
Holiday houses in Chalandriani
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chalandriani
Guests agree: these stays are highly rated for location, cleanliness and more.

Siroa View | Where Sea Meets Sky
Siroa View rises above Ermoupoli, offering stunning sea and town views. Its spacious terrace with outdoor dining area and built-in lounge is the perfect setting for relaxed mornings, golden sunsets, and starlit evenings. Inside, the signature interior design blends warm Syros tones with natural materials and handcrafted touches. With two bedrooms, two bathrooms, and a full kitchen, it’s an elegant escape just steps from the vibrant center, offering unbeatable views and thoughtful amenities.

Aegean View Seaside Home with Sea Access
Idyllic hillside location by the coast with magnificent endless views of the blue sea! Fully equipped two-room apartment, with exit to the courtyard with BBQ. It's 65sq.m. has two spaces one is 40sqm. with bedroom, bathroom and an open plan kitchen/dining/living area with double sofa bed. The second space has a double bed, wardrobes & a bathroom of 25sqm. The doors lead directly to the courtyard which overlooks the sea. In addition, the yard has a stone-built BBQ and a traditional oven.

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.

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.

DEcK feeling Luxury sea view stay in Vaporia-Syros
Deck feeling Everything you're looking for on your vacation in Greece! A luxurious residence of 180m2 in the heart of Ermoupolis, with a unique view of the Aegean Sea in the area of Vaporia - "little Venice". A sense of complete relaxation is assured, as the property is situated quite literally on the water. Located just 250 meters from the city centre, the property offers the perfect balance between a relaxing vacation and the convenience of having everything within easy reach.

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.

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.

Apigania house
Amazing house on the beach of Apigania, unique sunset, clear waters, you can feel the nature, feel the wind of Cyclades as on a sailing ship, smell the thyme and the sage. Μinimal decoration with touches of authentic traditional objects. Big terrasse in front of the see, private acces to the see, private parking. Providing a welcome basket with local products. Personalized services on request.

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.

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.

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.

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
Other great holiday rentals in Chalandriani

*Uppolis residence overlooking the Cyclades islands

Anemomylos / Windmill (Ano Syros)

ALBA - Seaview Cycladic Home - 2 Bedrooms 2 Baths

Traditional stone house 1bedroom, sea view, Syros

Porcupine-2

Agrikia Avdos

Casa Natura Syros: a summer haven in the Aegean

Villa Casa Greca
Destinations to explore
- Burdur Holiday rentals
- Cythera Holiday rentals
- Athens Holiday rentals
- Santorini Holiday rentals
- Pyrgos Kallistis Holiday rentals
- Thessaloniki Holiday rentals
- Saronic Islands Holiday rentals
- Evvoías Holiday rentals
- Mykonos Holiday rentals
- Regional Unit of Islands Holiday rentals
- Rhodes Holiday rentals
- East Attica Regional Unit Holiday rentals
- Agios Georgios Beach
- Mykonos Town Hall
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Santa Maria
- Mikri Vigla Beach
- Temple of Demeter
- Ornos Beach
- Kolympethres Beach
- Hawaii Beach
- Alyko Beach
- Aghios Prokopios beach
- Temple of Apollon, Portara
- Apollonas Kouros
- Panagia Ekatontapyliani
- Castle of Sifnos
- Μουσείο Μαρμαροτεχνίας
- Armenistis Lighthouse
- Moraitis winery
- Archaeological Site of Delos
- Kolympithra
- Agios Petros Beach





