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Cycladic house holiday rentals in South Aegean

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Top-rated cycladic home rentals in South Aegean

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Top guest favourite
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 favourite
Flat in Naxos
4.99 out of 5 average rating, 279 reviews

Central Cosy apartment + spacious terrace~Melianna

Melianna is a top-floor apartment (2levels from the ground). It has a separate bedroom, a bathroom with shower and a kitchen. The spacious terrace offers a wide view over the town,St George beach (5min-walk away) and the villages. It has easy access to a free public parking space (250m away),a bus stop with connection to the most famous beaches of the island (300m).In a distance not more than 10mins walk, you can find the Old Town and the coastal area where restaurants,café & night clubs are.

Top guest favourite
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, 382 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

Guest favourite
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, 218 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 Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favourite
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.

Guest favourite
A spacious living area features a large built-in sofa with neutral cushions and decorative accents. A modern coffee table sits at its center. The kitchen is visible in the background, equipped with essential appliances and light cabinetry. Soft lighting enhances the inviting atmosphere.
Cycladic home in Adamantas
4.91 out of 5 average rating, 233 reviews

Traditional Antigoni's house

The apartment is only 600m from the port. 50 m away from the house there is a traditional greek tavern . Supermarket, bakery and other shops are available a fev metres away of the house. The organised and sandy beach of Papikinos is only 400 metres on foot. .Το διαμέρισμα βρίσκεται 600 μέτρα από το λιμάνι του Αδάμαντα,στα 50 μέτρα βρίσκεται ένα παραδοσιακό ταβερνάκι.Στα 200 μέτρα υπάρχει σούπερ μάρκετ και άλλα μαγαζιά. Η αμμώδης, οργανωμένη παραλία του Παπικινού είναι στα 400 μέτρα.

Top guest favourite
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 favourite
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
4.94 out of 5 average rating, 125 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 favourite
A spacious outdoor terrace features a large dining table surrounded by comfortable seating. A vibrant centerpiece is placed on the table. The landscape reveals rolling hills and a panoramic view of the sea under a partly cloudy sky.
Home in Trypiti
4.98 out of 5 average rating, 160 reviews

Anemolia House

Detached house of 55 sq.m with modern design and traditional touches.Fully renovated in 2016.It's located in a quiet location with unique view to the bay of Milos!Just 1,5 km from Plaka (capital), 850 m from the Catacombs and 3,5 Km from Adamas port. The house is suitable for couples and families with children. It has a fully equipped kitchen, 2 bedrooms with sea view balcony, living room, bathroom and 2 large verandas with unobstructed view!

Top guest favourite
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 favourite
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.

Guest favourite
An outdoor balcony is shown, featuring a round table set for two with glasses of rosé. The view extends to a hillside dotted with whitewashed buildings and a clear blue sky, creating a serene backdrop for relaxation.
Cycladic home in Plaka
4.8 out of 5 average rating, 101 reviews

Aelia House Plaka

Aelia House is located in one of the most picturesque places of Milos. Plaka village which is the capital of the island, is on a hill with overwhelming view of the Aegean sea. At the Castle which can be found on the top of the hill, people can take panoramic photos of Milos island. Plaka is a pure taste of Cycladic architecture and culture.

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