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Vacation rentals in Ai Michalis

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Top-rated vacation rentals in Ai Michalis

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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
5.0 out of 5 average rating, 54 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.

Superhost
Home in Ermoupoli
5.0 out of 5 average rating, 3 reviews

Maestro Signature Suite

Wake up to breathtaking Aegean sea views in the heart of Vaporia, Syros’ most iconic and luxurious neighborhood. This brand new luxury apartment features 1 bedroom, 1.5 bathrooms and a comfortable sofa bed in the living room, accommodating up to 4 guests. Enjoy access to a spectacular shared rooftop terrace with uninterrupted sea views. The property is a few steps away from the main square of Ermoupolis where one can find restaurants, cafés, shops. The iconic Ciel beach bar is only 5mins away!

Guest favorite
Home in Ermoupoli
4.96 out of 5 average rating, 23 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
4.95 out of 5 average rating, 121 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, 88 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
The entrance opens into a spacious living area, featuring a stylish armchair and a wooden table. Light tones create a bright ambiance, complemented by bookshelves filled with books on display. A cozy carpet adds warmth to the wooden flooring.
Apartment in Ermoupoli
5.0 out of 5 average rating, 20 reviews

private loft apartment with view over city and sea

This is a 90m² apartment on the top floor of a house. It is situated in Ermoupolis on the Vrontado hill above Vaporia. It's location is a perfect mix of close to the sea, to the center and in a quiet area. Renovated with love for self-designed unique details the apartment has loft character and gorgeous views over the Aegean sea, the harbor and the city. Being a private flat the apartment is available only some weeks here or there during the absence of the actual residents.

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.

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.

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, 164 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.

Guest favorite
A cozy bedroom showcases natural textures with stone walls and wooden beams overhead. A built-in bed is accompanied by woven storage baskets. Light filters through a small window, casting soft shadows on the surfaces, while a rustic sink area adds charm to the space.
Cycladic home in Ysternia
4.93 out of 5 average rating, 14 reviews

Earthy: a rustic abode w/ garden and sea views

EARTHY is a centuries-old Cycladic home given fresh life in the village of Isternia. Utmost attention has been given to highlight the building's organic and idiosyncratic nature. The stunning archways, 100% natural plasters, brick-laid floors, and garden patio make this space a unique and tranquil getaway. Come get EARTHY!

Guest favorite
A doorway opens to a view overlooking the Aegean Sea, with a small balcony featuring two wooden chairs and a round table. The natural stone walls frame the scene, highlighting the expansive coastal landscape beyond.
Cycladic home in Ano Syros
5.0 out of 5 average rating, 37 reviews

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.

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