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Vacation rentals in Ai Michalis

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Top-rated vacation rentals in Ai Michalis

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

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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, 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
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, 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
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.

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
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 homes 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.

Guest favourite
The small, rectangular pool is illuminated with soft blue lights, creating a serene atmosphere at night. Surrounding the pool are simple outdoor chairs and natural stone walls that enhance the tranquil setting.
Cycladic homes in Galissas
5 out of 5 average rating, 10 reviews

Cycladic house, pool, beach 12 min walk

Relax with the whole family at this peaceful place to stay. It is a typical island house, restored by its architect and landscaper owners in the spirit of tradition enhanced with touches of modernity! In a very quiet corner of Galissas, between vineyards and orchards, only a 10-minute walk to the beach and the restaurants and bar of the lively village! Beautiful shaded garden, logia to stay cool and small pool in the sun!

Top guest favourite
A bright living area is equipped with a comfortable sofa and a dining table surrounded by light-colored chairs. Large windows allow natural light to illuminate the space, with sheer curtains partially filtering the sunlight. A decorative chandelier adds an elegant touch to the room.
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
4.93 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
Two lounge chairs with cushions are positioned on a stone terrace, facing the sea. A decorative umbrella provides shade over a small table placed nearby. The tranquil blue waters and surrounding coastal scenery complete the serene setting.
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.

Top guest favourite
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
4.95 out of 5 average rating, 153 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.

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