
Vacation rentals in Chalandriani
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Top-rated vacation rentals in Chalandriani
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Mayhouse - Margarita
Newly-built neoclassical maisonette,located in the traditional settlement of the historical center of Ermoupolis. Surrounded by quiet cobbled streets and having its private backyard equipped with a hot tub,it will offer you moments of absolute relaxation.Ideal accommodation for couples & families.The area is accessible by car with private and protected parking lot. It is located just 5' away from the port and bus station on foot & 10' from the central Miaouli square, restaurants, bars and market

Nastia's apartment with terrace
A beautiful, urban chic, 2nd floor apartment (without elevator), recently renovated, with a large terrace. Nastia's apartment is 15 minutes walk from the town center and the port. In 5 minutes you can visit the Industrial and the Hermoupolis Textile Museum. Around are also supermarkets, pharmacy, hospital, gym, bakery . It's ideal for remote workers as it is spacious with all the amenities and the equipment for every day life. Fast and free wifi ,a wonderful terrace for relax as also for work.

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.

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.

Vignetta Mare 2BR Seaview Retreat Free Parking&BBQ
Serenity & Views near Ermoupoli Enjoy panoramic Aegean views from your balcony! Just 1.4km from the city center and 500m from the beach, our home blends tranquility with proximity. • Highlights: Private BBQ & traditional built-in oven for outdoor dining. • Activities: Perfect base for hiking through scenic trails. • Comfort: 300Mbps Wi-Fi & private parking. Ideal for families and couples seeking rejuvenation. Welcome to Syros!

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.

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.

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.

Peftasteri Villa | Tinos Island
The 2-bedroom villa consists of 1 bedroom with a double bed, 1 bedroom with a single bed, a living room with 2 sofa beds, an office area, a bathroom and a fully equipped kitchen. Total villa size: 138m2 Important note: Access to the residence is exclusively via 54 steps, starting from the public parking lot.

Stone House!
Among the roofs and cobbled alleys of the medieval settlement of Ano Syros, there is a traditional stone house (Casa Di Pietra) completely renovated with respect to the aesthetics of the place and the Syrian tradition. Enjoy the tranquility and panoramic views of the Aegean Sea from the balcony.
Popular amenities for Chalandriani vacation rentals
Other great vacation rentals in Chalandriani

*Uppolis residence overlooking the Cyclades islands

Seafarer's villa

Villa Saloustros

Anemomylos / Windmill (Ano Syros)

Traditional stone house 1bedroom, sea view, Syros

Porcupine-2

Casa Natura Syros, a summer haven in the Aegean Sea

George Farmhouse
Destinations to explore
- Mykonos Town Hall
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Ornos Beach
- Santa Maria
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Temple of Apollon, Portara
- Castle of Sifnos
- Apollonas Kouros
- Panagia Ekatontapyliani
- Μουσείο Μαρμαροτεχνίας
- Armenistis Lighthouse
- Kolympithra
- Aghios Prokopios beach
- Archaeological Site of Delos
- Moraitis winery
- Agios Petros Beach





