Cave holiday rentals in Pyrgos Kallistis

We had such a memorable stay! The location is like something out of a dream—tucked into volcanic rock by the sea, it feels like a hidden pirate cove at night. The suite was unique and thoughtfully designed, a refreshing change from the usual. While people may glance at their reflections in the windows, the space feels completely private. The warm rooftop pool is a highlight, with stunning views across the bay. The 200-step walk up to Oia isn’t difficult and is filled with breathtaking views and sunsets along the way. The host was incredibly responsive and friendly, making everything from communication to transfers seamless. A special thanks for quickly handling a request—it really made us feel cared for. The cleaning lady was also lovely: efficient and always friendly. Highly recommend if you’re looking for a truly special and unforgettable place to stay!

Our experience at this Airbnb was truly perfect from beginning to end. We were greeted at the airport by a driver arranged by the host, and upon arrival, someone was already waiting to help us with our bags. The home was spotless, beautifully maintained, and in the perfect location—just a short walk from shops, restaurants, and bars, with a stunning view of the sea. Daily breakfast was such a nice touch, and I was especially grateful that the host provided soy milk after I requested it—two cartons, no less! The cozy slippers made us feel right at home, and while I didn’t get a chance to use the hot tub (too busy exploring!), it looked pristine and super inviting. Check-in and check-out were both seamless, with a porter to help with bags and transportation arranged for our departure as well. I would absolutely stay here again and recommend this place to anyone visiting Oia. A truly special stay!

Great place that had amazing views next to the blue top church. Host was very helpful with recommendations. Only complaint would be the amount of traffic from people waiting to take photos near the Airbnb (above the private chained off area) but is to be expected with a place is such a great locations. Highly recommend this place and would love to come back next year!

The house is indeed very special in a very special part of syros. It is quite small and cozy but we found it wonderful. Ano syros is amazing but do consider it requires to travel by foot with lots of stairs, nice challenge, but can be tiring sometimes. For us it was worth the special environment of the place. Thank you again Yannis for your communication and very detailed explanation

Great venue! Would recommend 🙌 Staff were so friendly and flexible. The accommodation was beautiful and the kitchen had loads of crockery, great for hosting big groups! The staff were on hand for any additional requests, the flexible taxi service was really helpful and accommodating to our itinerary.

Kinga & Nicolas‘ Appartement is just so nice and calm. We had an amazing stay and fell in love with the island.

We had a wonderful stay at the Stone House. The view was absolutely beautiful and was lovely to be able to sit out and watch the sun set. Lovely walks from the house, views fron the top by the Church were fantastic. The stone house had everything we needed and was cool on the hotter days. Being animal lovers we very much enjoyed seeing the animals and how well they are cared for the whole team do an amazing job! We would love to return! Thank you very much Sandy!

Perfect location in Oia! Loved our stay

We loved staying here! Only 10 min drive from main town Fira and we loved the private pool!

We had an amazing time. Views were great, host was great. Only good things to say about this experience!

Staying at this place was so refreshing and relaxing. A 10/10 view combined with the beautiful design and the amazing hospitality of the host. I am recommending this place with all my confidence!

Amazing location with great acces to Oia and amazing local restaurants. the cave villa itself was lovely, very cozy atmosphere and the amenities were great. couldn't recommend enougb

Such an amazing stay! You honestly can’t beat the location — right in the heart of Ammoudi Bay, with the most unreal views. It was like waking up in a postcard every morning. The included breakfast was delicious with great variety, and the staff was so kind and accommodating — they even made sure there were gluten-free options for one of my friends, which we really appreciated. Everything about this place was relaxing, beautiful, and just felt extra special. If you’re thinking about booking — do it for the view alone. We didn’t want to leave!

Our experience was fantastic ! We went with the group to Tsiknopempti and we really didn't want to leave! The house is spotless with a lovely living room with a fireplace! Fully equipped BBQ and kitchen and incredible views! Close to activities and excursions is the perfect base

Artemis, Vassilis & Maria were amazing hosts! We had an amazing stay at their beautiful home. Hosts were very responsive and gave us clear instructions as well as provided some great recommendations on what to see during our short stay there. They met us at a meeting point and assisted us with our luggage. The Airbnb also looked exactly like the photos. Truly caring host and felt at home! Would definitely come back here again.

We loved our stay in Megalochori. Khania and Kostas were great hosts. They helped arrange transportation for us to the house and Kostas met us to give us all the details of our stay. The house was so unique and very comfortable. We met so many lovely people in the village during our stay. It was a smaller, quieter village than main towns of Santorini but so glad we chose to stay there and miss so many groups of tourists. It was welcoming and charming.

Such a lovely house! Impeccable attention to detail, it exceeded our expectations. We really enjoyed our stay and appreciate Maria’s effort to keep the house well maintained. The only issue we had was the WiFi connection which was good only when in the living room. It can be though a matter of infrastructure.

Staying here was so special, magical, really was out of this world. Takis and team were fantastic, warm, kind and professional. Outstanding place, completely faultless. Thank you so much Takis and team, from all of us.

Better than it looks, and it looks amazing. Views were just out of this world. Not sure why people obsess over Oia (we went). The sunsets from the cool water jacuzzi on the upper terrace were the stuff of dreams.

Our stay was short but amazing! Lena received us and was very dear to us, helpful, polite, showed the whole house with great affection. We love it! We hope to return soon and will always recommend this property.

Very nice house with perfect location. Easy access to all the locations on the island. The house is beautiful in traditional style with beautiful plants in the spacial garden. It’s really pleasant to enjoy the sunshine in the garden. There is a great pastry within walking distance where you can easily arrange breakfast and lunch. The only pity is that the kitchen is not really up to use. We had to request to get the induction and cooking basics. Although the staff brought items immediately upon request, unfortunately these cooking equipments didn’t function well and lack of a few things like chopping board, kitchen knives, oil etc. Overall, a great place for holiday, if you do not have cooking demands.

The house has a great location, located at the end of the beach. It is private with great sea views, we enjoyed it very much. Nice bar/restaurant in just a few minutes walk. House is super clean, fully equipped kitchen and easy to reach. Would stay again. Sophia (and John) responded quickly to questions, they are perfect hosts.

This hotel was amazing. The rooms look nice online but are even better in person and each room has a beautiful view. It's small enough that the staff knows guests by name and is able to provide suggestions when needed. During check-in, the staff was kind enough to help arrange multiple dinner reservations and set up a car rental, which all worked out wonderfully. Additionally, we stayed in two separate rooms that they had due to a late booking by me and the staff was kind enough to move bags from one room to the next for us while we were out on an excursion during the day on the day that we switched rooms. While Oia or Thira may seem like the top locations to stay in Santorini, from our experience we would stay in no other location than Imerovigli. It's close enough to access the larger cities easily while still being far enough off of the beaten path to feel a little less hectic all while having great dining options nearby. Also, the breakfast served in the cafe/bar attached to the hotel made for a great way to start each day as the food was delicious and the view was breathtaking. All in all, the hotel was in a beautiful location, the rooms vastly exceeded our expectations, and the whole experience was topped off by a kind and welcoming staff who went over the top to make our stay pleasantly memorable. I would recommend staying with Christos and Marios to anyone who is traveling to Santorini.

Vasia was very responsive to our needs. We enjoyed our stay very much, it was very peaceful.