Cycladic house vacation rentals in Syros

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Top-rated cycladic house rentals in Syros

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A modern white building is seen perched on a hillside overlooking the sea. Olive trees surround the property, and a panoramic view of distant islands is visible under a clear blue sky with scattered clouds.

Cycladic home in Chalandriani

4.93 out of 5 average rating, 58 reviews

Hedgehog

The 25 sq.m small house is situated in Apano Meria, the last traditional place on the island.Here you can enjoy the peaceful environment far from the town noise,without being more than 7 KM away from Hermoupoli's center. Beautiful paths,lonely beaches,traditional taverns and the old seeds are under your feet.The sun rises every day behind Dilos, opposite our planted field, from which you can also enjoy the view of Tinos, Mykonos, Ikaria. Simplicity creates beauty and here everything is simple...

Superhost

A dining table is set for a meal, featuring intricately patterned plates, glasses, and cutlery. A bowl with bananas and grapes sits at the center, while large windows frame a view of the blue sea and distant coastline.

Cycladic home in Ermoupoli

4.86 out of 5 average rating, 63 reviews

Vaporia Stonehouse Seaview 2

Vaporia, the most picturesque quarter of Ermoupolis Syros. Its a wonderful neighborhood around the port of Ermoupolis, capital of Syros. In front of Vaporia, whose name means "ship" in Greek, there is the church of Saint Nikolas. The house is located at the highest point of Vaporia and either from house or from the share terrace (sharing with the Vaporia Terrace Seaview 1) you can enjoy the view of Ermoupoli, Aegean Sea, Mykonos and Tinos island. 150 meters from house is the famous beach Asteria

Top guest favorite

An outdoor area features a private pool surrounded by lounge chairs and Mediterranean landscaping. The villa’s modern architecture is highlighted by smooth lines and warm lighting, providing a relaxed atmosphere in the evening. Potted plants are positioned throughout the space.

Home in Syros

5 out of 5 average rating, 7 reviews

Villa Ophēlia - Luxury Seafront Villa

Villa Ophelia is a modern villa built in 2023 with a private pool, nestled right on Megas Gialos beach in Syros. A mere 10-minute drive from the main town of Ermoupoli, the villa offers a pristine, serene environment with unobstructed views of the Aegean Sea from every corner. The villa is equipped with high-speed Wi-Fi, and all the modern amenities and comforts, promising an exceptional stay. The sandy beaches of Megas Gialos and Ambela are just 20 meters away. Restaurants and amenities nearby.

Top guest favorite

An outdoor dining area features a large wooden table set for a meal, surrounded by blue cushioned chairs. The view overlooks the Aegean Sea and the city of Ermoupolis, with its coastline and distant islands visible in the background.

Cycladic home in Ermoupoli

5 out of 5 average rating, 36 reviews

Ermoupolis Panorama Art Vila

Ermoupolis Panorama Art Villa, part of Ermoupolis Panorama Residencies, is a new hospitality concept in the island of Syros. It combines vacations and modern art. It is located in the east part of the island, at the surrounding hills of Ermoupolis, overlooking magnificent views of the Aegean Sea, beautiful sunrises, and a breathtaking view of amazing Ermoupolis, and also surrounding islands (Mykonos, Tinos, Delos, Naxos, Paros, etc.). One could say that is a balcony looking at Aegean Sea....

Top guest favorite

A dining area features a white table set with plates and cups, accompanied by a rustic basket. Two silver chairs provide seating. The space is framed by an arch, offering views of the town and sea, with potted plants enhancing the setting.

Cycladic home in Ermoupoli

4.85 out of 5 average rating, 39 reviews

Ma Maison

With expansive views of the sea, the port and the city, the house is located 4 minutes from the central market and the historic center, cafes/bars, shops and public services. The view, from the large terrace, in the evening is enchanting with the lights from the ships, the buildings and the islands of Tinos and Mykonos. For your transportation to the beaches, by taxi and buses, the distance is 5 minutes walk. It is accessible by car which you can park in the surrounding streets.

Superhost

A hallway features a floral-patterned sofa and a dark wood mirror, reflecting natural light from the window. Bougainvillea blooms in a vase add a pop of color. The walls are painted green, creating a serene backdrop.

