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Holiday houses in Ano Syros

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Top-rated holiday rentals in Ano Syros

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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 in Ano Syros
4.76 out of 5 average rating, 37 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 in Ano Syros
4.85 out of 5 average rating, 47 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!

Superhost
A modern kitchen is equipped with essential appliances, including a fridge, stove, oven, and washing machine. A white table with four chairs is positioned centrally, and decorative elements are arranged on the shelves above. Natural light enters through a small window.
Apartment in Ano Syros
4.88 out of 5 average rating, 40 reviews

Top Vue Apartment

Top Vue has great views and great amenities with style. Pin back the windows and enjoy the amazing views. It has a fridge with a freezer, a washing machine, full size oven and stove top along with an Air Fryer, toaster, kettle and sandwich maker. You can choose to use the air conditioners, the two portable fans, or just open the windows and enjoy the views. The modern rain shower has plenty of room. A short walk from Kamara and the restaurants and shops of Ano Syros, but not too close:)

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 Siros
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 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, 67 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 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 out of 5 average rating, 31 reviews

Small stone house in Ano Syros

This place has a style of its own. Located in the center of the medieval settlement of Ano Syros. The house has a private ( only for the guests ) upper terrace ( reachable by ladder ) with the stunning sea view of Ermoupoli with its port/shipyard. There is a private outdoor dining area , sunny all day long . Many restaurants , caffès 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
A bright living area is equipped with a comfortable sofa and a dining table surrounded by light-colored chairs. Large windows allow natural light to illuminate the space, with sheer curtains partially filtering the sunlight. A decorative chandelier adds an elegant touch to the room.
Home in Ermoupoli
4.96 out of 5 average rating, 130 reviews

Dione Heritage Apartment

Το κατάλυμα Dominic Near The Port βρίσκεται 30 μέτρα από το λιμάνι. Είναι ιδανικό για παρέες, ζευγάρια, οικογένειες που δεν θέλουν να έχουν μεταφορικό μέσο και να μπορούν με άνεση να κινούνται με τα πόδια στο κέντρο της Ερμούπολης. Το κατάλυμα αποτελείται από 2 κρεβατοκάμαρες όπου η μία έχει διπλό κρεβάτι και η άλλη αποτελείται από δύο μονά κρεβάτια. Διαθέτει ένα μπάνιο και καθιστικό.

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 in Ermoupoli
4.93 out of 5 average rating, 145 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.

Top Guest favourite
Apartment in Ermoupoli
4.95 out of 5 average rating, 151 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 traditional building is adorned with vibrant bougainvillea, cascading over a blue wrought iron balcony. A decorative lantern and a window with shutters complement the scene, enhancing the charming exterior of this stone structure.
Apartment in Ano Syros
4.84 out of 5 average rating, 140 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!

Top Guest favourite
A living area features a comfortable sofa facing a low wooden cabinet with a television. The walls are adorned with natural stone, complemented by soft lighting fixtures. A wooden dining table and chairs are positioned nearby, creating a warm and inviting space.
Cycladic home in Ano Syros
5 out of 5 average rating, 32 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.

Guest favourite
A panoramic view of the sea and distant hills is captured from a balcony railing. White buildings dot the hillside, while boats can be seen in the water below. Bright blue skies enhance the scenic coastal landscape.
Home in Syros
5 out of 5 average rating, 5 reviews

Mule House - Ano Syros

Escape to the heart of Syros in this beautifully restored 3-bedroom, 3-bath home nestled in the charming alleys of Ano Syros. Enjoy panoramic sea views, Cycladic charm, and modern comforts—perfect for families or friends seeking an authentic Greek island experience.

Popular amenities for Ano Syros holiday rentals

  1. Airbnb
  2. Greece
  3. Ano Syros