Vacation rentals in Chalandriani

A modern white building is seen perched on a hillside overlooking the sea. Olive trees surround the property, and a panoramic view of distant islands is visible under a clear blue sky with scattered clouds.

4.93 out of 5 average rating, 59 reviews

Hedgehog

The 25 sq.m small house is situated in Apano Meria, the last traditional place on the island.Here you can enjoy the peaceful environment far from the town noise,without being more than 7 KM away from Hermoupoli's center. Beautiful paths,lonely beaches,traditional taverns and the old seeds are under your feet.The sun rises every day behind Dilos, opposite our planted field, from which you can also enjoy the view of Tinos, Mykonos, Ikaria. Simplicity creates beauty and here everything is simple...

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.

4.89 out of 5 average rating, 168 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.

4.97 out of 5 average rating, 124 reviews

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

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.

The image showcases a balcony with a round table and four chairs, overlooking calm blue waters. The scenic view features coastal buildings and greenery, with bright sunlight illuminating the area. The railing adds an elegant touch, providing an open feel to the relaxing space.

4.99 out of 5 average rating, 83 reviews

DEcK feeling Luxury sea view stay in Vaporia-Syros

DEcK feeling (αίσθηση καταστρώματος) Ό,τι αναζητά κανείς για τις διακοπές του στην Ελλάδα! Μια ολοκληρωμένη πολυτελής κατοικία 180m2 στην καρδιά της αρχόντισσας των Κυκλάδων Ερμούπολη με μοναδική θέα στο Αιγαίο πέλαγος στην περιοχή Βαπόρια-Μικρή Βενετία. Η χαλάρωση των αισθήσεων είναι εγγύηση της επιλογής,καθώς το σπίτι βρίσκεται κυριολεκτικά πάνω στο νερό! Η απόσταση από το κέντρο της πόλης μόλις 250m, συνδυάζει τις απόλυτες διακοπές έχοντας τα πάντα πραγματικά στα πόδια σας!

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.

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.

4.89 out of 5 average rating, 117 reviews

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

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.

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.

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.

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.

5 out of 5 average rating, 19 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.

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.

5 out of 5 average rating, 10 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.

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.

4.95 out of 5 average rating, 110 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.

4.93 out of 5 average rating, 140 reviews

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

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.