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Holiday houses in Ano Syros

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Top-rated holiday rentals in Ano Syros

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Top Guest favourite
A bright sleeping area features a double bed dressed in white linens, complemented by a simple tan rug. Natural stone walls add texture, while a small window allows natural light to fill the room. A mirror reflects the space, enhancing its openness.
Cycladic home in Ano Syros
5.0 out of 5 average rating, 42 reviews

Small stone house in Ano Syros

This place has a style of its own. Located in the centre of the medieval settlement of Ano Syros. The house has a private ( only for the guests ) upper terrace ( reachable by 2 ladders) with the stunning sea view of Ermoupoli with its port/shipyard. There is a private outdoor dining area .Sometimes cats come by to say hello , pls don’t feed them. Many restaurants and stores are just around the corner. The nearest parking lot is 4 min by foot. Don’t forget the stairs of Ano Syros ,there are many!

Superhost
Sunlight floods a cozy living area featuring two rattan chairs and a potted plant. A small round mirror hangs on the wall, and large glass doors open to a private balcony with stunning sea views, creating a bright and inviting space.
Cycladic home in Ano Syros
4.67 out of 5 average rating, 57 reviews

Jasmine Sea View Apartment with Blooming Patio

Jasmine Sea View Apartment is the ground-floor apartment of a recently renovated traditional mansion inside the medieval town of Ano Syros. It offers a shady patio and breathtaking views towards the sparkling Aegean -- as far as the islands of Naxos and Donoussa! We have taken great care to preserve the originality of the place and to stay true to the old Cyclades. You will feel like you are living in a beautiful old-style museum, dream... or fairytale, awaking to astonishing views every day!

Guest favourite
A traditional stone building is nestled among winding staircases and vibrant foliage. The house features a pale yellow exterior, complemented by colorful doors and window frames. Steps lead to other nearby residences, showcasing the unique architecture of the medieval settlement.
Cycladic home in Syros
4.89 out of 5 average rating, 176 reviews

Traditional Medieval Stone house in "Ano Syros"

Unique, stone traditional house, within the medieval settlement of Ano Syros. The residence has been licensed by the Greek National Tourism Organization as a tourist accommodation. It dates back to the late 16th century. Completely renovated without changing its traditional character. Upstairs is the living room (with a sofa-double bed) as well as the kitchen (outdoor). Downstairs is the bedroom, with a double bed, and the bathroom. Ideal for two people, while it can accommodate up to four.

Guest favourite
Home in Ermoupoli
4.96 out of 5 average rating, 23 reviews

Siroa View | Where Sea Meets Sky

Siroa View rises above Ermoupoli, offering stunning sea and town views. Its spacious terrace with outdoor dining area and built-in lounge is the perfect setting for relaxed mornings, golden sunsets, and starlit evenings. Inside, the signature interior design blends warm Syros tones with natural materials and handcrafted touches. With two bedrooms, two bathrooms, and a full kitchen, it’s an elegant escape just steps from the vibrant center, offering unbeatable views and thoughtful amenities.

Top Guest favourite
A cozy bedroom features an iron bed adorned with a light canopy, providing a serene atmosphere. Two bedside tables with lamps flank the bed, enhancing the room's simplicity. Soft bedding in neutral tones complements the bright walls and smooth flooring.
Condo in Ano Syros
4.93 out of 5 average rating, 71 reviews

Kalnterimi Syros

Welcome to the traditional room "Kalderimi". The building dates back to the 16th century and is located in the settlement of Ano Syros, near Piatsa (the center of the settlement, where the taverns, cafes-bars, the museum of Markos Vamvakaris are located) and the Cathedral of San Giorgis. A recently renovated maisonette, which can accommodate up to 3 people. From the terrace you can see the Aegean Sea, as well as Ermoupolis. We wish you a pleasant stay and a good holiday.

Top Guest favourite
Home in Ermoupoli
5.0 out of 5 average rating, 13 reviews

Vignetta Mare 2BR Seaview Retreat Free Parking&BBQ

Serenity & Views near Ermoupoli Enjoy panoramic Aegean views from your balcony! Just 1.4km from the city center and 500m from the beach, our home blends tranquility with proximity. • Highlights: Private BBQ & traditional built-in oven for outdoor dining. • Activities: Perfect base for hiking through scenic trails. • Comfort: 300Mbps Wi-Fi & private parking. Ideal for families and couples seeking rejuvenation. Welcome to Syros!

Guest favourite
A dining area features a large wooden table set for a meal, surrounded by modern chairs. Bright light enters through arched windows, revealing stone walls that enhance the room's character. A decorative mirror and chandelier add elegant touches to the space.
Villa in Ano Syros
5.0 out of 5 average rating, 16 reviews

Glaukopis Retreat with private indoor Jacuzzi.

Glaukopis Retreat consists of 4 fully equipped bedrooms with ensuite bathrooms that may accommodate up to 8 guests. The interiors follow the Cycladic architecture design with white surfaces and modern facilities and amenities. The outdoor common areas consist mainly of the a spacious terrace, relaxing, and romantic environment, designed to your rejuvenation during your vacation on Syros Island.

Guest favourite
A bright corner room features large windows framed by exposed stone walls, offering views of the sea and waterfront. A glass table with modern chairs is adorned with fresh fruit, while colorful flowers on the table add a touch of vibrancy to the space.
Townhouse in Ermoupoli
4.93 out of 5 average rating, 153 reviews

Vaporia seaview suites - Mini suite

Neoclassical mansion of 1852. Inside the Historic Center of Ermoupolis. The Mini Suite, designed with love, in the brightest part of the building with the most modern amenities to offer an unforgettable stay. Through its four windows, the guest has the opportunity to enjoy the magnificent view of the sea and the oldest lighthouse in operation and size in the Mediterranean.

Top Guest favourite
An open-plan living space features a well-equipped kitchen beside a dining area, complete with a table set for breakfast. A cozy sofa is positioned near large windows, leading to a private balcony with views of the street below. Natural light fills the room.
Apartment in Ermoupoli
4.96 out of 5 average rating, 164 reviews

Syros City Center Apartment • 2L-Lifebubble

Wake up in this charming, contemporary bright apartment located in the heart of Ermoupolis. This newly renovated, luxurious flat is well-equipped and situated in the vibrant center of Ermoupolis, Syros. Just 100 meters from amazing restaurants, cafes, and bars, it’s also a short walk from Miaouli Square, the Ermoupolis harbor, and the waterfront.

Superhost
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
4.84 out of 5 average rating, 50 reviews

Ano Syros Marvellous oven

Traditional stone house at the high point of the medieval settlement of Ano Syros. Built in the 16th century, it has been renovated with care and respect to tradition, keeping all the architectural features of the time. It is approached from the village's entrance «Pano Terma». It can accommodate up to 3 people in 1 double bed and 2 sofa bed.

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
4.82 out of 5 average rating, 147 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!

Guest favourite
A doorway opens to a view overlooking the Aegean Sea, with a small balcony featuring two wooden chairs and a round table. The natural stone walls frame the scene, highlighting the expansive coastal landscape beyond.
Cycladic home in Ano Syros
5.0 out of 5 average rating, 35 reviews

Stone House!

Among the roofs and cobbled alleys of the medieval settlement of Ano Syros, there is a traditional stone house (Casa Di Pietra) completely renovated with respect to the aesthetics of the place and the Syrian tradition. Enjoy the tranquility and panoramic views of the Aegean Sea from the balcony.

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