Vacation rentals in Ano Syros

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Top-rated vacation rentals in Ano Syros

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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 Siros

4.89 out of 5 average rating, 169 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.

Guest favorite

A two-story building featuring a pastel pink exterior and brown shuttered windows. A small balcony is visible on the upper level, framed by vibrant bougainvillea. A stone wall lines the pathway leading to the entrance, which is adorned with a wooden door.

Apartment in Ermoupoli

4.82 out of 5 average rating, 174 reviews

Irene Guest House-Syros

Στη περιοχή Ψαριανά κοντά στον Ναό της Κοίμησης και στην αφετηρία λεωφορείων, ενα πλήρως αυτόνομο διαμέρισμα-μεζονέτα ενός υπνοδωματίου με εσωτερική σκάλα.Έχει πλήρως εξοπλισμένη κουζίνα και δυνατότητα φιλοξενίας τριών ατόμων. Πλήρως εξοπλισμένο για διαμονή καλοκαίρι και χειμώνα. Μόνο 250 μέτρα από λιμάνι και 350 μέτρα από την κεντρική πλατεία Μιαούλη (Δημαρχείο). Δεν χρειάζεται αμάξι για να γνωρίσεις την Ερμούπολη αφού περπατώντας μπορείς να απολαύσεις το μπάνιο σου στην παραλία «Αστέρια».

Top guest favorite

A stone terrace leads to a view of the serene Aegean Sea, reflecting natural light. Traditional buildings with varying textures and colors frame the waterfront, while hills line the distant shoreline under a clear blue sky.

Apartment in Ermoupoli

4.97 out of 5 average rating, 125 reviews

Nelly's Dream

A beautiful traditional house in the heart of Syros town, at the exclusive picturesque 'Vaporia' neighbourhood. The house is built on the rocks, with a unique view of the Aegean sea. It is built on four levels (many steps!) with private access to the seaside and a private open terrace. The two advertised, private rooms, are located on levels 3 and 4 and are accessible through the main entrance through level 1 (street level). The host family of two and a small dog and cat, live on levels 1 & 2.

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 Siros

4.93 out of 5 average rating, 28 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:)

Top guest favorite

An outdoor dining area is set beneath a wooden pergola adorned with climbing vines, offering sunset views over the sea. A rustic wooden table with benches provides a warm gathering space, while a minimalist white wall and a nearby window create a serene atmosphere.

Cycladic home in Ano Syros

5 out of 5 average rating, 21 reviews

Sunset vineyard house

Χωριάτικο ανακαινισμένο σπιτάκι μέσα σε αμπελώνα στην απάνω μεριά Σύρου. Οι Κυκλάδες όπως ήταν πάντα. 20 λεπτά οδήγηση από το λιμάνι. Ιδιωτικό μεταφορικό όχημα απολύτως απαραίτητο! Θάλασσα, βουνό και ηλιοβασίλεμα στο παράθυρό σας. Από το σπίτι ξεκινάει μονοπάτι 30 λεπτών προς την όμορφη παραλία Λία. Υπάρχουν τρεις εξαιρετικες ταβέρνες σε απόσταση 5 λεπτών οδήγησης. Προτείνεται για ανθρώπους που αγαπούν τη φύση, τις πεζοπορίες και αναζητούν την ηρεμία στις διακοπές τους.

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, 119 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, 108 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.

Top guest favorite

A softly lit sleeping area features a spacious bed dressed in light linens, complemented by matching pillows. A modern painting decorates the wall above the headboard. A comfortable chair and small table are positioned nearby, enhancing the inviting atmosphere.

Apartment in Ermoupoli Syros

5 out of 5 average rating, 101 reviews

La Bohème Suite

Suite with 160sqm garden at the center of Hermoupolis. Newly built with exceptional furniture. The apartment is located 3 minutes walking from the church of Agios Nikolaos , 5 minutes walking from Apollon Theatre and 7 minutes walking from the Main Square (City Center). The suite has a unique 120 meter shared beautiful garden. Just a few minutes away from the entrance of the famous Asteria Beach and Syros famous Vaporia area (Little Venice)

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, 22 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 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, 114 reviews

Dominic Near The Port

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 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, 142 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, 143 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.