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Holiday houses in Ai Michalis

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Top-rated holiday rentals in Ai Michalis

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Guest favourite
An outdoor area features a private pool surrounded by lounge chairs and Mediterranean landscaping. The villa’s modern architecture is highlighted by smooth lines and warm lighting, providing a relaxed atmosphere in the evening. Potted plants are positioned throughout the space.
Home in Syros
5 out of 5 average rating, 13 reviews

Villa Ophēlia - Luxury Seafront Villa

Villa Ophelia is a modern villa built in 2023 with a private pool, nestled right on Megas Gialos beach in Syros. A mere 10-minute drive from the main town of Ermoupoli, the villa offers a pristine, serene environment with unobstructed views of the Aegean Sea from every corner. The villa is equipped with high-speed Wi-Fi, and all the modern amenities and comforts, promising an exceptional stay. The sandy beaches of Megas Gialos and Ambela are just 20 meters away. Restaurants and amenities nearby.

Top Guest favourite
Apartment in Ermoupoli
5 out of 5 average rating, 41 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 favourite
A cozy outdoor seating area features a whitewashed stone wall and a pergola adorned with vibrant bougainvillea. Comfortable cushions and a small table invite relaxation, while the red shutters and door frame enhance the charming Cycladic style. Sunlight filters through, creating a warm ambiance.
Cycladic home in Ai Michalis
4.95 out of 5 average rating, 102 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 favourite
Apartment in Ermoupoli
5 out of 5 average rating, 14 reviews

My Syros 2

Indulge in style in a space that stands out. 1st floor apartment 22 sqm in Ermoupolis. It has everything you need for a comfortable and pleasant stay. About 10 minutes walk from the port, Miaouli central square, the main streets with shops, cafes, restaurants, bars. Easy parking and a few meters from the free municipal bus stop. Within a few meters there is a large SUPERMARKET, bakery, grocery store, butcher shop, pharmacy and the hospital

Top Guest favourite
Home in Ermoupoli
5 out of 5 average rating, 30 reviews

Cozy apartment in the city center

A warm renovated space with modern aesthetics in a central location of Ermoupolis with modern amenities and a fully equipped kitchen. Just 5 minutes from the port and 10 minutes from Miaouli Square. Ideal for those of you who don't have a car so you can easily explore the heart of the island. It consists of a bedroom with a double bed 160x200, an open plan living room-kitchen with a sofa bed and a bathroom with a washing machine.

Top Guest favourite
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, 145 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.

Guest favourite
Cycladic home in Ermoupoli
4.85 out of 5 average rating, 79 reviews

Villa Maria - Syros, Amaryllis

Amaryllis is a very comfortable traditional two bedroom island house. It is ideally located in the heart of the historical town of Ermoupolis, within short walking distance from all places of interest. Antique furniture, lovely shaded courtyard, a private terrace with sea views, high speed wi-fi, air con in every room in a peaceful neighbourhood.

Top Guest favourite
A modern kitchen area is presented with sleek cabinetry and a neutral color palette. The space features a sink and stove, while a bright dining area is visible in the background, showcasing a table surrounded by stylish chairs and large windows allowing ample natural light.
Apartment in Ermoupoli
4.98 out of 5 average rating, 180 reviews

•CοzyHοmes•Studiο•Syros

* * * CONTACT ME on Instagram @pa_nick FOR MORE INFO.* * * Spacious, Cozy studio on the 1st floor, in the center of Ermoupolis just 3 minutes from the port of Syros. This is a comfortable, large and very bright studio, ideal for walks in the city **There are about 20 stairs to access the apartment

Top Guest favourite
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 out of 5 average rating, 32 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.

Guest favourite
A view showcases bluish waters and distant islands under a clear sky. Whitewashed architectural elements are prominent in the foreground, featuring a small chimney and angular rooftop. The shoreline reveals a collection of buildings nestled along the coast.
Home in Syros
5 out of 5 average rating, 5 reviews

Mule House - Ano Syros

Escape to the heart of Syros in this beautifully restored 3-bedroom, 3-bath home nestled in the charming alleys of Ano Syros. Enjoy panoramic sea views, Cycladic charm, and modern comforts—perfect for families or friends seeking an authentic Greek island experience.

Superhost
A scenic view of the pool area and the coastline is framed by a white archway. Palm trees line the edge of the outdoor terrace, while sun loungers are positioned around the inviting swimming pool. The clear blue sky complements the tranquil setting.
Apartment in Syros
4.86 out of 5 average rating, 7 reviews

Room #1 Villa Regina Resort

Our complex consists of 12 private apartments, a public dinning room which can also be used as a place to hang out and spend some time, a public swimming pool, but due to Covid-19 you'd swim at your own risk, and plenty of parking space.

Superhost
A cozy sleeping area features a spacious bed adorned with soft bedding. A decorative mural showcases blooming branches beside a framed mirror. A wooden tray presents a selection of breakfast items, accompanied by a glass of juice, adding a welcoming touch.
Cycladic home in Ano Syros
4.83 out of 5 average rating, 35 reviews

Cedar Bloom

Η ιδιαιτερότητα του σπιτιού ξεκινάει πολλούς αιώνες πριν ως ένα κομμάτι του μεσαιωνικού οικισμού " Άνω Σύρος". Αντικατοπτρίζει την κυκλαδίτικη αισθητική με μια μοντέρνα πινελιά του σήμερα και αναδεικνύει τον ρομαντισμό μίας άλλης εποχής.

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