Cycladic house vacation rentals in Oia

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Top-rated cycladic house rentals in Oia

Guests agree: these cycladic house rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cycladic home in Oía

4.95 out of 5 average rating, 194 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

Apr 9 – 16

R13,215 ZAR per night

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.

Mar 29 – Apr 5

R8,963 ZAR per night

Guest favorite

Cycladic home in Thira

4.97 out of 5 average rating, 160 reviews

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!

Apr 11 – 18

R2,921 ZAR per night

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.

Nov 6 – 13

R8,129 ZAR per night

Guest favorite

Home in Oia

4.92 out of 5 average rating, 474 reviews

Divine View Collection

Our new Private cave house is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place.

Jul 21 – 28

R7,409 ZAR per night

Guest favorite

Apartment in Oia

4.97 out of 5 average rating, 115 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.

Apr 3 – 10

R8,817 ZAR per night

Guest favorite

Cycladic home in Oia

4.99 out of 5 average rating, 147 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!

Apr 22 – 29

R18,361 ZAR per night

Guest favorite

Cave in Oía

4.94 out of 5 average rating, 128 reviews

Satori Caves by Thireon

Welcome to Satori-where the glittering sea meets the endless sky at the top of Oia’s breathtaking volcanic cliffs. The house i has an amazing terrace with hot tub for your own private volcano viewing spot! , there are very few steps to climb to reach this caldera home rewarding you with PRIVACY and away of the crowds. A fully serviced home managed by Thireon Houses

Nov 11 – 18

R8,915 ZAR per night

Superhost

Home in Οία

4.92 out of 5 average rating, 272 reviews

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

Oct 29 – Nov 5

R7,995 ZAR per night

Superhost

Villa in Ia

4.86 out of 5 average rating, 198 reviews

Top Caldera view villa with Hot Tub in Oia

This spacious little villa is located at the highest point of the village with stunning and unlimited views to the famous caldera and the volcano. The king size bed and the hot tub at the balcony will give unique moments of relaxation and enjoyment

Oct 3 – 10

R14,606 ZAR per night

Guest favorite

Cycladic home in Thira

4.94 out of 5 average rating, 175 reviews

Cave House in Oia with Caldera View

An amazing Cave House for two, in Oia's most beatiful location, right on the Caldera cliff overlooking the Aegean Sea with a cozy living space including an equipped kitchen, private bathroom, private yard and an external heated jacuzzi!

Nov 2 – 9

R8,114 ZAR per night

Guest favorite

Cycladic home in Oia

4.96 out of 5 average rating, 340 reviews

Pano Meria Studio One in Oia

This house was built around 1400, renovated in 1990, and is located in the earliest inhabited part of the village of Oia. Situated adjacent to the Venetian ‘castle’ it boasts a spectacular view of the caldera and the village of Oia.

Aug 23 – 30

R7,949 ZAR per night