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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 favourite
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 out of 5 average rating, 40 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.

Top guest favourite
A stone terrace leads to a view of the serene Aegean Sea, reflecting natural light. Traditional buildings with varying textures and colors frame the waterfront, while hills line the distant shoreline under a clear blue sky.
Apartment in Ermoupoli
4.97 out of 5 average rating, 124 reviews

Nelly's Dream

A beautiful traditional house in the heart of Syros town, at the exclusive picturesque 'Vaporia' neighbourhood. The house is built on the rocks, with a unique view of the Aegean sea. It is built on four levels (many steps!) with private access to the seaside and a private open terrace. The two advertised, private rooms, are located on levels 3 and 4 and are accessible through the main entrance through level 1 (street level). The host family of two and a small dog and cat, live on levels 1 & 2.

Guest favourite
Home in Ermoupoli
4.94 out of 5 average rating, 18 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
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 Syros
4.95 out of 5 average rating, 113 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
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 homes 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.

Guest favourite
A hammock is suspended on a balcony overlooking the Aegean Sea, with gentle waves visible in the distance. Warm hues of sunset color the sky, and a figure is seen reclining comfortably, partially obscured by the hammock's fabric.
Apartment in Ermoupoli
4.93 out of 5 average rating, 60 reviews

Casa Onda

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!

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 homes in Tinos island
4.98 out of 5 average rating, 50 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
An open sleeping area features a spacious bed adorned with purple accents. Natural light flows through two green windows, while the stone walls and wood-paneled ceiling provide a historic backdrop. A small table with a lamp and a cozy armchair complete the inviting space.
Apartment in Ermoupoli
5 out of 5 average rating, 13 reviews

1870 Townhouse Studio Apartment

The ground-floor studio apartment is part of a listed neoclassical townhouse, build in 1870, in the heart of Ermoupolis. Originally serving as the storage room and service quarters, it has been carefully restored to retain its original architecture while offering a comfortable stay. The layout is open and functional, offering: ✔ a working kitchen with everything needed for cooking meals ✔ a bathroom with a shower ✔ a cozy sleeping area that blends old and new

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 homes 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
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 homes in Tinos
4.96 out of 5 average rating, 48 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 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
Apartment in Ermoupoli
4.96 out of 5 average rating, 23 reviews

Serenity Apartments #2

Welcome to Serenity Apartments, our elegant and stylish apartment in the heart of Ermoupoli, the capital of Syros island, Greece. Experience the charm of Syros while staying in our beautifully curated space, where every detail has been carefully thought out. Your perfect Greek getaway awaits! Apartment #1 is on the ground floor, while #2 on the first floor.

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