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Oia Luxury Rentals

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    Travelers to Oia are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    29 Matching Rentals in OiaView all 193 rentals
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Amaya Serenity Villa with Private Pool accommodates up to 7 guests. This Villa has an interior space of approximately 100 square meters and a spacious outdoor area of 300 square meters. The one level consists of 2 bedrooms and 2 bathrooms with shower and a cozy sitting area. It also includes...
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    Oia, Santorini 84700
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Blessed by the Gods, Santorini is a divine place that exceeds its worldwide reputation. Light, water, volcanic rock, 'infinite blue'... Nature is magnificent, yet within human measure. Its magic is immense, it's eternal beauty, engaging. Oia Mansion, the exclusive Sea-Captain's luxury villa,...
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    Oia, Santorini 84700
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private terrace with view | Indoor jacuzzi bathtub | Located in picturesque Oia village WHAT WE OFFER BlueVillas Award Winning Concierge Service| |...
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    Oia, Santorini GR84700
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    BlueVillas | The Captain's Cave | Private terrace with amazing view1 / 18
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Wi-Fi
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 31, 2017
    Truly a well designed and managed cave villa in Oia, Santorini. The images on their website are a true depiction of the luxury. Our transfer bus was met and we were escorted...
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    About this property
    2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private terrace with amazing view | Cave-style soaking tub and shower | Great location in Oia village WHAT WE OFFER BlueVillas Award Winning Concierge...
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    Oia, Santorini GR84700
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    The Diamond Rock Venue - Weddings1 / 42
    (35)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Hot Tub
    • Housekeeping Included
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    What can I say about the fabulous diamond rock team... THEY ARE AMAZING. We got married on 28th May 2018 and They made our wedding day so special, so personal and so perfect...
    Reviewed August 6, 2018
    We did not see it until the day of our wedding and we were not disappointed at all. With us being from the United States and not seeing it for myself before hand, I was a little...
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    About this property
    Live your dream wedding at the Diamond Rock Venue, with panoramic views of the mysterious caldera, the stunning volcano and the magnificent blue of the Aegean Sea, feeling the vibrant energy and distinctive character of Santorini. Diamond Rock Venue can accommodate up to 100 guests for ceremony...
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    Oia, Santorini 84700
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Being at the premises of an award winning multi-suite property that reflects the traditional Aegean architecture and overlooking the island’s volcanic crater or caldera, the Lopoulos represents the most luxurious, dreamy escape in a Mediterranean setting beyond compare. Located on the cliff edge of...
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    Oia, Santorini 847 02
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Blessed by the Gods, Santorini is a divine place that exceeds its worldwide reputation. Light, water, volcanic rock, 'infinite blue'... Nature is magnificent, yet within human measure. Its magic is immense, it's eternal beauty, engaging. Villa Anthimos' terrace: Wow! A frameless window to the...
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    Oia, Santorini 847 02
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Being at the premises of an award winning multi-suite property that reflects the traditional Aegean architecture and overlooking the island’s volcanic crater or caldera, the Dimitriades represents the most luxurious, dreamy escape in a Mediterranean setting beyond compare. Located on the cliff edge...
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    Oia, Santorini 847 02
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The interior fine art design of this superb cave two bedroom Pool Villa includes the ultimate value of space, flirting with the lights and shadows of ancient Greece. The almost spiritual shapes of the walls, the white marbles and the golden details, offer you a luxurious environment in ancient...
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    Oia, Santorini 84700
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Unique Restored 1868 Wine Canava - Caldera View, Private Pool, Sunbathing Deck1 / 17
    (39)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 14, 2018
    The villa is in a perfect location, right on the Main Street of Oia. Roxanne is lovely and very helpful with dinner reservations and any questions you have. Rooms were...
    Reviewed July 24, 2017
    In July of 2017, my husband and I rented Grand Canava for a vacation with our three adult sons and two daughters in law. It far exceeded our expectations!! From the moment that...
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    About this property
    Traditional Santorinian residence dating from 1868, newly restored to become one of the most authentic and sought after residences available in Oia, Santorini. Licenced by the Greek National Tourism Organisation (GNTO) with an award that marks the luxury standard in rental accommodation....
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    Oia, Santorini 847 02
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ramni House is a rare treasure, with pool and private beach access, located just minutes from Oia. Ramni House has what houses on the caldera in Santorini don’t have: Private access to a quiet beach just steps from your door, a multitude of luxurious outdoor terraces to enjoy the amazing Aegean sea...
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    Oia, Santorini 84702
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Architect's house1 / 84
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2015
    The best view in the world. Excellent house and service. I'm happy because I have a chance to visit this house.
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    About this property
    Renowned as Santorini's most celebrated villa, the Architect's House is truly one-of-a-kind! Just minutes away from the vibrant town of Fira, yet worlds apart, this dazzling villa blends the ultimate architectural style and mesmerizing interior design with the eternal exquisite beauty of Santorini!...
