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Cycladic house vacation rentals in Oia

Find and book unique cycladic house rentals on Airbnb

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Popular amenities for Oia cycladic house rentals

Family-friendly cycladic house rentals

Guest favorite
Home in Fira
4.94 out of 5 average rating, 163 reviews

Cavehouse in Traditional Village

ThereseRating, 5 stars1 week ago
Such kind and lovely hosts. An amazing experience from start to finish. Very comfortable bed, great shower and bathroom as well as beautiful patio and outdoor eating area. Gorgeous furnishings and thoughtful little extras like wine, snacks and bottled water on arrival. You could not ask for more❤️
Superhost
Dome in Mesaria
4.97 out of 5 average rating, 144 reviews

Marla Villas - Cave House

AzucenaRating, 5 stars2 weeks ago
Host was very helpful in answering questions and offering suggestions.
Top guest favorite
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 131 reviews

Olyra Traditional Cave Houses 2

JessicaRating, 5 stars4 weeks ago
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.
Top guest favorite
Apartment in Fira
4.98 out of 5 average rating, 196 reviews

Saints Apostles Villa with private pool

LauraRating, 5 stars1 week ago
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!
Guest favorite
Cycladic home in Karterádos
4.84 out of 5 average rating, 275 reviews

il Melograno Traditional Cave House

KellyRating, 5 stars2 weeks ago
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.
Guest favorite
Apartment in Fira
4.94 out of 5 average rating, 164 reviews

Yposkafo Suites - Private Studio - Santorini

KristenRating, 5 stars1 week ago
We LOVED this location. First and foremost, the view was phenomenal. No matter what we did during the day, it was a priority to get back to our patio for sunset. On this island, that's irreplaceable. Second, we really liked being centrally located on the island. That allowed us to go north one day, south another, and check out what was near us on our partial days. I would not want to stay in Oia with its overcrowded insanity. And staying just north of Fira in an area called Firastefani meant we could walk to the action but be far enough away to not feel overwhelmed. We had an ATV and never had an issue parking nearbyish. Note, it is a little difficult to find the place the first time, and it is a little bit of a walk from where one parks. But trust me, it's SO worth it. Finally, the actual contact is a lovely woman named Rena who is responsive and provides all you need. You can choose to have your place cleaned every day or not at all, just let them know. This is a great spot!
Guest favorite
Cycladic home in Oia
4.9 out of 5 average rating, 174 reviews

Ammos Oia Mansion

OliviaRating, 5 stars1 month ago
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!
Top guest favorite
Cycladic home in Megalochori
4.96 out of 5 average rating, 254 reviews

Villa Ruby

FrancesRating, 5 stars2 weeks ago
Villa Ruby is a fantastic place to stay. On an evening sitting on the roof terrace listening to the music playing at the local restaurant was magical. The villa had everything you would need for a fantastic stay. Georgia had included some extra touches like the fruit and cakes from the local bakery. Would definitely stay hear again.

Cycladic house rentals with a patio

Top guest favorite
Home in Oia
4.97 out of 5 average rating, 34 reviews

Lunar Sea Suite with Hot-tub and caldera view

SarahRating, 5 stars6 days ago
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!!
Cycladic home in Akrotiri
5 out of 5 average rating, 13 reviews

Spilia Cave Nicole Santorini

SarahRating, 5 stars8 months ago
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.
Cycladic home in Fira
4.74 out of 5 average rating, 62 reviews

Aeron Suite Villa w. Queen Bed Sea & Mountain View

BenjaminRating, 5 stars1 month ago
Very good Airbnb I recommend.
Superhost
Cycladic home in Megalochori

Apelia Santorini Holiday Villa (Car Included)

OmarRating, 5 stars10 months ago
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!
Top guest favorite
Cycladic home in Megalochori
4.97 out of 5 average rating, 39 reviews

Argy's Luxury White Villa With Private Jacuzzi

AngelRating, 5 stars7 months ago
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.
Home in Mesaria
5 out of 5 average rating, 3 reviews

Euphemus Cave House

NikiRating, 5 stars9 months ago
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.
Top guest favorite
Cycladic home in Ormos Korfou
4.86 out of 5 average rating, 7 reviews

Petinos Traditional House

KateRating, 5 stars8 months ago
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 .
Top guest favorite
Cycladic home in Vourvoulos
5 out of 5 average rating, 43 reviews

Beyond Crowds Seafront Escape | Sonus Mare 2

KerrinRating, 5 stars7 months ago
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!

Cycladic house rentals with a washer and dryer

Superhost
Apartment in Ia
4.65 out of 5 average rating, 100 reviews

Captain’s studio twin beds with sea view in Oia

MohamedRating, 5 stars1 week ago
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 👋🏻
Guest favorite
Windmill in Oia
4.94 out of 5 average rating, 64 reviews

The Sunset Windmill

KyraRating, 5 stars1 month ago
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 .
Superhost
Cycladic home in Megalochori
4.97 out of 5 average rating, 29 reviews

Samsara - Santorini Luxury Retreat

Paris Rating, 5 stars8 months ago
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.
Superhost
Dome in Kamari
4.91 out of 5 average rating, 11 reviews

Felicity Villas Santorini - Victoria

RobertRating, 5 stars11 months ago
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.
Guest favorite
Apartment in Pyrgos Kallistis
4.79 out of 5 average rating, 33 reviews

Genesis Suite | Sea view & outdoor hot tub

Bethany-RoseRating, 5 stars2 weeks ago
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 🤍
Top guest favorite
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 259 reviews

Santorini Mayia Cave House with Private Cave Pool

AnnaRating, 5 stars1 week ago
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!
Guest favorite
Apartment in FIROSTEFA
4.94 out of 5 average rating, 71 reviews

Airth Suite (jacuzzi and sunset view)

DebraRating, 5 stars3 weeks ago
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+
Superhost
Cycladic home in Santorini
4.83 out of 5 average rating, 103 reviews

Bluewhite villa with heated private pool

CallumRating, 5 stars2 weeks ago
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!

Quick stats about cycladic house rentals in Oia

  • Total rentals

    140 properties

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Greece
  3. Oia
  4. Cycladic house rentals