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Vacation rentals in Chalandriani

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Top-rated vacation rentals in Chalandriani

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Top guest favorite
The interior space features a brightly lit hallway with stone flooring and exposed wooden beams. A staircase curves upward, adjacent to a small seating area with two wooden chairs and a table. Natural light filters in through a window, illuminating a wooden dresser adorned with fresh lemons.
Cycladic home in Panormos
5 out of 5 average rating, 42 reviews

Lemon Tree House

Το Lemon tree house είναι το σπίτι της υπέροχης προ-γιαγιάς μας, Σταμάτας. Ένα παλιό παραδοσιακό κυκλαδίτικο σπίτι,που χτίστηκε στο πέρασμα των αιώνων και εκσυγχρονίστηκε στο πέρασμα του χρόνου, διατηρώντας τον χαρακτήρα και την γοητεία του. Μπορείτε να απολαύσετε ένα δροσιστικό και γαλήνιο πρωινό στον ιδιόκτητο κήπο με τις λεμονιές μας, όπως επίσης μπορείτε να επισκεφτείτε την βεράντα στο "ανώι" για να απολαύσετε το βραδυ σας. Βρίσκεται σε απόσταση 100μ απο την ιδιαίτερη πλατεία του Πλάτανου.

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 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, 171 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 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, 24 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, 120 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, 109 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, 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 , 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 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
5 out of 5 average rating, 104 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
An outdoor seating area is shaded by white wooden beams, featuring a built-in bench adorned with striped cushions. Vibrant bougainvillea climbs the walls, complementing the whitewashed stone structure. A red door and window provide contrast, enhancing the inviting ambiance of the space.
Cycladic home in Ai Michalis
4.95 out of 5 average rating, 92 reviews

Syros - Cycladic stone house

A 300 year old, 90 m² genuine cycladic stone house restored to its original glory, located in a 2.500 m² plot in the middle of a NATURA ecosystem. The place is full of energy deriving from the adjacent Delos island, making it ideal for yoga retreat, meditation and trekking practitioners. Beautiful secluded unexploited beaches with magnificent sunsets in the north-west of the island, are 30' away on foot. The distance from Ermoupolis is 6,7 km.

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, 143 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, 146 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.

Guest favorite
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
4.84 out of 5 average rating, 131 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!

Popular amenities for Chalandriani vacation rentals

  1. Airbnb
  2. Greece
  3. Chalandriani