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Cycladic house vacation rentals in South Aegean

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Top-rated cycladic house rentals in South Aegean

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Top guest favorite
A sunset over the Aegean Sea is captured, with vibrant orange and yellow hues illuminating the sky. Silhouettes of distant hills outline the landscape, while reflections shimmer on the water's surface, creating a tranquil scene.
Home in Milos
4.93 out of 5 average rating, 125 reviews

A dream of a Cycladic house overlooking the sea

Welcome to Greece, to my home! It's a family home, typically Cycladic. It belonged to my grandparents and I tried to keep the spirit, while adapting it to the demands of today's life. A village house, accessible by a charming staircase, it is totally protected from road noise. Facing south, (very important, because sheltered from the meltemi, north wind that blows in bursts all summer), it overlooks Klima, a picturesque fishing village (20 min walk and 3 min drive) and the entire inner bay. Very quiet environment of Greeks who live there all year round and who must be respected. Terraces where you can have breakfast and enjoy the fiery sunsets. Inside, a first large common room, kitchen, living room with a small sofa, shower room and toilet, a beautiful bedroom with its "doulapi" (closet) included in the wall. The ceilings have remained traditional, beams and kalami recently whitewashed and whose virtue is to protect from noise and heat, but not from mosquitoes, spiders and insects that can visit us despite the constant care taken to keep the house clean! Despite everything, even if we are very close to the sea, we are also in the Greek countryside, that of olive trees, cypresses, and a typically Cycladic flora; the song of cicadas and crickets, at nightfall. With in the distance, the bells of sheep and the braying of a donkey. This will make your stay exotic and I hope unique!

Top guest favorite
A private terrace overlooks the Aegean Sea, featuring two white lounging chairs and a small wooden table. The view includes the distant 7 martyrs chapel perched on a rocky outcrop, with a clear blue sky above and rich blue waters stretching into the horizon.
Cycladic home in Kastro
4.95 out of 5 average rating, 146 reviews

Majestic Cycladic House w/ amazing panoramic views

Casa Apeiron is a historic 14th century Cycladic house featuring dazzling panoramic views of the picturesque 7 martyrs chapel and the Aegean Archipellago. The house has been fully renovated for your comfort, providing all modern conveniences for an unforgettable stay. Located right in the heart of the tranquil village of Kastro, a few steps away from the village's main square, it provides easy access to all key locations, unlimited views and an unforgettable taste of the island’s vibrant life.

Guest favorite
Cave in Oia
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Top guest favorite
Home in Mandrakia
4.94 out of 5 average rating, 135 reviews

Mandrakia Apartment

A cozy seaside stay in the picturesque village of Mandrakia, just steps from the sea. Ideal for up to 3 guests, perfect for relaxing moments by the water. One extra guest can be accommodated at an additional cost. Close to swimming spots and a traditional seaside taverna. Wake up to the sound of the sea and enjoy the authentic charm of Mandrakia. A peaceful escape with natural light, island simplicity, and a true sense of Aegean living — perfect for slowing down and reconnecting.

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, 108 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.

Top guest favorite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia
4.99 out of 5 average rating, 214 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 terrace 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 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, 158 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 bright living space features an arched ceiling and light-colored walls. A cozy seating area with decorative cushions is paired with a round dining table surrounded by black chairs. Simple decor elements like a fan and wall art add a touch of character.
Home in Adamantas
4.88 out of 5 average rating, 185 reviews

Adamas Cosy Apartment| 100m to the beach| Kalliopi

If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays. 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.

Top guest favorite
An outdoor patio area features several red lounge chairs arranged around a circular stone wall. A clear blue sky and distant sea views create a tranquil backdrop. The ground is finished with smooth concrete, enhancing the spaciousness of the setting.
Cycladic home in Milos
4.98 out of 5 average rating, 128 reviews

Calimeren

Situated within an estate of 500m2 in the picturesque village of Plakes you will find the stone house of “Kalimerena“. A small (35m2) functional and very quiet house, away from the noise, very close to the capital of Plaka (a 5 minute walk) and the centre of the island. Built at the beginning of the 20th century out of stone the house was recently renovated and combines a traditional atmosphere with the comfort of a modern and simple decoration.

Top guest favorite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 216 reviews

Anemos suite -Private infinity pool & patio

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.

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 out of 5 average rating, 258 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
A welcoming entrance area features stone steps leading to a covered terrace, surrounded by lush greenery and decorative pots. An antique anchor adds a rustic touch, while the bright walls and blue windows create a pleasant contrast against the natural stone.
Cycladic home in Kimolos
4.97 out of 5 average rating, 114 reviews

Mersinia

We host in three more houses in Kimolos. Vroulidi Charplovouni Makropounta The house is located in a quiet and beautiful neighborhood, a five-minute walk from the center of the village. Next to the bus stop, opposite the Kiki mini market and above the free municipal parking. The internet speed is very good and many guests come for remote work.

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