Cycladic house vacation rentals in Cyclades

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Top-rated cycladic house rentals in Cyclades

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Guest favorite

Cycladic home in Oía

4.95 out of 5 average rating, 195 reviews

Helianthus Honeymoon House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 1/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 257 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Guest favorite

Villa in Imerovigli, Santorini, Thira, Cyclades

4.98 out of 5 average rating, 106 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Guest favorite

Cycladic home in Thira

4.97 out of 5 average rating, 161 reviews

I-Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Guest favorite

Cycladic home in Sifnos

4.9 out of 5 average rating, 164 reviews

Historic 14th century Sifnian House with Sea Views

Experience the ultimate in island living with a 700-year-old Cycladic house full of character and history. Located in the heart of the historic village of Kastro, this home boasts a picturesque view of the bay of Seralia and the endless Aegean Archipelago. Immerse yourself in the rich heritage of the Island of Sifnos with the original setting of this one-of-a-kind home. Don't miss out on this rare opportunity to own a piece of history in one of the most sought-after locations on the island.

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 150 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favorite

Cycladic home in Akrotiri

5.0 out of 5 average rating, 147 reviews

Akrorama - Anemos , private pool

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you. Renovated interior 2024 photos coming soon!

Guest favorite

Cycladic home in Milos

5.0 out of 5 average rating, 188 reviews

Villa Tasoula Sunrise apartment

Villa Tasoula it's located 1km from Adamas downtown ,built with Cycladic architecture it is separated in two floors. Upstairs live my family,at the first floor we made 4 places for hosting. Two apartments and two studio. The Sunrise apartment 45 sq.m. fully equipped available for 3 person.there is not sea view but it is 150 meters from the beach of papikinou, ιdeal for relaxing and pleasant holidays !

Guest favorite

Apartment in Oia

4.97 out of 5 average rating, 117 reviews

Angel Studio with Jacuzzi and Sunset View

An amazing suite, that respects the traditional architecture of Santorini, with a breathtaking view of Caldera and the famous sunset of Oia. Literally hanging over the cliffs of Oia overviewing Ammoudi Bay, which lies within walking distance. The accommodation is a spectacular location, however there are few steps to get there, nothing too demanding for someone who is an abled walker.

Guest favorite

Cycladic home in Oia

4.99 out of 5 average rating, 148 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Guest favorite

Cycladic home in Megalochori

4.96 out of 5 average rating, 217 reviews

Villa Ruby

Villa Ruby is located in the traditional village of Megalochori in Santorini. A new villa built in the traditional architecture of the island. This accomodation is situated 3 kilometers from the Port, 7 kilometers from the Airport, 6 kilometers from the cosmopolitan center of the island and 4 kilometers from the islands' amazing beaches.