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Holiday rentals 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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Guest favourite
A charming stone house is seen with light blue shutters and a wooden terrace. A large bougainvillea tree with white and pink flowers cascades over the upper balcony. Whitewashed walls reflect the sunlight, enhancing the inviting, traditional Cycladic architecture.
Cycladic home
4.86 out of 5 average rating, 49 reviews

Golden summer

Our home is an authentic cycladic stone house, built in 1830 and restored in 2005 and 2018, which provides all the comforts to the visitors. The upper balconies have a stunning view of the port and the 2 main churches of the island and the port from. The location, only 5 mins on foot from the center of Ermoupolis, offers the perfect opportunity to explore this beautiful town. During your accomodation you will be provided with hypoallergenic bed linens, 100% cotton, including 3 towels and 1 sea towel per person, as well as kitchen utensils.

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.
Flat
5 out of 5 average rating, 44 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
The modern structure is set against a twilight sky, featuring an open porch with a dining table. Surrounding gardens showcase soft lighting, stone pathways, and various plants, creating a relaxed outdoor space that complements the architecture.
Villa
5 out of 5 average rating, 26 reviews

Aelion Villas Sea

Aelion Sun is the ground floor apartment of Aelion Villas. It is a 90mm2, fully equipped apartment with unlimited view of the Aegean Sea capable of hosting up to sixr people. It has one bedroom with quin sized bed and one bedroom with two single beds, a large bathroom with shower, jacuzzi for for six people and a fully equipped kitchen. There are also sun beds for enjoying the view comfortably, washing machine, dish-washer, Wi-Fi, certified drinking water system, air conditioning and parking.

Guest favourite
Home
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.

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
4.95 out of 5 average rating, 39 reviews

Αρχοντικό στα "Βαπόρια" της Σύρου

Το Navirene βρίσκεται στο κέντρο της Ερμούπολης Σύρου, στην περιοχή "Βαπόρια" επί της αριστοκρατικής οδού Απόλλωνος. Πρόκειται για ένα κτίριο νεοκλασικής τεχνοτροπίας που χτίστηκε τον προηγούμενο αιώνα και αναδιαμορφώθηκε μετέπειτα ώστε να εξυπηρετεί τις σύγχρονες λειτουργικές ανάγκες. Είναι οικοδομημένο σε τρία επίπεδα, με τα θεμέλια του να βρίσκονται κυριολεκτικά μέσα στη θάλασσα. Πρόκειται για σπίτι 150 τμ που προσφέρει άνεση στους επισκέπτες του για ξεκούραστες διακοπές στη Σύρο.

Top guest favourite
Home
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 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.
Flat
5 out of 5 average rating, 16 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 home
4.95 out of 5 average rating, 104 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
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
4.93 out of 5 average rating, 150 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 favourite
A serene outdoor seating area features two wooden chairs arranged around a small table. On the table, a bowl holds a lemon and a sunflower. The backdrop showcases a tranquil sea view, with soft colors of sunset blending into the horizon.
Cycladic home
5 out of 5 average rating, 23 reviews

Peftasteri Villa | Tinos Island

Η βίλα 2 υπνοδωματίων αποτελείται από 1 υπνοδωμάτιο με ένα διπλό κρεβάτι, 1 υπνοδωμάτιο με ένα μονό κρεβάτι, σαλόνι με 2 καναπέδες-κρεβάτια, χώρο γραφείου, μπάνιο και μία πλήρως εξοπλισμένη κουζίνα. Συνολικό μέγεθος βίλας: 138m2 Σημαντική επισήμανση: Η πρόσβαση στην κατοικία πραγματοποιείται αποκλειστικά μέσω 54 σκαλοπατιών, που ξεκινούν από τον δημόσιο χώρο στάθμευσης.

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.
Flat
4.96 out of 5 average rating, 156 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 favourite
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
4.92 out of 5 average rating, 12 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!

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