Cycladic house vacation rentals in Chora

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Top-rated cycladic house rentals in Chora

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

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Guest favorite

Cycladic home in Paros

4.97 out of 5 average rating, 119 reviews

Green House - Sea View - Lefkes

Our traditional Cycladic stone house (65 sqm.) is located in the center of the village and has a wonderful garden with Lemon, Orange, Pomegranate, Apricot, Avocado and Grape trees, where you can relax and enjoy the nature. The apartment has a panoramic view of the village and a breathtaking sea view of Naxos Island. The house is ECO-environmental friendly,suitable for work and has solar energy.The Wi-Fi is reliable for work, too. We accept longer stays. Everything you need is 20 meters on foot.

Oct 19 – 26

G$17,975 GYD per night

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

Mar 31 – Apr 7

G$146,367 GYD 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

G$101,258 GYD 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

G$32,355 GYD 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 8 – 15

G$91,834 GYD per night

Guest favorite

Cycladic home in Akrotiri

5.0 out of 5 average rating, 146 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!

Jun 23 – 30

G$87,917 GYD per night

Guest favorite

Cycladic home in Fira , Santorini

4.91 out of 5 average rating, 299 reviews

Divine View Sun Home

Unwind and relax with a glass of wineadmiring the breathtaking views of the famous Santorinian sunset from this house's private veranda . Awake refreshed and ready for a day to explore the island via this clean, sunny house with impressive views to the caldera , volcano of Santorini Aegean Sea & the island of Thirassia . Head out and wander through the famous paths of Fira and explore the nearby little shops & cafe .

Nov 23 – 30

G$21,608 GYD 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 28 – May 5

G$109,091 GYD 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!

Nov 3 – 10

G$150,219 GYD per night

Guest favorite

Cycladic home in Megalochori

4.96 out of 5 average rating, 216 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.

Mar 28 – Apr 4

G$19,369 GYD per night

Superhost

Cave in Oia

4.91 out of 5 average rating, 273 reviews

Skala Cave-by Thireon

Live the ultimate Santorini dream in the heart of world-famous Oia, imbued with the spirit of chic luxury. Perched high atop the caldera cliffs, the infinite views of the glittering sea and sky will take your breath away. A fully serviced property managed by Thireon Houses

Aug 20 – 27

G$181,379 GYD per night

Guest favorite

Cave in Oia

4.92 out of 5 average rating, 241 reviews

Pano Meria Cave House One in Oia

A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.

Apr 19 – 26

G$145,597 GYD per night