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Vacation rentals in Ai Michalis

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Top-rated vacation rentals in Ai Michalis

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Guest favourite
An outdoor area features a private pool surrounded by lounge chairs and Mediterranean landscaping. The villa’s modern architecture is highlighted by smooth lines and warm lighting, providing a relaxed atmosphere in the evening. Potted plants are positioned throughout the space.
Home in Syros
5 out of 5 average rating, 13 reviews

Villa Ophēlia - Luxury Seafront Villa

Villa Ophelia is a modern villa built in 2023 with a private pool, nestled right on Megas Gialos beach in Syros. A mere 10-minute drive from the main town of Ermoupoli, the villa offers a pristine, serene environment with unobstructed views of the Aegean Sea from every corner. The villa is equipped with high-speed Wi-Fi, and all the modern amenities and comforts, promising an exceptional stay. The sandy beaches of Megas Gialos and Ambela are just 20 meters away. Restaurants and amenities nearby.

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.

Guest favourite
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
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, 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
The open sleeping area is characterized by stone walls and a wood-paneled ceiling, providing a blend of historical and modern elements. A spacious bed is flanked by decorative pillows, with a cozy sofa positioned nearby. Soft lighting contributes to a relaxed ambiance.
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 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
4.93 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.

Top guest favourite
Apartment in Ermoupoli
4.95 out of 5 average rating, 152 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
An inviting entrance features a warm earthy color palette, showcasing traditional archways and brick-laid floors. A wooden table and benches are set within the space, illuminated by soft overhead lighting. Natural light filters through an iron-wrought window, enhancing the rustic charm.
Cycladic homes in Isternia
4.91 out of 5 average rating, 11 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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