Vacation rentals in Ano Syros

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Top-rated vacation rentals in Ano Syros

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Superhost

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

4.88 out of 5 average rating, 165 reviews

Traditional Medieval Stone house in "Ano Syros"

Μοναδική, πέτρινη παραδοσιακή οικία, (43τμ) 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.

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

4.74 out of 5 average rating, 35 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 favorite

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

4.96 out of 5 average rating, 24 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 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, 56 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

A wooden lounge chair is positioned beside a rocky shore, facing clear blue waters. The coastline is visible in the background, with houses perched on the hills. Smooth stones create a pathway leading to the water's edge, where gentle ripples reflect sunlight.

Condo in Ermoupoli

4.89 out of 5 average rating, 114 reviews

Oasea Apartment II Syros

Fully equipped one-bedroom apartment with frontal sea view. One double bed in the bedroom, and 1 sofa bed in the living room, fully equipped kitchen (oven, fridge-freezer, dishwasher, 4-pits), bathroom with shower , washing machine, private terrace with chairs and table. Access to a shared patio with direct access to the sea (rocks) where the guests can take a morning swim. Frontal sea view from living and bedroom. A few steps from the center of Ermoupolis.

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

4.97 out of 5 average rating, 105 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 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, 17 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 upper terrace ( reachable by the ladder ) with the stunning sea view of Ermoupoli with its port/shipyard. There is a private outdoor dining area . 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 of them.

Top 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.

Home in Ano Syros

5 out of 5 average rating, 8 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 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, 135 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 favorite

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

4.95 out of 5 average rating, 139 reviews

2L - Beautiful 2 level apartment in Ermoupoli

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 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

4.83 out of 5 average rating, 125 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 favorite

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 out of 5 average rating, 21 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.