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    Oia, Santorini 847 02
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Outdoor heated jacuzzi | Private sea view terrace | Located in picturesque Oia WHAT WE OFFER BlueVillas Award Winning Concierge Service | Discreet daily...
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    Oia, Santorini GR84700
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Housekeeping Included
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oia Mansion is a luxurious 4-bedroom Sea-Captain's villa in Oia Santorini with a total surface of approximate four hundred square meters. Situated on the highest point of the village it offers unobstructed bird's eye views of the Caldera, the spectacular Oia sunset and the surrounding Aegean...
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    Oia, Santorini 847 02
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ilivatos  Oia  .. The house of your private escape1 / 76
    (26)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Balcony
    • DVD Player
    • Grill
    • Ocean Views
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2017
    My husband and my family stayed at Ilivatos in late September. We chose these beautiful villas for its perfect setting for a wedding! After reading reviews, I knew that this was...
    Reviewed July 12, 2017
    Stunning. The pictures don't do it justice. Ilivatos is the perfect way to visit Oia. In fact, if you google image Oia, most images include shots of Ilivatos. Our group of 6...
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    About this property
    Ilivatos is a traditional Cycladic Santorinian house , situated in the heart of Oia ..Santorini's best Sunset point. Ilivatos is a 4 bedroom villa lying on 3 ground levels ... The panoramic views of the volcano, the neighboring volcanic islets and the legendary sunsets form an experience beyond...
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    Oia, Santorini 87202
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    • DVD Player
    • Terrace
    • Patio
    • Balcony
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    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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    Oia, Santorini 84702
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villathis property-Oia Located on the highest spot of Oia in Perivolas area, Villathis property offers fantastic views over the sea and volcano and can accommodate up to 8 people with an infinity Jacuzzi. Within walking distance from the village and local shops, the area is...
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    Oia, Santorini 847 02
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Swinging Sunset Villa - Private Pool & Private Spa1 / 53
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2018
    Sunset Villas is in a perfect location. It is an approximately 8 minute walk to Oia and about a 10 minute walk to the Amoudi Bay. I have never seen such a beautiful location...
    Reviewed November 2, 2016
    My husband and I with our 3 teenage daughters stayed 6 days at the swinging sunset villa. The villa is awesome, spotless clean and cosy. The outside area with pool( during our...
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    About this property
    Swinging Sunset 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 same time quiet. Ammoudi bay is just in walking distance, as well as Katharos...
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    Oia, Santorini 84702
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    • Patio
    • Internet Access
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 2016
    The villa was just steps from the main area of Oia and yet was so quiet and private. We had the most wonderful views of the water and the caldera. The accommodation was...
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    About this property
    This house is the “it” property of Santorini, positioned in the quintessential location of Oia’s postcard views-at Oia’s famous blue dome! Nestled just beside the blue dome, floating at the top of the soaring cliffs, overlooking the endless blue sky and sparkling seas, Santorini dreams come to life...
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    Oia, Santorini 847 02
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Patio
    • Terrace
    • Central Heating
    • Balcony
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    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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    Oia, Santorini 84702
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    • 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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    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    BLUEDOME CAVEHOUSE OIA SANTORINI1 / 24
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2018
    What an incredible place! Stunning views, beautiful villa, incredible service. We absolutely loved our stay.
    Reviewed June 26, 2018
    We visited this villa without family of five in June. Not only is this the most amazing view we have ever seen it was spotless and comfortable. A nice couple owns the villa and...
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    About this property
    This is a traditional cave house situated on the cliffs of Oia, and more specifically in the neighborhood of St.Spyridon. This house is amongst the top privileged ones, having a stunning view over the caldera, a breathtaking scenery that most of us have enjoyed only through postcards or advertising...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Daphne is a unique property located on the highest point of Oia village in Perivolas area, in a very convenient position, since it is only 500 meters from Oia center and just outside the property there is a parking area, the bus stop, markets and restaurants. Daphne combines the traditional...
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    Location Information
    Oia, Santorini 84700
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Balcony
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE WHAT WE OFFER BlueVillas’ Award winning Concierge | Discreet daily cleaning | Pool & Jacuzzi freshening THE PROPERTY Looking for the ultimate luxury...
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    Location Information
    Oia, Santorini GR84700
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • DVD Player
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to White House Villa, a unique 3 bedroom property located at the highest spot of Oia village in Perivolos area in Santorini. Set in a wonderfully elevated position the villa offers fantastic views over the cliff, the village, the beautiful sunset and the volcano. The location of the villa...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    BlueVillas | Hyacinth | Infinity jacuzzi plunge pool1 / 24
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Balcony
    • Waterfront
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Infinity jacuzzi plunge pool | Located on the highest point of Oia | Furnished with antiques WHAT WE OFFER BlueVillas Award Winning Concierge Service |...
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    Location Information
    Oia, Santorini GR84700
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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