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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 favorite
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, 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 favorite
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 in Vari
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 favorite
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.

Guest favorite
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 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 favorite
An outdoor area features two comfortable lounge chairs positioned by a tranquil pool, overlooking the vast blue sea. A rocky coastline and dry landscape create a serene backdrop, while a stone wall adds visual interest to the setting.
Tiny home in Tinos Regional Unit
5 out of 5 average rating, 51 reviews

KASTRAKI

Dance under the colorful feast of the sunrise. Have breakfast while listening to the waves, relax while listening to your favorite music on the outdoor bed. Try local appetizers in the dining room under the shade of the pergola, have a relaxing massage in the pool while enjoying the sunset. When night falls, enjoy the illuminated rocks that protect the courtyard and the golden sea. Having tasted every moment of the day, a warm nest will be waiting for you.

Guest favorite
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, 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 favorite
A private terrace is presented with a table and three woven chairs, offering a tranquil area for relaxation. A potted plant adds a touch of greenery. The clear sea can be seen just beyond the stone wall, creating a serene backdrop for the space.
Condo in Ermoupoli
4.89 out of 5 average rating, 161 reviews

Oasea Apartment Syros

Fully equipped one-bedroom apartment with frontal sea view. One double bed in the bedroom, fully equipped kitchen (oven, fridge-freezer, dishwasher, 4-pits), bathroom with shower , washing machine, private terrace with chairs and table. Access to a shared patio with direct access to the sea (rocks) where the guests can take a morning swim. Frontal sea view from living and bedroom. A few steps from the center of Ermoupolis.

Top guest favorite
A stunning sunset bathes the horizon in vibrant oranges and pinks, reflecting on the calm waters. Silhouetted hills gently frame the scene, creating a serene and picturesque coastal view.
Cycladic home in Tinos
4.96 out of 5 average rating, 50 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.

Guest favorite
A modern living room corner features a gray sofa with plush cushions. A wooden shelf holds decorative items, including a framed picture and greenery. A flat-screen television is positioned above the shelf, while a tall potted plant adds a touch of nature.
Home in Ermoupoli
5 out of 5 average rating, 13 reviews

" Bamboo House Syros N02 "

*Bamboo House Syros 2* Ένα άνετο, ευρύχωρο και κομψό σπίτι στην Ερμούπολη της Σύρου. Ένα πλήρως ανακαινισμένο σπίτι με όλες τις ανέσεις είναι έτοιμο να σας υποδεχτεί για τις διακοπές σας. A comfortable, spacious and elegant house in Ermoupolis of Syros. A completely renovated house with all amenities is ready to welcome you for your vacation. More info ig: @bamboo_house_syros @peroul

Top guest favorite
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, 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.

Guest favorite
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, 39 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.

Guest favorite
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 in Isternia
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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