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Oia Villas near Wineries

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    $399 Average
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    Travelers to Oia are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    15 Matching Rentals in OiaView all 184 rentals
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    Villa Amalia sleeps 9 by Thireon1 / 25
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Opuntia Traditional Cave at Blue Dome  by Thireon1 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The house of the seven ships1 / 26
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    CanavaView at Sunset with Jacuzzi by Thireon1 / 19
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Balcony
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Terrace
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2016
    Perfect location for the sunset. Quietest most peaceful part of Oia for all other time apart from sunset time, but nobody can spoil the view from the jacuzzi/ upper balcony...
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    About this property
    Santorini dreams come to life in this fully renovated traditional cave house located in the heart of world-famous Oia. Perched high atop the caldera cliffs, the infinite views of the volcano and the glittering Aegean sea and sky, framed by windmills and byzantine church domes, will leave you...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Skala Traditional Cave +outdoor Jacuzzi by Thireon1 / 29
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Terrace
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    This cave house is very nice, but it is strange because when nobody rents this house, somebody is acctualy living here and you can notice that. only one bedroom has airco and...
    Reviewed October 18, 2016
    While people go to Oia for the sunsets, boating, views, shopping and more...at the end of the day, when one stays (at least to us) is VERY important. In short, this was an...
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    About this property
    This meticulously renovated cave house in the heart of world famous Oia has all one can wish for: Stunning, expansive views inside and out; bright, airy rooms and modern amenities seamlessly blended with the carefully preserved details of an authentic Santorini cave house. The feeling here is open...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa1 / 51
    (7)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 24, 2014
    If you are looking for a quiet villa, where everynight you can watch the famous Oia sunset from the jacuzzi then this is your perfect place.It is a 10 minute walk to the...
    Reviewed September 29, 2014
    Nice villa in a quiet location. 10 minute walk to the village. Close to a very pretty port. Very hilly. The use of a rental car is useful. Oia is full of tourists, but the...
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    About this property
    Villa 'DIAMOND' at OIA SUNSET VILLAS is one of six boutique villas, elegantly decorated. The villa is located in the north of Santorini Island in the traditional settlement of Oia (Ia) village. It is just 400 m. from the village, but so far enough away from “civilization” to be peaceful and the...
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    Location Information
    Oia, Santorini 84702 GR
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wineryhouse and 2 guest houses1 / 64
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Close to nice taverns, mini markets... even a winery!!! Eleni, the owner, was very friendly and helped us organize our stay in the best way, by guiding us to less touristic choices for the tours we bought and reve...
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    Amenities & Details
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Terrace
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2017
    A group of 10 persons including 4 children decided a reunion in Santorini. As I am familiar with the island chose to rent a house in Finikia, so we could be away from the...
    Reviewed August 8, 2016
    This is property is well off the beaten track, and so is a bit if a hike down narrow pathways from the main road with heavy suitcases, however it is well worth it when you get...
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    About this property
    The main house and each one of the 2 independent guesthouses can be rented all together (for families or groups of friends), but also as individual units. This Old winery building complex, is restored to a luxury villa, consisting on 3 houses. It is located on the north-west side of Santorini, at...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3Arches Traditional House by Thireon1 / 33
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Terrace
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2017
    Very well located house, ideal for a family vacation! Located in a quiet corner, but in less than 5 minutes walk you are in the heart of Oia. In around 10 minutes you can walk...
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    About this property
    3Arches Traditional House is an oasis of Santorini dreams: Supremely private, delightfully luxurious and comfortably casual. Here is the place where endless views of the glistening blue Aegean and infinite azure skies capture the imagination and awaken the soul. Live the Cycladic island dream in...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    GREEK PARADISE, outdoor Hot Tub, Caldera panorama!1 / 43
    (47)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Waterfront
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Maria has been more than kind and kept in touch with us on a daily basis to ensure that everything was fine with the apartment and we had everything we needed.We cannot find...
    Reviewed August 22, 2017
    We, family with two boys stayed at this “Greek Paradise”, it is really a paradise and no more words to express further. It was immaculate and well maintained cave house which...
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    About this property
    This beautiful Cave House is a real 'Love Nest', unique & idyllic. Every single hour of the day & night is magnificent from the romantic veranda of the little villa! The panoramic views from the patio are breathtaking! Enjoy lying on the mattress on the bench in the evening viewing the lights of...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    House of the singing birds1 / 37
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Shared Yard
    • Ocean Views
    • Wi-Fi
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2016
    We have just returned from a week at the house iof the singing birds., lovely accommodation and would definitely recommend it.Georgina is very knowledgeable on the area and gave...
    Reviewed October 12, 2015
    We had such an enjoyable stay at the 'singing birds' . The location was a haven of tranquility and Finikia, a delightful traditional settlement, was lovely to retreat to after...
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    About this property
    The House of the Birds (Guest house on the oriental garden)part of the "Winery Villa" complex: This small house is and Independent Studio of 30 sq. m. in three levels. It is including bedroom with “antique” style double bed, sizable bathroom, kitchenette with separate entrance, and private terrace...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sunny Winehouse1 / 38
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
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    Amenities & Details
    • Terrace
    • Ocean Views
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2015
    We have spend a week of amazing holiday in the Sunset house. I thought I have dreamed of this fantastic place... It is the best place to stay if you want to visit Oia and keep...
    Reviewed October 1, 2014
    Nice house with a big terrace. Off the beaten track but only a few minutes from the bus-stop. Beautiful view to the aegean sea and the sunset ;-)Very cooperative landlady
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    About this property
    The Sunny Winehouse, (Studio apartment on the terrace): This is a small house built in the traditional Santorinial way, on the top of an old winery (“Winery house”). Although connected to the winery's court via step stone stairs, this house has an independent entrance from the pedestrian road. In...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winery Villa1 / 46
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Yard
    • Outdoor Dining Area
    • Terrace
    • Grill
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 12, 2015
    It was our first time in Santorini, for us and our friends as well. Island was busy and noisy, crowded with tourists. We got scared about our holiday, as we intended to relax...
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    About this property
    Traditional restored winery consisting of two separate houses with private oriental garden and tiny swimming pool in Finikia (Oia - Santorini). Offers privacy,relax, ocean and sunset view from the terraces Old wine factory complex (Canavas), probably since the middle ages, took its final form in...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Yard
    • Balcony
    • Terrace
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The House of the Birds (Guest house on the oriental garden) part of the 'Winery Villa' complex: This small house is and Independent Studio of 30 sq. m. in three levels. It is including bedroom with “antique” style double bed, sizable bathroom, kitchenette with separate entrance, and private...
    View all property information
    Location Information
    Oia, Santorini 847 02
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Payment Protection
    Amenities & Details
    • Terrace
    • Private Yard
    • Wi-Fi
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Red Winehouse is one individual house: This was one of the last wineries which operated in Finikia village. The winery belonged to a rich family, and it is one exceptional building including a huge canava (domed wine factory) and residential chambers. This impressive construction was built by...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    other traveler has booked this property
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    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    • Terrace
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The main house and each one of the 2 independent guesthouses can be rented all together (for families or groups of friends), but also as individual units. This Old winery building complex, is restored to a luxury villa, consisting on 3 houses. It is located on the north-west side of Santorini, at...
    View all property information
    Location Information
    Oia, Santorini 847 02
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Inquiry
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    • Exchange rate: 1 Euros = 1.15 U.S. Dollars
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