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Vacation rentals in Ano Syros

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Top-rated vacation rentals in Ano Syros

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Top guest favorite
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, 43 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!

Top guest favorite
The image depicts a two-story stone house featuring light-colored walls and wooden accents. A balcony with a wooden railing is visible above, adorned with vibrant bougainvillea flowers. A sunlit terrace below is furnished with a wooden table and chairs, showcasing patterned tiles.
Cycladic home in Ermoupoli
5.0 out of 5 average rating, 34 reviews

Twin chimney house - Hermoupolis, Syros.

Spacious stone-built Cycladic house of the 19th century in Ermoupoli, fully renovated. Located in the historic center of the city near the imposing Vaporia neighborhood, in a quiet pedestrian alley overlooking the church of Agios Nikolaos. An ideal choice for those who wish to get to know the cosmopolitan Hermoupolis, to immerse in the ambience of the capital of the Cyclades. Cobbled streets with blooming bougainvillea bring you past dignified mansions but also past amiable, heartwarming smiles.

Guest favorite
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 favorite
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 favorite
Two sun loungers are positioned on a stone patio, overlooking a vast blue sea. A small table holds fresh fruit, while a distant lighthouse stands on the island in the background, framed by gentle coastal hills.
Home in Azolimnos
4.95 out of 5 average rating, 121 reviews

Aegean View Seaside Home with Sea Access

Idyllic hillside location by the coast with magnificent endless views of the blue sea! Fully equipped two-room apartment, with exit to the courtyard with BBQ. It's 65sq.m. has two spaces one is 40sqm. with bedroom, bathroom and an open plan kitchen/dining/living area with double sofa bed. The second space has a double bed, wardrobes & a bathroom of 25sqm. The doors lead directly to the courtyard which overlooks the sea. In addition, the yard has a stone-built BBQ and a traditional oven.

Top guest favorite
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

Καλώς ορίσατε στο παραδοσιακό δωμάτιο το ¨Καλντερίμι¨.Το κτήριο χρονολογείται από τον 16ο αιώνα και βρίσκεται μέσα στον οικισμό της Άνω Σύρου, κοντά στην Πιάτσα(το κέντρο του οικισμού,όπου βρίσκονται οι ταβέρνες,τα καφέ-μπαρ,το μουσείο του Μάρκου Βαμβακάρη) και τον Καθεδρικό Ναό Σαν Τζώρτζη.Μια πρόσφατα ανακαινισμένη μεζονέτα,που μπορεί να φιλοξενίσει μέχρι 3 άτομα.Από την βεράντα μπορείς να δεις το Αιγαίο Πέλαγος, καθώς και την Ερμούπολη.Σας ευχόμαστε καλή διαμονή και καλές διακοπές.

Top guest favorite
The entrance opens into a spacious living area, featuring a stylish armchair and a wooden table. Light tones create a bright ambiance, complemented by bookshelves filled with books on display. A cozy carpet adds warmth to the wooden flooring.
Apartment in Ermoupoli
5.0 out of 5 average rating, 20 reviews

private loft apartment with view over city and sea

This is a 90m² apartment on the top floor of a house. It is situated in Ermoupolis on the Vrontado hill above Vaporia. It's location is a perfect mix of close to the sea, to the center and in a quiet area. Renovated with love for self-designed unique details the apartment has loft character and gorgeous views over the Aegean sea, the harbor and the city. Being a private flat the apartment is available only some weeks here or there during the absence of the actual residents.

Top guest favorite
A spacious terrace features a wooden dining table surrounded by chairs, with vibrant pink glass lanterns adding a pop of color. Views of the Aegean Sea and distant land formations are visible under a clear blue sky, creating an inviting setting for meals or relaxation.
Home in Ermoupoli
4.98 out of 5 average rating, 123 reviews

Sunny suite in a neoclassical 1870 town house

The 1870 listed neoclassical town house lies in the heart of Ermoupolis. The entire second floor, saved for our guests, is a spacious and sunny suite with a spectacular view over the city and the Aegean sea. It consists of 2 bedrooms, 1 bathroom, a living room with access to a balcony and a kitchen. On the third floor is a huge terrace. The space is perfect for families, couples or a group of friends and everything is at a very short walking distance.

Guest favorite
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 favorite
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

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.

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 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
4.82 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!

Popular amenities for Ano Syros vacation rentals