Apartment in Ermoupoli

4.88 out of 5 average rating, 8 reviews

Villa Maria-Syros,Mansion

Villa Maria-Syros, is a listed neoclassical mansion, full of old world charm in the heart of the historical town. Within short walking distance from art galleries, museums, cafes and restaurants, a food market, the town's loveliest spot for swimming and the port. The roof terrace have panoramic views over the town, the port and across to the neighbouring islands. Behind the villa is a courtyard with plants, built-in seating and a shaded dining area.

Superhost

A round stone sink sits atop a neutral countertop, complemented by a wooden-framed mirror that adds character to the space. Two neatly rolled towels are positioned beside the sink, enhancing the minimalist decor.

Apartment in Siros

4.96 out of 5 average rating, 57 reviews

Onar Villa A

Villa Onar is in a prime location 5 minutes from the city center by car. It has elegant neoclassical furniture. Ideal for families with children, its spaces can accommodate 6 people. Guests can barbecue in the yard and dine under the shade of the lush pine trees overlooking the beautifully preserved Mediterranean gardens. Following the latest developments due to the pandemic, we have equipped the apartment with everything necessary for your safety

Guest favorite

A decorative potted plant sits prominently in the foreground, with lush green foliage. In the background, a softly lit shelving unit displays small items, while a stylish chair with a woven design is partially visible, suggesting a cozy living space.

Home in Ermoupoli

4.95 out of 5 average rating, 59 reviews

" Bamboo House Syros N01 "

" Bamboo House Syros " Ένα άνετο, ευρύχωρο και κομψό σπίτι στην Ερμούπολη της Σύρου. Ένα πλήρως ανακαινισμένο σπίτι με όλες τις ανέσεις είναι έτοιμο να σας υποδεχτεί για τις διακοπές σας. A comfortable, spacious and elegant house in Ermoupolis of Syros. A completely renovated house with all amenities is ready to welcome you for your vacation. More info ig: @bamboo_house_syros @peroul

Guest favorite

The kitchen features a monolithic cement countertop with simple bar stools, surrounded by shelves of colorful ingredients and kitchen essentials. Natural light streams in through an iron-wrought window, illuminating indoor plants and creating a welcoming cooking space.

Cycladic home in Tinos Island

4.98 out of 5 average rating, 45 reviews

COZY: an eccentric abode w/ sea view in Isternia ❂

C❂ZY is a centuries-old Cycladic home given fresh life in the village of Isternia. Utmost attention has been given to highlight the building's organic and idiosyncratic nature. With its generous view to sea, large terrace, and experimental/artistic details, this eccentric space will delight your inner dreamer/lover/artist/poet/romantic/starseed. Come get C❂ZY!

A cozy sleeping area features a spacious bed adorned with floral-patterned pillows. The stone floors and textured walls reflect the traditional architecture. Soft lighting is provided by a bedside lamp and an adjacent window allows for natural illumination.

Apartment in Ermoupoli

4.85 out of 5 average rating, 48 reviews

Ano Syros Marvellous oven

Traditional stone house at the high point of the medieval settlement ofAno Syros. Built in the 16th century, it has been renovated with passion and respect for tradition, keeping all the architectural features of the time. Approaching from the entrance of the village “Pano Terma”. It can accommodate up to 3 people in 1 double bed and 2 sofa beds.

Superhost

A serene alleyway is lined with whitewashed walls and adorned with a blue shelf holding potted plants. A lush green tree provides shade near a wrought iron railing, while stone steps lead up toward a door painted in teal.

Apartment in Ano Syros

4.83 out of 5 average rating, 125 reviews

Next to the bougainvillea!

The traditional stone building house is located only 200 m. from the entrance of Ano Syros (where all the vehicles stopped). Few metres from the house at the area "Piatsa", you will find many cafes, bistros, restaurants and shops for your buys. The stone building keep the house cold even the most high temperatures of the summer days!

Superhost

A balcony table is set with a glass of orange juice and a selection of fresh fruits, complemented by two wooden chairs with beige cushions. The distant Aegean Sea and a clear blue sky provide a serene backdrop.

Cycladic home in Tinos

4.95 out of 5 average rating, 22 reviews

Ploes studio 2

A traditional house in the village Isternia were one can enjoy the view to the Aegean sea from the balcony of a comfortable studio. There is availability for 2 person Private kitchen and bathroom are included Inside the house is a large double bed . A house away from the crowds of summer ideal for rest and relaxation