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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
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporio
4.96 out of 5 average rating, 111 reviews

Canava Villas II - Heated 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!

Top guest favorite
A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.
Cycladic home in Oia
4.95 out of 5 average rating, 397 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
A private terrace features a heated hot tub overlooking the caldera, complemented by a small dining setup with two chairs and a table. The whitewashed buildings of Oia are visible in the background against a clear blue sky, enhancing the serene atmosphere.
Cycladic home in Oia
4.94 out of 5 average rating, 272 reviews

Apanema Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Front-Row Caldera Views Experience Santorini from the front row at Apanema Suite, a luxury cave suite in Oia offering unobstructed caldera and sunset views. Designed for guests who value privacy, refined comfort, and breathtaking scenery, this elegant suite delivers an intimate yet elevated island experience. With its prime cliffside position and authentic Cycladic design, is ideal for couples seeking a romantic escape with iconic views.

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 Fira
4.98 out of 5 average rating, 241 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
Two white, high-back stools are positioned beside a railing overlooking the sea, with a scenic view of rocky shores and distant mountains. A decorative tray holds two cups, complemented by a pair of sunglasses resting nearby, suggesting a relaxed outdoor environment.
Cycladic home in Milos
5 out of 5 average rating, 114 reviews

Milos By The Sea - Eco House

"Milos By The Sea" is a brand new, traditional solar powerhouse, 100% eco-friendly, located in a fishing village only 600 meters from Plathiena beach. It is an Eco friendly house as it is completely powered by solar energy. The picturesque settlement called "Areti", provides an exquisite view, since it is surrounded by the beauty of nature. Waking up to the sound of the waves is a unique experience for our guests who need to enjoy absolute tranquility during their vacation.

Guest favorite
A bright living area features white-washed walls and a spacious seating area with decorative pillows. Two wooden stools are positioned near a dark wooden coffee table. Large windows open to stunning views of the caldera, allowing natural light to fill the space.
Guest suite in Oia
4.95 out of 5 average rating, 222 reviews

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private balcony with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Top guest favorite
A bright bedroom features a spacious bed adorned with crisp white linens. Natural light enters through a window with soft curtains, revealing a glimpse of the outdoor view. A modern light fixture adds a subtle touch to the room's minimalist design.
Villa in Plaka
4.95 out of 5 average rating, 132 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 tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic home in Oia
4.99 out of 5 average rating, 166 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Guest favorite
A cozy bedroom is presented with a black bedspread covering a spacious bed, complemented by two dark accent pillows. Three decorative wall hangings create visual interest above the bed. Soft lighting is provided by unique lamps on both side tables, while a pale green wardrobe is visible.
Condo in Adamantas
4.85 out of 5 average rating, 165 reviews

Adamas Boutique Apt | 100m to the beach| Kalliopi

You are welcome for your lovely vacations to a friendly area, only 100m distance from the sandy beach of Lagada overlooking the green and the mountain, to enjoy a carefree and enjoyable holiday in Milos the island of Aphrodite famous for to the more than 75 small and big beaches of crystal, deep blue waters. If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays.

Guest favorite
A small outdoor terrace is framed by lush greenery, featuring a white table and two blue chairs. The table is set with two beverages and a plate of food. A window, partially obscured by light fabric, offers a glimpse of the interior.
Apartment in Triovasalos
4.97 out of 5 average rating, 135 reviews

Matilda - Cycladic Apartment

Our Apartment was built respecting the Cycladic, traditional architecture and following minimal aesthetics. The apartment is suitable for 3 up to 4 persons! We are located in Triovasalos village, where the closest beaches are Fyropotamos, Plathiena and Sarakiniko. Plaka, the capital city of the island, is only 800m away. By foot you can also reach Tripiti village, the Ancient Roman Theatre, Catacombes and the fishing villages Klima and Mandrakia.

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, 172 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

Guest favorite
A spacious front porch with a shaded area features a lounge chair, overlooking a serene sea view. Surrounding greenery complements the tranquil atmosphere of the coastal landscape, while the sea glistens in the sunlight.
Home in Mandrakia
4.8 out of 5 average rating, 122 reviews

Elina's Beach House

A beautiful traditional house at Mandrakia. Enjoy the wonderful sea view while relaxing at the front porch. Spacious, bright with a large veranda, our house can help you relax and leave the noise of the city behind. Located just a 10 minutes drive from the port of Adamas can offer tranquility without being far from restaurants, cafes and anything else you may need to enjoy your vacations.

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