check in and out times as we came and departed by ferry which only had one per day. We would not hesitate to book here again.

This house is an excellent option for a trip to Santorini. It is in an excellent location, has wonderful hosts, close to the airport, beautiful surroundings and pool. The house has a maid who comes to clean every day. Margarita made us a cake and brought it to us on the first day of our stay. The house is a 5 minute walk to a grocery store, 10 minute walk to the bus stop to go to Fira, and 10-15 minutes walk to Kamari beach. I’d definitely stay here again. Thanks to Margarita and her family for hosting us.

Love love loooove this accommodation! Georgia was an amazing host who went above and beyond to make sure our stay was one to remember. She was so proactive and helpful, made our journey to and from the port a breeze and went the extra mile 🥰 definitely one of our favourite listings, the staff are so sweet and friendly, the views are to die for and our place felt so luxurious! Thank you again to Symphony Suites and Georgia for making our stay a very pleasurable one, we’ve loved our stay in Santorini 🤍

This was a perfect place to stay in the Firostefani village of Santorini! The location was very convenient - right on the 'walk' but quieter than staying directly in Fira. There were wonderful views directly from the front and there were many restaurants and shops very close by. It is also a very short walk to the hustle and bustle of Fira and we did it each day with no worries. Everything in the apartment was so clean and comfortable, including the outdoor hot tub which we enjoyed! The place is very spacious and had everything we needed, and our host welcomed us with warm Greek hospitality, providing an orientation to the area and recommendations for restaurants, and even assisted with booking a Catamaran tour - which I would recommend as well. Overall we felt so relaxed and comfortable during our time and highly recommend this place for the views, comfort, convenience, and exceptional service. A+

Highly recommend staying here, one of the best views I’ve ever seen. Place was beautiful, situated right next to a local town which was amazing. Pool was absolutely stunning along with the house, if anything the pictures do not do enough justice for how nice this place is. Ina was our host who was so friendly and helpful, gave us recommendations, always responsive and even was able to sort us travel. Definitely will be coming back!