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Cycladic house vacation rentals in South Aegean

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals in South Aegean

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

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Guest favorite
Cycladic home in Milos
4.9 out of 5 average rating, 106 reviews

Aqua House 1

An open space beach house, of 60 s.m. for 5 people, with one double bed, 2 single beds and 1 big sofa, very stylish and comfortable. It is decorated with boho and cozy design styling combined with the Cycladic culture. The house has direct access to a sea view veranda, with a big dining table. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 2 & 3. Welcome basket with local products offered.

Top guest favorite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Merovígli
4.99 out of 5 average rating, 175 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
An outdoor terrace offers a jacuzzi and comfortable seating, perfect for relaxation. Expansive views of the caldera and surrounding landscape are visible, showcasing the natural beauty of Santorini. The clean, modern layout encourages outdoor enjoyment while highlighting the tranquil setting.
Cycladic home in Santorini
4.98 out of 5 average rating, 254 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!

Top guest favorite
A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.
Villa in Vourvoulos
4.91 out of 5 average rating, 172 reviews

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Guest favorite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home in Oia
4.97 out of 5 average rating, 313 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Top guest favorite
A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.
Cycladic home in Pyrgos Kallistis
4.94 out of 5 average rating, 229 reviews

Delilah Villa with outdoor swimming pool

Delilah Villa can accommodate 5 people, has 2 bedrooms with a double bed, and a sofa in the living room. It has a special decoration and a large bathroom with a shower. Its terrace is very large with great views, a private pool, a seating area and sun loungers. Right in front of the villa there is a private parking lot. Quiet neighborhood with privacy and great views. It is also close to Pyrgos Square, just 200 meters away, where the market, restaurants and cafes are located.

Top guest favorite
Villa in Plaka
4.95 out of 5 average rating, 138 reviews

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

Top guest favorite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 234 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, and the Ferry Port at approximately 23 km.

Top guest favorite
The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.
Cave
4.93 out of 5 average rating, 394 reviews

Soundscape - cave suite panoramic sea views

Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)

Guest favorite
An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.
Cycladic home in Megalochori
4.93 out of 5 average rating, 178 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
A spacious bedroom features a large bed with a gray checked throw across the foot. Artwork depicting a fish adorns the wall above the bed. Soft lighting is provided by wall sconces. A small seating area with striped cushions complements the room layout.
Cycladic home in Milos
5.0 out of 5 average rating, 276 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 !

Top guest favorite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 306 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

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