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Oia Smoking Friendly Vacation Rentals

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    Travelers to Oia are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    30 Matching Rentals in OiaView all 223 rentals
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    Ninetta's house1 / 16
    (10)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Wineryhouse and 2 guest houses1 / 64
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Wineryhouse where dreams live......1 / 48
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lava Cave with outdoor Hot Tub and Panoramic View1 / 17
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    It's only short walk from the most famous dome in Oia , lava cave house is not very big but it's nicely designed . It's very user friendly and comfortable . The jacauzzi was...
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    About this property
    Live the myth by staying in a cave that used to be a sailor’s domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls. The suite is luminous, with a cozy bedroom and an adjoining...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Poseidon Mansion in Santorini1 / 22
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Satellite TV
    • Housekeeping Included
    • Patio
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We thoroughly enjoyed our time at the Poseidon mansion! The house itself was great, with 4 bedrooms and 2 bathrooms. There were only two of us, but plenty of space if you need...
    Reviewed April 5, 2017
    Our family stayed at the Poseiden this past Summer in Late Lune of 2016. We had a fantastic time there. The house accommodated parents, grandkids and grandparents with much...
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    About this property
    Poseidon Mansion occupies a privileged location in Santorini. It is a cultural heritage building known from the old years as Captain's house and dates back to 1890.Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous...
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    Oia, Santorini 847 02
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Alafouzou Cave Loft by Blu Bianco Vacation Rentals1 / 26
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Ocean Views
    • DVD Player
    • Housekeeping Included
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This wonderful home was exactly what we wanted for our week stay in Oia. The host was great about picking us up at the airport, porters to handle the bags, stocking the...
    Reviewed March 1, 2017
    A luxurious traditional villa with amazing view at a magnificent unique landscape,excellent commodities , placed in the center of Oia small village,walking distance to famous...
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    About this property
    We invite you to spend your holidays in our luxurious villa, on an out of this world scene, in Santorini island.The villa is located in the center of the old part of Oia right next to the spot which is well known worldwide for the sunset. It is an area where you can enjoy your dinner at the...
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    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2016
    We loved staying here, it was nice to be a little ways outside of Oia (10 minute walk) where it was nice and quite. It has a great view of the ocean and even walking through...
    Reviewed July 22, 2016
    We thoroughly loved our time ag the House of Seven Ships. The views, location and the cave house itself we're all spectacular. Georgia was our host and she went to great lengths...
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    About this property
    This is a 60 sq m house, with panoramic views over the Aegean Sea and the vineyards of Finikia from the terrace-balcony of 30 sq. m House is composed by the main domed chamber (living-dining room), one domed bedroom, sizeable bathroom and a fully equipped kitchen. The “house of the seven ships”...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sunny Winehouse1 / 38
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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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    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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    Als Mansion for a memorable stay in Oia Santorini!1 / 36
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Balcony
    • Private Yard
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2016
    what i loved best, the great hospitality, the amazing sheets and the luxury decoration. I adored the little terrace from where i could see the breathtaking sunset and the two...
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    About this property
    Als Mansion (inspired by the word Als meaning “sea” in ancient Greek) is an extravagant captain’s house built with the traditional Oian architecture that gives out an authentic 18th century sense of Santorini! This is a totally private villa that can accommodate up to 7 people. The courtyard and...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    The Sunny Winehouse1 / 38
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2015
    We spent an entire week in the Sunset house and had the time of our lives. The place was very clean, cozy, quiet and with a romantic view of the sunset. It's also a 10 minute...
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    About this property
    The "Sunny Winehouse" (Studio apartment on the terrace): This is a small studio, (38 sq.m), built in the traditional Santorinian way, on the top of an old winery (“Winery house”). Although connected to the winery's court via step stone stairs, this studio is completely independent and has his own...
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    Location Information
    Oia, Santorini 847 02
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    House of the singing birds1 / 37
    (7)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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Hot Tub
    • Terrace
    • Balcony
    • Ocean Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gazing the deep blue, Kalidoscope is a complex of three traditional, fully renovated cave houses ideal for all visitors’ who wish to experience a traditional, modern home accommodation in Santorini. The traditional style houses offer a unique view, a comfortable and warm environment and a...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Oia's nest1 / 20
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Terrace
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2015
    We stayed in the nest house for a week in June. We couldn't have asked for a more wonderful experience. The setting was beautiful, the house was peaceful and hidden away from...
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    About this property
    Oia ,is the most famous village of Santorini. Practically a vertical village on the edge of caldera with amazing view. Except the main street linking with the capital village of Fira, are no streets but only narrow paths between the labyrinth of white houses most of them curved inside volcano's...
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    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cave House Oia Caldera1 / 31
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Oia, Santorini 84700
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Pina Caldera Residence with Pool1 / 20
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Hot Tub
    • Terrace
    • Washer
    • Housekeeping Included
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 23, 2017
    Impecable to the last little detail. We loved the layout, spacious, practical, simple and beautiful. Breathtaking views, very quiet place but only steps away form shops, good...
    Reviewed May 9, 2017
    unbeatable place with astonishing views everywhere , friendly managementI may visit the place again hospitable people and friendly
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    About this property
    With its breath-taking views over the Oia cliffs, the Pina Caldera Residence is a stunning hideaway for any visitor to the beautiful island of Santorini. The pine tree in the property’s garden is a rare sight on the island and signals exclusivity with characterful charm. This holiday villa is a...
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    Location Information
    Oia, Santorini 84702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ilivatos  Oia  .. The house of your private escape1 / 75
    (24)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Porch
    • Washer
    • Balcony
    • Mountain Views
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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...
    Reviewed May 25, 2017
    Our party of 8 - 4 adults, 4 children aged 8 - 15 - stayed at Iliavatos House for 6 days in July 2016. While the house can be split into three units and accommodate 12, we...
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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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    Location Information
    Oia, Santorini 87202
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ODE is the name of Lyric Poetry, by the ancient Greeks. This poetry was giving praise and was glorifying great events at those days, like Pindar, the ancient poet, did. He wrote the Ode to the Winners of the Olympic Games. Much later, the German poet Friedrich Schiller wrote the Ode to Joy (an die...
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    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    Suitability
    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Hot Tub
    • Air Conditioning
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    Pet friendly
    Kid friendly
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kalidoscope villas is a complex of three new villas overlooking the unique caldera with the famous volcano of Santorini. Nesstled at the beautiful village of Oia, Kalidoscope complex open its doors to guests for the first time in 2016. Nestled on the cliffs of the worldwide famous village of Oia,...
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    Location Information
    Oia, Santorini 84700
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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...
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    Location Information
    Oia, Santorini 847 02
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Oia, Santorini 84702
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Oia, Santorini 847 02
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Balcony
    • Housekeeping Included
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A secret place, hidden from the tourist crowds, just 1.5 km from the famous village of Oia, and the cliff of the caldera. Foinikia (Finikia) is inhabited mainly by the villagers, and still lives in the old days before the tourist rush.<BR>Ideal for a romantic getaway in Santorini, especially for a...
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    Location Information
    Oia, Santorini 84702
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Housekeeping Included
    • Balcony
    • Terrace
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Oia, Santorini 84702
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    • Internet Access
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Oia, Santorini 84702
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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