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Vacation rentals in Chalandriani

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Top-rated vacation rentals in Chalandriani

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Guest favorite
A charming stone house is seen with light blue shutters and a wooden terrace. A large bougainvillea tree with white and pink flowers cascades over the upper balcony. Whitewashed walls reflect the sunlight, enhancing the inviting, traditional Cycladic architecture.
Cycladic home in Ermoupoli
4.87 out of 5 average rating, 52 reviews

Golden summer

Our home is an authentic cycladic stone house, built in 1830 and restored in 2005 and 2018, which provides all the comforts to the visitors. The upper balconies have a stunning view of the port and the 2 main churches of the island and the port from. The location, only 5 mins on foot from the center of Ermoupolis, offers the perfect opportunity to explore this beautiful town. During your accomodation you will be provided with hypoallergenic bed linens, 100% cotton, including 3 towels and 1 sea towel per person, as well as kitchen utensils.

Top guest favorite
Home in Ermoupoli
4.99 out of 5 average rating, 89 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 unobstructed, mesmerizing views 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.

Superhost
A bright living area features a white wall-mounted television with decorative shelves above and below it. Two framed images hang on the wall, complemented by small decorative items. A wooden dining table with chairs occupies the foreground, enhancing the open and airy feel of the space.
Home in Syros
4.86 out of 5 average rating, 36 reviews

White SeaSide Villa II

Located literally where the golden sand is caressed by the cool waves, on the beautiful serene beach of Fabrika on the southeast of Syros island, this villa awaits to offer you the very best of the famous Greek summer and hospitality. Nothing here can disturb your piece and quiet; from your morning swim in the magic blue sea just in front of your villa –accessed by your private entrance- to your afternoon aperitif on the veranda listening to the sound of the waves, let yourself free to dream.

Guest favorite
Home in Ermoupoli
4.96 out of 5 average rating, 24 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
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
4.98 out of 5 average rating, 123 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
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, 111 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
Home in Ermoupoli
5.0 out of 5 average rating, 13 reviews

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!

Superhost
The mansion's exterior features a harmonious blend of stone and stucco, framed by vibrant bougainvillea. Arched walkways and pergolas provide shaded areas, while windows with green shutters add charm. The setting is lush, with well-maintained gardens enhancing the inviting atmosphere.
Villa in Megas Gialos
5.0 out of 5 average rating, 3 reviews

Exquisite beachfront mansion, 5 bedrooms- Syros

An exquisite, spacious beachfront mansion, located among lush gardens with unobstructed sea views, will bewitch you with its charm and laid back atmosphere. The perfect getaway for group of families or friends, who wish to relax and explore the island of Syros. The 380sm, 5 bedroom villa can accommodate up to 12 persons , offering large common spaces to enjoy privacy as well as gettogether-time

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
5.0 out of 5 average rating, 16 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.

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, 153 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.

Superhost
A cozy sleeping area features a spacious bed adorned with floral-patterned pillows. The stone floors and textured walls reflect the traditional architecture. Soft lighting is provided by a bedside lamp and an adjacent window allows for natural illumination.
Apartment in Ermoupoli
4.84 out of 5 average rating, 50 reviews

Ano Syros Marvellous oven

Traditional stone house at the high point of the medieval settlement ofAno Syros. Built in the 16th century, it has been renovated with passion and respect for tradition, keeping all the architectural features of the time. Approaching from the entrance of the village “Pano Terma”. It can accommodate up to 3 people in 1 double bed and 2 sofa beds.

Top guest favorite
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 in Ermoupoli
4.96 out of 5 average rating, 133 reviews

Dione Heritage Apartment

The Dominic Near The Port accommodation is 30 meters from the port. It is ideal for groups, couples, families who do not want to have a means of transport and can comfortably walk to the center of Ermoupolis. The accommodation consists of 2 bedrooms, one with a double bed and the other with two single beds. It has a bathroom and a living room.

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