
Cycladic house holiday rentals in Santorini caldera
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Top-rated cycladic home rentals in Santorini caldera
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Cave house Oia Caldera Amazing view with Jacuzzi
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!!

Marla Villas - Cave House
Very happy with our stay!

Top Caldera view villa with Hot Tub in Oia
Couldn’t recommend this more! Beautiful home with an amazing view and great hosts!

Olyra Traditional Cave Houses 2
The place was great! It was in a perfect location less than a 5 minute walk from a bus stop. Dimitra was extremely kind and helped us answer any questions we had. The place was exactly as pictured!

Saints Apostles Villa with private pool
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!

Souita Mantilaria
Lovely stay. The host was wonderful and welcoming creating an amazing atmosphere. She also helped us arrange transfer from the port which was very helpful. Such a cozy place to stay in such a great area in Fira.

Ammos Oia Mansion
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!

Villa Ruby
Wonderful place! Georgia was soooo friendly and helpful with everything. The Airbnb is in the best location with deck views over the town and of the next door churches. We also fell in love with Megalochori, the cafe/tavern with exquisite live Greek music (across the "street"), the great village restaurants, the local artisans...all just steps away. Thank you, Georgia! Your amazing Cycladic home was perfect!
Cycladic home rentals with a patio

Lunar Sea Suite with Hot-tub and caldera view
TL;DR Stunning air bnb. Very worth it for a first visit to Santorini. Booked Catherine’s room for our first visit to Santorini and it was fantastic. The views from the air BnB are even more beautiful than the pictures and the bed was very comfortable. It also came with an actual duvet which isn’t very typical from what we’ve experienced on other islands. She also provided a lot of services and assistance during the trip such as restaurant reservations, taxis, porters to move our suitcases to/from the post office and daily cleaning of the room. Note: the route to the air BnB is a bit precarious so it might not be suitable for people who are less active. The jacuzzi also isn’t as hot as jacuzzis in the states but was still very enjoyable. Also Santorini is experiencing a water shortage so there might be bouts where the shower/tap won’t be working but it doesn’t last very long.

Spilia Cave Nicole Santorini
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.

Apelia Santorini Holiday Villa (Car Included)
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!

Argy's Luxury White Villa With Private Jacuzzi
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.

Petinos Traditional House
Stunning flat and stunning cove to stay in . Utterly peaceful and it felt like a true haven. Apostolo was a fantastic host and really was amazing in getting us to Santorini for our flights home when the local boat wasnt running . The fava in the windmill restaurant was the best we have ever tasted A million thank yous Apostolo .

Euphemus Cave House
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.

Beyond Crowds Seafront Escape | Sonus Mare 2
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!

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
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!!
Cycladic home rentals with a washing machine and dryer

Captain’s studio twin beds with sea view in Oia
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 👋🏻

The Sunset Windmill
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 .

Felicity Villas Santorini - Victoria
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.

Genesis Suite | Sea view & outdoor hot tub
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 🤍

Santorini Mayia Cave House with Private Cave Pool
What a find. This area is less touristy but has all you need. Amazing restaurants, view points, car and buggy rentals. The house it self is as described. Perfect! We cooked dinner and ate on the terrace during sunsets, no bugs. Many friendly people around. All you need for coffee is provided. Cooking utensils and pans were good enough. Found I needed an extra bowl but as luck would have it there was a local market that was selling beautiful bowls. Also there is Maria market that had all the necessities. Be ware of things that don’t have a price. Over all we had an amazing stay and our host was very prompt, kind and responsive!

Airth Suite (jacuzzi and sunset view)
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+

Bluewhite villa with heated private pool
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!

Villa Florina
Stefanos and Natasa were amazing hosts! Quick to respond, helpful, and friendly. Stefanos coordinated pick up/drop off from the airport and met us personally to walk my family to our Airbnb. If you decide to use the shuttle service, ask Stefanos to try and book Theo as your driver (if he's available!). He shared great information along the ride, and we asked Stefanos to book him as our guide for a personal tour of the island ~ this was one of our most favorite days! The traditional cave house was exactly as described, worked perfectly for our family of seven (4 adults, 3 teenagers), offered amazing family space in the courtyard and spectacular views and sunsets from the rooftop patio!!! My entire family would highly recommend this property and hopes to return to beautiful Santorini!
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