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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
4.85 out of 5 average rating, 48 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, 33 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 favourite
Cycladic home
5 out of 5 average rating, 31 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.

Superhost
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
4.68 out of 5 average rating, 40 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
4.84 out of 5 average rating, 49 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.

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, 148 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
Flat
4.96 out of 5 average rating, 23 reviews

Serenity Apartments #2

Welcome to Serenity Apartments, our elegant and stylish apartment in the heart of Ermoupoli, the capital of Syros island, Greece. Experience the charm of Syros while staying in our beautifully curated space, where every detail has been carefully thought out. Your perfect Greek getaway awaits! Apartment #1 is on the ground floor, while #2 on the first floor.

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.
Flat
4.95 out of 5 average rating, 155 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.

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, 143 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
An inviting living area features rustic stone walls and wooden beams. A spacious sofa bed faces a window, allowing natural light to enhance the space. A small dining table with wooden chairs is set beside a wall-mounted mirror.
Cycladic home
4.77 out of 5 average rating, 52 reviews

Philoxeno

Traditional stone house in the top of the medieval town of Ano Syros. Build during 16th century, recently renovated respectfully and according the tradition, keeping all the architectonical characteristics. Approached by the entrance of the city called “Pano Terma”. Can host up to 4 persons in a double bed and a coach – sofa.

Popular amenities for Ano Syros holiday rentals

  1. Airbnb
  2. Greece
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