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Holiday rentals in Ano Syros

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Top-rated holiday rentals in Ano Syros

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Guest favourite
A charming stone house is seen with light blue shutters and a wooden terrace. A large bougainvillea tree with white and pink flowers cascades over the upper balcony. Whitewashed walls reflect the sunlight, enhancing the inviting, traditional Cycladic architecture.
Cycladic home
4.86 out of 5 average rating, 49 reviews

Golden summer

Our home is an authentic cycladic stone house, built in 1830 and restored in 2005 and 2018, which provides all the comforts to the visitors. The upper balconies have a stunning view of the port and the 2 main churches of the island and the port from. The location, only 5 mins on foot from the center of Ermoupolis, offers the perfect opportunity to explore this beautiful town. During your accomodation you will be provided with hypoallergenic bed linens, 100% cotton, including 3 towels and 1 sea towel per person, as well as kitchen utensils.

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
5 out of 5 average rating, 35 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!

Two blue wooden doors are opened wide, revealing stunning panoramic views of the Aegean Sea and the town below. A wrought iron balcony with intricate designs enhances the inviting atmosphere, while soft clouds drift across the bright sky.
Cycladic home
4.63 out of 5 average rating, 43 reviews

Jasmine Panoramic View Apartment

Jasmine Panoramic View Apartment is the first floor apartment of a recently renovated traditional mansion inside the medieval town of Ano Syros. It offers breathtaking 270 degree views towards the sparkling Aegean and 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!

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
4.82 out of 5 average rating, 50 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
Home
4.95 out of 5 average rating, 19 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.

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
4.89 out of 5 average rating, 174 reviews

Traditional Medieval Stone house in "Ano Syros"

Μοναδική, πέτρινη παραδοσιακή οικία, εντός μεσαιωνικού οικισμού Άνω Σύρου. Η κατοικία έχει αδειοδοτηθεί από τον ΕΟΤ ως τουριστικό κατάλυμα. Χρονολογείται από τα τέλη 16ου αιώνα. Πλήρως ανακαινισμένη χωρίς να έχει αλλάξει ο παραδοσιακός της χαρακτήρας. Στον πάνω όροφο βρίσκεται το καθιστικό (με έναν καναπέ-διπλό κρεβάτι) καθώς και η κουζίνα (εξωτερική). Στον κάτω όροφο βρίσκεται η κρεβατοκάμαρα, με διπλό κρεβάτι, και το μπάνιο. Ιδανική για δύο άτομα, ενώ μπορεί να φιλοξενήσει έως τέσσερα.

Top guest favourite
A spacious terrace is visible, featuring a wooden trellis providing shade. A small table and chairs are placed against the wall. Potted plants add greenery, and a scenic view of the surrounding hills and town is seen in the background.
Tiny home
4.96 out of 5 average rating, 67 reviews

Drag and drop

‘Σύρα και έλα’ (‘Come, Sit and Stay’) is a studio loft located on the 2nd floor of a privately owned residence, with 2 large verandas, in the heart of Ermoupolis. It consists of two levels of about 40sqm in total, fully equipped. It is located just 7-9 minutes from the Historical Center of Ermoupolis the market and the port, in the area of Pefkakia where one can find parking . Very close to it there are mini market, steakhouse. Discover the landscape that surrounds this place to stay.

Top guest favourite
An open sleeping area features a spacious bed adorned with purple accents. Natural light flows through two green windows, while the stone walls and wood-paneled ceiling provide a historic backdrop. A small table with a lamp and a cozy armchair complete the inviting space.
Flat
5 out of 5 average rating, 16 reviews

1870 Townhouse Studio Apartment

The ground-floor studio apartment is part of a listed neoclassical townhouse, build in 1870, in the heart of Ermoupolis. Originally serving as the storage room and service quarters, it has been carefully restored to retain its original architecture while offering a comfortable stay. The layout is open and functional, offering: ✔ a working kitchen with everything needed for cooking meals ✔ a bathroom with a shower ✔ a cozy sleeping area that blends old and new

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
5 out of 5 average rating, 14 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.

Top 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
4.93 out of 5 average rating, 150 reviews

Vaporia seaview suites - Mini suite

Νεοκλασικό αρχοντικό του 1852. Μέσα στο Ιστορικό κέντρο της Ερμούπολης. Η Μίνι Σουίτα, διαμορφώθηκε με αγάπη, στον πιο φωτεινό χώρο του κτιρίου με τις πιο σύγχρονες ανέσεις για να προσφέρει μία αξέχαστη διαμονή. Μέσα από τα τέσσερα παράθυρά της ο επισκέπτης έχει την δυνατότητα να απολαύσει την μαγευτική θέα της θάλασσας και τον παλαιότερο εν λειτουργία και μέγεθος φάρο της Μεσογείου.

Guest favourite
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.
Flat
4.86 out of 5 average rating, 49 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.

Guest favourite
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.
Flat
4.83 out of 5 average rating, 144 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!

Popular amenities for Ano Syros holiday rentals

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