Vacation rentals in Chalandriani

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Top-rated vacation rentals in Chalandriani

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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, 166 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, 169 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».

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, 25 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, 19 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, 115 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.

Superhost

A shaded outdoor area featuring a wooden table and stone seating is located beneath a pergola. A door opens to the interior, framed by whitewashed walls. Coastal views extend beyond, showcasing the blue sea and distant landforms.

Cycladic home in Chalandriani

4.86 out of 5 average rating, 36 reviews

Porcupine-2

The newly built, stone-built house is perched on the fertile terraces of Ano Meria, the last authentic area on the island. Just 7 km from Ermoupolis, every dawn the sun rises directly opposite, behind Delos. The area is far from the hustle and bustle of the city, without being too far from it, while in the background the lights of Tinos, Mykonos, Ikaria shine. Cool springs, baked dry stone walls, juicy dehydrated seeds await the traveler's encounter.

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, 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.

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

4.95 out of 5 average rating, 109 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, 138 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 favorite

Two lounge chairs with cushions are positioned on a stone terrace, facing the sea. A decorative umbrella provides shade over a small table placed nearby. The tranquil blue waters and surrounding coastal scenery complete the serene setting.

Townhouse in Ermoupoli

4.93 out of 5 average rating, 30 reviews

Mansion in "Vaporia" of Syros

Navirene is located in the center of Ermoupolis, Syros, in the area "Vaporia" on the aristocratic Apollonos Street. It is a neoclassical building built in the last century and later remodeled to serve modern functional needs. It is built on three levels, with its foundations literally in the sea. It is a 150 sqm house that offers comfort to its guests for relaxing holidays in Syros.

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, 142 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.