Vacation rentals in Chalandriani

4.99 out of 5 average rating, 92 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.

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4.89 out of 5 average rating, 179 reviews

A traditional stone building is nestled among winding staircases and vibrant foliage. The house features a pale yellow exterior, complemented by colorful doors and window frames. Steps lead to other nearby residences, showcasing the unique architecture of the medieval settlement.

Cycladic home in Syros

Traditional Medieval Stone house in "Ano Syros"

Unique, stone traditional house, within the medieval settlement of Ano Syros. The residence has been licensed by the Greek National Tourism Organization as a tourist accommodation. It dates back to the late 16th century. Completely renovated without changing its traditional character. Upstairs is the living room (with a sofa-double bed) as well as the kitchen (outdoor). Downstairs is the bedroom, with a double bed, and the bathroom. Ideal for two people, while it can accommodate up to four.

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4.96 out of 5 average rating, 25 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.

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4.95 out of 5 average rating, 122 reviews

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

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.

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4.98 out of 5 average rating, 57 reviews

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

Nastia's apartment with terrace

A beautiful, urban chic, 2nd floor apartment (without elevator), recently renovated, with a large terrace. In a main road 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.

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5.0 out of 5 average rating, 20 reviews

A wooden table with two chairs is set on the balcony, overlooking the Aegean Sea. The expansive blue waters stretch towards the horizon, complemented by distant coastal hills. A decorative shell sits at the center of the table, enhancing the tranquil coastal setting.

Apartment in Ermoupoli

Casa Viento

Open the balcony door, breathe in the Aegean air and enjoy the endless blue. Ferries bound for the port come by within "touching" distance, as the scenery is completed by the islands of Tinos and Mykonos. The apartment is right above the only beach in town (Asteria), next to the picturesque Vaporia area. A just 10' walk will take you downtown, passing by the impressive Ag. Nikolaos church and the stunning Apollon theatre. Lastly, make sure to catch the sunrise, at least once!

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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.

4.98 out of 5 average rating, 124 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.

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Cycladic home in Ai Michalis

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.

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.

ValueFamilyAmenities

4.96 out of 5 average rating, 113 reviews

A bright living area is adorned with light-colored stone walls and natural light streaming through multiple windows. A cozy seating area is complemented by a decorative plant and a low coffee table with art books, creating a serene environment.

4.97 out of 5 average rating, 34 reviews

Nysea

Welcome to my tranquil home in Ermoupoli, Syros. Situated directly behind Kyveli Institute in the historic center, the property offers serenity amidst a bustling city. Tucked away on a quiet street, the neoclassical building blends modern comfort with timeless elegance. The property is on the upper floor of a renovated 19th century mansion and enjoys glimpses of the Aegean Sea from select windows and the rooftop garden.

LocationFamilyOutdoor spaces

4.89 out of 5 average rating, 79 reviews

A stone exterior reflects the colors of the sunset over the sea. A small table and chair set is positioned on a gravel terrace, providing a serene spot for enjoying the view of nearby islands and the coastline.

Guesthouse in Ermoupoli

Deli Guesthouse

Stone guest house 20 m2 in Dili, on the hill of Anastasi. View of the surrounding islands (Tinos, Mykonos, Paros) and the port of Ermoupolis. It has a sofa bed. For cooling it has a ceiling fan and air conditioning. The kitchen includes a fridge, stove and oven for cooking, a filter coffee maker, a toaster and all the necessary utensils. It has wifi and television. Ideal for enjoying the sunrise and the evening moon.

ValueFamilyQuiet

5.0 out of 5 average rating, 17 reviews

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

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.

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