Cycladic house vacation rentals in Greece

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals in Greece

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

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Guest favorite

Earthen home in Emporio

4.96 out of 5 average rating, 107 reviews

Canava Villas II - Private Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 355 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Top guest favorite

Villa in Imerovigli

4.99 out of 5 average rating, 146 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.

Top guest favorite

Cycladic home in Fira

4.98 out of 5 average rating, 216 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

Guest suite in Oia

4.98 out of 5 average rating, 201 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.

Top guest favorite

Cycladic home in Agia Pelagia

5 out of 5 average rating, 130 reviews

Mpitzarakis Studio On the Beach

An amazing house next to the sea on the wonderful beach of Agia Pelagia at Heraklion Crete Greece. It is ideal for a couple or a family of four persons( two adults - two kids)It is located at an idyllic bay where the sea is always calm even in windy days.Very close to the house you can find whatever facilities you need like pharmacy , internet cafe,supermatkets e.t.c. otherwise next to it there are restaurants,cafes, diving, water sports, spa, car and boat rentals.You will just love it.

Guest favorite

Cycladic home in Oia

4.96 out of 5 average rating, 230 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

Guest favorite

Apartment in Agia Anna

4.88 out of 5 average rating, 116 reviews

Full Sea View, HotTub | Enosis Apartments Poseidon

Welcome to Flat Poseidon, part of Enosis Apartments, ideally located just steps away from the long sandy beach of Agia Anna. This bright studio offers a private balcony with a hot tub and a stunning panoramic sea view. Enjoy breathtaking sunsets, the refreshing Aegean breeze, and the island sunshine — all from the comfort of your own space. Designed in traditional Cycladic style, Flat Poseidon invites you to relax and feel the true spirit of Naxos.

Guest favorite

Cycladic home in Megalochori

4.98 out of 5 average rating, 137 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Top guest favorite

Cycladic home in Akrotiri

5 out of 5 average rating, 200 reviews

Akrorama Anemos - Private Pool & Caldera View

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.

Guest favorite

Cycladic home in Megalochori

4.93 out of 5 average rating, 159 reviews

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

Top guest favorite

Cycladic home in Oia

4.99 out of 5 average rating, 182 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!