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Holiday rentals in Chalandriani

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Top-rated holiday rentals in Chalandriani

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Top guest favourite
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.
Flat
4.97 out of 5 average rating, 124 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.

Top guest favourite
The modern structure is set against a twilight sky, featuring an open porch with a dining table. Surrounding gardens showcase soft lighting, stone pathways, and various plants, creating a relaxed outdoor space that complements the architecture.
Villa
5 out of 5 average rating, 22 reviews

Aelion Villas Sea

Aelion Sun is the ground floor apartment of Aelion Villas. It is a 90mm2, fully equipped apartment with unlimited view of the Aegean Sea capable of hosting up to sixr people. It has one bedroom with quin sized bed and one bedroom with two single beds, a large bathroom with shower, jacuzzi for for six people and a fully equipped kitchen. There are also sun beds for enjoying the view comfortably, washing machine, dish-washer, Wi-Fi, certified drinking water system, air conditioning and parking.

Top guest favourite
An outdoor Jacuzzi is situated beneath a wooden pergola, overlooking the vast Aegean Sea. Gentle waves reflect the sunlight, creating a serene atmosphere. A nearby basket adds a touch of detail to the relaxing space, enhancing the connection to the surrounding landscape.
Villa
4.95 out of 5 average rating, 41 reviews

The Detailor- Private Luxury Villa - 4 BR/4 BA

Authentic Cycladic villa in Tinos with unobstructed Aegean Sea views. The property consists of two independent houses over two floors, offering four en-suite bedrooms, two kitchens, and generous indoor and outdoor living spaces. Enjoy pergola-shaded terraces, alfresco dining, and a private Jacuzzi. Ideal for families or groups seeking privacy, comfort, and relaxed summer living in harmony with local tradition. Awarded by Condé Nast Traveller as one of Airbnb’s Must-Visit stays in Greece.

Top guest favourite
An outdoor dining area features a wooden table set with a circular woven placemat and a bowl of fresh fruit. Surrounding olive trees offer shade, while a panoramic view of the Aegean Sea is visible in the distance.
Cycladic home
4.98 out of 5 average rating, 48 reviews

Avdos' olive house - land tales

This 55 sq.m. eco-friendly house is located 18 mins by car from the port of Tinos, on the west side of the island, nestled in an olive grove and flanked by rocky landscape and a view of the Aegean Sea. This traditional farmhouse has been redesigned in a minimal style. The space is ideal for a couple who loves country living and privacy. It offers a chance to decompress from city life, and reconnect with the simplicity and tranquility of nature and mindfulness.

Top guest favourite
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.
Apartment
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 favourite
An outdoor area features two comfortable lounge chairs positioned by a tranquil pool, overlooking the vast blue sea. A rocky coastline and dry landscape create a serene backdrop, while a stone wall adds visual interest to the setting.
Tiny home
5 out of 5 average rating, 49 reviews

KASTRAKI

Dance under the colorful feast of the sunrise. Have breakfast while listening to the waves, relax while listening to your favorite music on the outdoor bed. Try local appetizers in the dining room under the shade of the pergola, have a relaxing massage in the pool while enjoying the sunset. When night falls, enjoy the illuminated rocks that protect the courtyard and the golden sea. Having tasted every moment of the day, a warm nest will be waiting for you.

Top guest favourite
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
4.97 out of 5 average rating, 113 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 favourite
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
4.95 out of 5 average rating, 98 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 favourite
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
4.96 out of 5 average rating, 127 reviews

Dione Heritage Apartment

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 favourite
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
4.93 out of 5 average rating, 145 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 favourite
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
4.94 out of 5 average rating, 35 reviews

Mansion in the "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 favourite
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.
Flat
4.95 out of 5 average rating, 149 reviews

Syros City Center Apartment • 2L-Lifebubble

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.

Popular amenities for Chalandriani holiday rentals

  1. Airbnb
  2. Greece
  3. Chalandriani