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Holiday rentals in Ai Michalis

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Top-rated holiday rentals in Ai Michalis

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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.
Flat in Ermoupoli
5.0 out of 5 average rating, 51 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
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 Syros
4.89 out of 5 average rating, 175 reviews

Traditional Medieval Stone house in "Ano Syros"

Unique, stone traditional house, within the medieval settlement of Ano Syros. The residence has been licensed by the Greek National Tourism Organization as a tourist accommodation. It dates back to the late 16th century. Completely renovated without changing its traditional character. Upstairs is the living room (with a sofa-double bed) as well as the kitchen (outdoor). Downstairs is the bedroom, with a double bed, and the bathroom. Ideal for two people, while it can accommodate up to four.

Guest favourite
Home in Ermoupoli
4.95 out of 5 average rating, 21 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
Home in Ermoupoli
4.99 out of 5 average rating, 87 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
4.98 out of 5 average rating, 120 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 home in Ai Michalis
4.95 out of 5 average rating, 110 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
A spacious balcony is illustrated with a small round table and two wooden chairs, providing a perfect spot for outdoor relaxation. The view features green hills and the structures of Ano Syros, under a clear blue sky.
Home in Ermoupoli
4.97 out of 5 average rating, 29 reviews

Cozy apartment with Ano Syros view, 5’ from center

The apartment is in a quiet area, just 5 minutes from Ermoupoli center, with a stunning view of Ano Syros. It features a comfy double bed, large wardrobe, and a spacious balcony with table and chairs. The kitchen is fully equipped with a dining area, big window, and small sofa. The modern bathroom has all essentials. Relax in the living room after a day out. Don’t miss dinner on the balcony as the sun sets and Ano Syros lights slowly appear.

Guest favourite
A dining area features a large wooden table set for a meal, surrounded by modern chairs. Bright light enters through arched windows, revealing stone walls that enhance the room's character. A decorative mirror and chandelier add elegant touches to the space.
Villa in Ano Syros
5.0 out of 5 average rating, 16 reviews

Glaukopis Retreat with private indoor Jacuzzi.

Glaukopis Retreat consists of 4 fully equipped bedrooms with ensuite bathrooms that may accommodate up to 8 guests. The interiors follow the Cycladic architecture design with white surfaces and modern facilities and amenities. The outdoor common areas consist mainly of the a spacious terrace, relaxing, and romantic environment, designed to your rejuvenation during your vacation on Syros Island.

Top guest favourite
A bright, open suite features a spacious seating area with plush cushions surrounding a wooden table. A comfortable bed is positioned against the wall, complemented by soft lighting from woven pendant lamps, creating a relaxed atmosphere.
Flat in Megas Gialos
5.0 out of 5 average rating, 30 reviews

Aloe Mare Suite 5

Our suite is designed with cycladic and bohemian style. It features handmade furniture and top quality fabrics and equipment. It have an infinity pool with sea salt and a small side pool. There is also a secret beach under of our suites. It is located in Megas Yialos Syros. You can also book your private chef experience with our michelin star experience owner. We are looking forward to host you!!

Top guest favourite
A bright kitchen area features muted teal cabinetry and a stainless steel refrigerator. A table with two chairs is paired with a small workspace. A cozy seating arrangement includes a light-colored sofa adorned with decorative pillows, while indoor plants add a touch of greenery.
Serviced apartment in Ermoupoli
4.97 out of 5 average rating, 29 reviews

Kois Guesthouse

Kois Guesthouse is housed in one of Syros' 31 cultural heritage buildings and is located in the center of Ermoupolis, close to cafe-bars, restaurants and less than 500 meters from the port. It offers free Wi-Fi in all areas. Popular attractions near the property include the Town Hall in Miaouli Square, the church of Agios Nikolaos, the Industrial Museum of Ermoupolis and the Astiria beach.

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, 152 reviews

Vaporia seaview suites - Mini suite

Neoclassical mansion of 1852. Inside the Historic Center of Ermoupolis. The Mini Suite, designed with love, in the brightest part of the building with the most modern amenities to offer an unforgettable stay. Through its four windows, the guest has the opportunity to enjoy the magnificent view of the sea and the oldest lighthouse in operation and size in the Mediterranean.

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 in Ermoupoli
4.96 out of 5 average rating, 162 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.

Popular amenities for Ai Michalis holiday rentals