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Vacation rentals in Chalandriani

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Top-rated vacation rentals in Chalandriani

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Guest favorite
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 in Ermoupoli
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 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 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

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.

Top guest favorite
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
4.96 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.

Top guest favorite
An outdoor area features a dining table for four and lounge seating positioned by a private pool. The space is framed by stone walls and a wooden overhang, offering panoramic views of the ocean and distant islands under a clear blue sky.
Cycladic home in Agios Romanos
5 out of 5 average rating, 23 reviews

Hypotinosa - Villa with Private Pool & Sea View

Cycladic home in Tinos island, Greece Recently built with high standard requirements, our modernly designed Villa is perfectly located just 3 minutes away from Agios Romanos beach (1 km) and 15 minutes from the town center (6.5 km). Its unique location allows you easy access to the most popular areas of the island.

Top guest favorite
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 in Kardiani
5 out of 5 average rating, 23 reviews

Peftasteri Villa | Tinos Island

The 2-bedroom villa consists of 1 bedroom with a double bed, 1 bedroom with a single bed, a living room with 2 sofa beds, an office area, a bathroom and a fully equipped kitchen. Total villa size: 138m2 Important note: Access to the residence is exclusively via 54 steps, starting from the public parking lot.

Popular amenities for Chalandriani vacation rentals

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