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Syros Luxury Holiday Rentals

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    Travellers to Syros are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    21 Matching Rentals in SyrosView all 145 rentals
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa BluEros is an astonishing luxurious property located in Syros, a beautiful island of the Cyclades rich of nice beaches with crystal blue waters, history and excellent food. This stunning villa, with direct access to the sea and near the airport, has 8 bedrooms and it can accommodate up to 16...
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    Abela, Syros 84100
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Once an impressive stone house, built in the 19th century by the artisans of Syros, now hosts the 5 lovely hotel rooms of 1901 Hermoupolis Maison. 1901 Hermoupolis Maison can accommodate a total of 11 adults, which gives the hotel a sense of privacy and allows deep interpersonal contact. The Open...
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    Hermoupolis, Syros 841 00
    Private Room - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Villa Maria-Syros1 / 31
    (8)Excellent
    9 Bedrooms, 8 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Terrace
    • Washer
    • Air Conditioning
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    What a lovely stay we had at Villa Maria. Kostas was very responsive in the lead up to our stay and he generously met us at the port to help us locate the property. He then sat...
    Reviewed 25 March 2019
    My husband and I spent our last three nights in the Cyclades in Syros at Villa Maria. Responsive and informative hosts greeted us at the ferry and helped us map out how we...
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    About this property
    Villa Maria is a listed 19th century neo-classical mansion. Built by a local factory owner in 1873 at the height of Ermoupolis’ prosperity, it is a fine example of the architecture of the period. In restoring it we have preserved all the original features —wooden floors and ceilings, marble...
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    Hermoupolis, Syros 841 00
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 22
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    8 Bedrooms, 10 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Balcony
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just 9 km southern to Hermoupolis, the capital of Syros, this unique residence sits in an oasis of privacy, on a serene grassland, leading right to the secluded cove of the sandy Fabrika beach at the southeast corner of the island. This luxurious villa has 100ft of beachfront , its...
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    Syros, Cyclades 84100
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This townhouse is ideally located in Poseidonia providing a fantastic view of Foinikas combined with the serenity of its trees. The mainhouse has two master bedrooms a living-room and a fully equipped kitchen. The guesthouse consists of 2 bedrooms a smaller kitchen and a bathroom. The secondary...
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    Poseidonia, Syros 84100
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Evangelini is an aristocratic 19th Century neo-classical villa which nestles among 3 acres of private gardens, orchards and olive groves in the exclusive area of Poseidonia on the unspoiled island of Syros. Broadly featured in the international media, this coral pink house with pale grey...
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    Poseidonia, Syros 84100
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa covers 200m2 and is split in three levels: The ground floor consists of the open-plan living room with a fireplace, sitting area. Large window doors open onto a lounge terrace with access to the shared pool* area and the villa’s private Jacuzzi. On the same level there is a...
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    Finikas, Syros 84100
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BluEros is a 600 sqm private luxury villa, spread in multiple levels, offering 8 upscale bedrooms and 8 stylish bathrooms. Enjoy sensational views, while swimming in a zero edge 100 sqm infinity pool. The Villa's breathtaking open-plan verandas ensure that you get a birds' eye view of southern...
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    Megas Gialos, Syros 84100
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Hermoupolis, Syros 84100
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Poseidonia, is the prime area of summer houses on Syros island in the Cyclades, Greece. Many of the village’s mansions were built in the 20th century creating a scenic place with numerous sandy beaches, restaurants and many options for walks/hikes. Foinikas bay, is a protected bay ideal for all...
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    Poseidonia, Syros 84100
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Ocean Views
    • Balcony
    • Terrace
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Family Four bedroom villa with shared Pool & Sea View covering 200m2 and split in three levels: The ground floor consists of the open-plan living room with a fireplace, sitting area. Large window doors open onto a lounge terrace with access to the shared pool area. On the same level there is a...
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    Finikas, Syros 84100
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    8 Bedrooms, 10 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just 9 km southern to Hermoupolis, the capital of Syros, this unique residence sits in an oasis of privacy, on a serene grassland, leading right to the secluded cove of the sandy Fabrika beach at the southeast corner of the island. This luxurious villa has 100ft of beachfront, its...
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    Location Information
    Vari, Syros 84100
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 14
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This neo-classical residence is located in ‘Poseidonia’, an area known for its beauty in Syros. ‘Poseidonia’ is known for its stone build towers, classical manors and for its magnificent gardens. It’s located only 5 minute walking distance from the Bay of ‘Poseidonia’ where you can immerse...
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    Poseidonia, Syros 84100
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    6 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Overview Tasteful and refined, this property is a unique six bedroom Premier Villa located just ten minutes away from the town of Syros on the island of Syros. Syros is an ideal base for food and culture lovers situated in a haven of stunning views, unparalleled comfort and...
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    Finikas, Syros 841 00
    Holiday Rental House - 6 Bedrooms, 1 Bathroom, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Thalassographia is a renovated mansion, built in 1908, in a unique location between the Aegean Sea and the iconic cathedral of Agios Nikolaos. Close to the historical Ermoupolis Mayor House of Ziller and the Apollon Theater, in the neighborhood called Vaporia, (meaning steamboats) your...
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    Hermoupolis, Syros 841 00
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Kini, Syros 841 00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Vaporetto Villa1 / 36
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Absolutely fabulous location in the center of everything, and somehow quietly nestled amongst beautiful historic properties overlooking the beautiful Aegean. Perfectly equipped...
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    About this property
    The mansion was built in 1864. Once the dwelling of an eminent family, it has been classified as a historical listed building that is representative of the neoclassical style, which flourished in 19th century Ermoupolis. The mansion was restored from ground-up in 2016. Vaporetto was named after the...
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    Location Information
    Hermoupolis, Syros 841 00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Secure Parking
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in on the top of Hermupolis. Breathtaking view, luxury villas suitable for families or group of friends. The unit is 40km from Mykonos and from Paros. Free private parking in the unit and driver available. A luxury full equipped kitchen. Towels and bed linen are provided at Cavo Augusta. Free...
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    Hermoupolis, Syros 84100
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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