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Cycladic house holiday rentals in Oia

Find and book unique cycladic home rentals on Airbnb

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Popular amenities for cycladic home rentals in Oia

Family-friendly cycladic home rentals

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

Cavehouse in Traditional Village

ThereseRating, 5 stars2 weeks 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, 146 reviews

Marla Villas - Cave House

JialinRating, 5 stars3 days ago
能够体验到当地特色建筑。房间舒适安逸,环境干净卫生,房东热情好客,推荐给想来游玩度假的游客。
Top guest favourite
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 132 reviews

Olyra Traditional Cave Houses 2

TressaRating, 5 stars3 weeks ago
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!
Top guest favourite
Flat in Fira
4.91 out of 5 average rating, 403 reviews

Calderimi studio for 2 in Fira.

JudyRating, 5 stars3 weeks ago
This was a beautiful spot and very walkable. The apartment is spotless and well equipped. I highly recommend it!
Top guest favourite
Flat in Fira
4.98 out of 5 average rating, 196 reviews

Saints Apostles Villa with private pool

LauraRating, 5 stars2 weeks 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 favourite
Flat in Fira
4.94 out of 5 average rating, 164 reviews

Yposkafo Suites - Private Studio - Santorini

KristenRating, 5 stars2 weeks 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!
Superhost
Flat in Fira
4.83 out of 5 average rating, 121 reviews

Souita Mantilaria

Andrea NicoleRating, 5 stars1 day ago
Great place to stay everything is in walking distance. Evgenia was always super attentive to us and helped us with local recommendations and transportation. Would 100% stay there again, and recommend you guys to book! You’ll have a lovely experience, i’m sure of it!
Guest favourite
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!

Cycladic home rentals with a patio

Top guest favourite
Home in Oia
4.97 out of 5 average rating, 35 reviews

Lunar Sea Suite with Hot-tub and caldera view

AnthonyRating, 5 stars2 weeks ago
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.
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.
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 favourite
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

PatrickRating, 5 stars10 months ago
Diese Wohnung ist ideal um die ganze Insel zu entdecken. Sie liegt am Ende einer kleinen Stichstraße die in einen Fußweg übergeht, der nach Messaria hineinführt. Wir gehörten zu den ersten Mietern, alles war neu, supersauber und gut eingerichtet. Hier fehlte es an nichts. Vor allem die Küche war sehr gut ausgestattet. Wasch- und Spülmaschine waren eine große Hilfe. Die Klimaanlagen haben perfekt funktinioniert, ebenso das wlan, das allerdings kaum auf die Dachterrasse reicht. Wir haben die Terrasse jeden Morgen und Abend gerne genutzt und dabei in der Ferne das Meer gesehen. Wir wurden sehr freundlich empfangen und gleich mit Wasser/Kaffee/Tee versorgt und zum Schluss gab es sogar eine kleine liebe Aufmerksamkeit.
Top guest favourite
Cycladic home in Ormos Korfou
4.86 out of 5 average rating, 7 reviews

Petinos Traditional House

ValérieRating, 5 stars9 months ago
Endroit magique pour chiller , lire , se baigner …. Randonner sur l’île aussi ! Très bons restaurants avec spécialités locales, y compris vin blanc produit sur l’île ! Le logement est conforme aux photos et la terrasse avec vue à 180 degrés sur la mer ! Apostolos est un jeune homme qui est très sociable , aime rendre service , disponible, très accueillant ! Nous avons pu rencontrer aussi les propriétaires , en vacances aussi, qui étaient soucieux du bon déroulement de notre séjour , nous ont accompagnés jusqu’au bateau , très accueillant également !
Top guest favourite
Cycladic home in Vourvoulos
4.93 out of 5 average rating, 44 reviews

Beyond Crowds Seafront Escape | Sonus Mare 2

ElinaRating, 5 stars1 month ago
Incroyable ! Les mots me manquent pour décrire ce Airbnb qui est sans aucun doute le meilleur dans lequel nous ayons pu séjourner. Points forts : - localisation à 10mn de Fira en voiture, a mi chemin de tous les points d’intérêts - un havre de paix en face de la mer, même si il y a plusieurs logements on ne ressent pas du tout le vis à vis - le jacuzzi incroyable en face de la mer a bonne température - la beauté de l’appartement - tous les petits cadeaux vraiment adorables avec un petit déjeuner + le ménage fait au milieu de notre séjour ce qui est très rare dans un airbnb Leur gentillesse est également un gros avantage Petit conseil pour les voyageurs, prenez une voiture, peu d’endroits sont accessibles à pieds d’autant plus que la villa se trouve en hauteur d’une montée :)
Superhost
Flat in Fira
4.91 out of 5 average rating, 57 reviews

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

ElisabethRating, 5 stars2 weeks ago
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

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

Captain’s studio twin beds with sea view in Oia

MohamedRating, 5 stars2 weeks 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 favourite
Windmill in Oia
4.94 out of 5 average rating, 66 reviews

The Sunset Windmill

VarunRating, 5 stars5 days ago
The location and the views cannot be beat. To see the sun dip into the ocean from the hot tub was blissful. We did nothing but hang out in the tub everyday for sunset and then walked around for dinner. Would love to visit again. Jason, the manager, is great. He carried our bags in and made us breakfast everyday. He gave us great recommendation and helped us plan our stay. I recommend reaching out to them before planning your time in Santorini. Will recommend this place to friends and family and would love to visit 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 favourite
Flat in Pyrgos Kallistis
4.79 out of 5 average rating, 33 reviews

Genesis Suite | Sea view & outdoor hot tub

Bethany-RoseRating, 5 stars3 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 🤍
Guest favourite
Cycladic home in Oia
4.88 out of 5 average rating, 56 reviews

Exclusive Villa with Outdoor Heated Pool

TolgaRating, 5 stars2 months ago
Vue et piscine incroyable !!
Top guest favourite
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 259 reviews

Santorini Mayia Cave House with Private Cave Pool

AnnaRating, 5 stars2 weeks 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 favourite
Flat in FIROSTEFA
4.94 out of 5 average rating, 71 reviews

Airth Suite (jacuzzi and sunset view)

DebraRating, 5 stars4 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
4.82 out of 5 average rating, 104 reviews

Bluewhite villa with heated private pool

CallumRating, 5 stars3 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