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Holiday houses in Ai Michalis

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Top-rated holiday rentals in Ai Michalis

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Ermoupoli
5 out of 5 average rating, 43 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
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 favourite
A serene outdoor seating area features two lounge chairs adorned with colorful towels, positioned on a gravel surface. A small table rests between them, with a view of the distant island and lighthouse across the calm sea under clear blue skies.
Home in Azolimnos Syros
4.95 out of 5 average rating, 114 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.

Guest favourite
Cycladic home in Siros
4.89 out of 5 average rating, 174 reviews

Traditional Medieval Stone house in "Ano Syros"

Μοναδική, πέτρινη παραδοσιακή οικία, εντός μεσαιωνικού οικισμού Άνω Σύρου. Η κατοικία έχει αδειοδοτηθεί από τον ΕΟΤ ως τουριστικό κατάλυμα. Χρονολογείται από τα τέλη 16ου αιώνα. Πλήρως ανακαινισμένη χωρίς να έχει αλλάξει ο παραδοσιακός της χαρακτήρας. Στον πάνω όροφο βρίσκεται το καθιστικό (με έναν καναπέ-διπλό κρεβάτι) καθώς και η κουζίνα (εξωτερική). Στον κάτω όροφο βρίσκεται η κρεβατοκάμαρα, με διπλό κρεβάτι, και το μπάνιο. Ιδανική για δύο άτομα, ενώ μπορεί να φιλοξενήσει έως τέσσερα.

Top Guest favourite
Home in Ermoupoli
4.99 out of 5 average rating, 86 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 favourite
An outdoor dining area features a wooden table set with a circular woven placemat and a bowl of fresh fruit. Surrounding olive trees offer shade, while a panoramic view of the Aegean Sea is visible in the distance.
Cycladic home in Tinos island
4.98 out of 5 average rating, 51 reviews

Avdos' olive house - land tales

This 55 sq.m. eco-friendly house is located 18 mins by car from the port of Tinos, on the west side of the island, nestled in an olive grove and flanked by rocky landscape and a view of the Aegean Sea. This traditional farmhouse has been redesigned in a minimal style. The space is ideal for a couple who loves country living and privacy. It offers a chance to decompress from city life, and reconnect with the simplicity and tranquility of nature and mindfulness.

Top Guest favourite
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
4.97 out of 5 average rating, 117 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 favourite
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, 103 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
An outdoor lounging area features a stone wall and a cushioned seating space with decorative pillows. Natural light floods in, offering a view of the sea and distant islands. The surroundings include grassy land leading towards clear waters.
Cycladic home in Tinos
4.96 out of 5 average rating, 49 reviews

Apigania house

Amazing house on the beach of Apigania, unique sunset, clear waters, you can feel the nature, feel the wind of Cyclades as on a sailing ship, smell the thyme and the sage. Μinimal decoration with touches of authentic traditional objects. Big terrasse in front of the see, private acces to the see, private parking. Providing a welcome basket with local products. Personalized services on request.

Top Guest favourite
A bright living area features a comfortable sofa and a dining table with six chairs. Natural light floods the space through two large windows with light-filtering shades, and decorative wall accents enhance the room's character. An air conditioning unit and a stylish chandelier are also visible.
Home in Ermoupoli
4.96 out of 5 average rating, 130 reviews

Dione Heritage Apartment

Το κατάλυμα Dominic Near The Port βρίσκεται 30 μέτρα από το λιμάνι. Είναι ιδανικό για παρέες, ζευγάρια, οικογένειες που δεν θέλουν να έχουν μεταφορικό μέσο και να μπορούν με άνεση να κινούνται με τα πόδια στο κέντρο της Ερμούπολης. Το κατάλυμα αποτελείται από 2 κρεβατοκάμαρες όπου η μία έχει διπλό κρεβάτι και η άλλη αποτελείται από δύο μονά κρεβάτια. Διαθέτει ένα μπάνιο και καθιστικό.

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
4.92 out of 5 average rating, 146 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
An outdoor seating area features a wooden bench and a sun lounger, both positioned for a view of the nearby water. Colorful cushions add comfort, while surrounding greenery and blooming flowers enhance the setting. A soft canopy hangs above, offering shade from the sun.
Townhouse in Ermoupoli
4.95 out of 5 average rating, 38 reviews

Mansion in the "Vaporia" of Syros

Navirene is located in the center of Ermoupolis, Syros, in the area "Vaporia" on the aristocratic Apollonos Street. It is a neoclassical building built in the last century and later remodeled to serve modern functional needs. It is built on three levels, with its foundations literally in the sea. It is a 150 sqm house that offers comfort to its guests for relaxing holidays in Syros.

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