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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
An evening street view reveals charming architecture illuminated by warm light. A vintage lamp hangs near a balcony adorned with plants. Stone stairs lead down to the path, showcasing colorful planters that enhance the inviting atmosphere of the picturesque alley.
Apartment in Ermoupoli
4.97 out of 5 average rating, 116 reviews

Vaporia seaview suites - Balcony suite

The Vaporia area is one of the most beautiful neighborhoods of Syros. Famous for its architecture, it is located in the historic center, very close to the city and with the main feature of the neo-Greek architectural mansions hanging over the sea. Nearby are Asterias, one of the most beautiful and famous areas for swimming in the crystal clear waters of the Aegean, with the hanging buildings and the imposing church of Agios Nikolaos proudly dominating in the background. There is no sandy beach.

Top guest favorite
An open-plan space is depicted, combining a fully equipped kitchen and dining area. Large glass doors provide access to a spacious terrace. A dining table with chairs sits near a window, surrounded by decorative plants, while bright colors enhance the inviting feel of the environment.
Apartment in Ermoupoli
5 out of 5 average rating, 49 reviews

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.

Guest favorite
Home in Ermoupoli
4.95 out of 5 average rating, 19 reviews

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.

Top guest favorite
Two sun loungers are positioned on a stone patio, overlooking a vast blue sea. A small table holds fresh fruit, while a distant lighthouse stands on the island in the background, framed by gentle coastal hills.
Home in Azolimnos Syros
4.95 out of 5 average rating, 118 reviews

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.

Top guest favorite
Home in Ermoupoli
4.99 out of 5 average rating, 87 reviews

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.

Top guest favorite
An open sleeping area features a spacious bed adorned with purple accents. Natural light flows through two green windows, while the stone walls and wood-paneled ceiling provide a historic backdrop. A small table with a lamp and a cozy armchair complete the inviting space.
Apartment in Ermoupoli
5 out of 5 average rating, 16 reviews

1870 Townhouse Studio Apartment

The ground-floor studio apartment is part of a listed neoclassical townhouse, build in 1870, in the heart of Ermoupolis. Originally serving as the storage room and service quarters, it has been carefully restored to retain its original architecture while offering a comfortable stay. The layout is open and functional, offering: ✔ a working kitchen with everything needed for cooking meals ✔ a bathroom with a shower ✔ a cozy sleeping area that blends old and new

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, 106 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.

Guest favorite
A spacious balcony is illustrated with a small round table and two wooden chairs, providing a perfect spot for outdoor relaxation. The view features green hills and the structures of Ano Syros, under a clear blue sky.
Home in Ermoupoli
4.96 out of 5 average rating, 25 reviews

Cozy apartment with Ano Syros view, 5’ from center

The apartment is in a quiet area, just 5 minutes from Ermoupoli center, with a stunning view of Ano Syros. It features a comfy double bed, large wardrobe, and a spacious balcony with table and chairs. The kitchen is fully equipped with a dining area, big window, and small sofa. The modern bathroom has all essentials. Relax in the living room after a day out. Don’t miss dinner on the balcony as the sun sets and Ano Syros lights slowly appear.

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.
Villa in Ano Syros
5 out of 5 average rating, 14 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 serene outdoor seating area features two wooden chairs arranged around a small table. On the table, a bowl holds a lemon and a sunflower. The backdrop showcases a tranquil sea view, with soft colors of sunset blending into the horizon.
Cycladic home in Kardiani
5 out of 5 average rating, 23 reviews

Peftasteri Villa | Tinos Island

Η βίλα 2 υπνοδωματίων αποτελείται από 1 υπνοδωμάτιο με ένα διπλό κρεβάτι, 1 υπνοδωμάτιο με ένα μονό κρεβάτι, σαλόνι με 2 καναπέδες-κρεβάτια, χώρο γραφείου, μπάνιο και μία πλήρως εξοπλισμένη κουζίνα. Συνολικό μέγεθος βίλας: 138m2 Σημαντική επισήμανση: Η πρόσβαση στην κατοικία πραγματοποιείται αποκλειστικά μέσω 54 σκαλοπατιών, που ξεκινούν από τον δημόσιο χώρο στάθμευσης.

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
4.96 out of 5 average rating, 157 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.

Top guest favorite
A spacious balcony offers a panoramic view of the bay, framed by white walls and wooden beams. Two chairs are positioned around a blue table, while a potted plant adds a touch of greenery. Clear skies and sparkling water create a serene atmosphere.
Home in Achladi
4.98 out of 5 average rating, 62 reviews

SYROS//Denia House...amazing private view!!!

Σε ένα συγκρότημα από πέντε κατοικίες, οι οποίες χτίστηκαν κυρίως για θερινές διακοπές αλλά και για διαμονή όλο το χρόνο, βρίσκεται το σπίτι "Denia". Στο δεύτερο όροφο του συγκροτήματος, μαγεύει με την μοναδική του θέα στον κόλπο της Βάρης και του Αχλαδιού. Απομόνωση και ηρεμία σε ένα σπίτι μόλις 100 μέτρα από τη θάλασσα.

Popular amenities for Chalandriani vacation rentals

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  2. Greece
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