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Smoking Allowed Holiday Rentals in Oia

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    26 Matching Rentals in OiaView all 197 rentals
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    Poseidon Mansion in Santorini1 / 35
    (11)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 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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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 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 22 July 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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    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wineryhouse where dreams live......1 / 48
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Outdoor Dining Area
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2018
    Peaceful and beautiful accommodation in Finikia, easy walking distance from the much busier town of Oia. Perfect location for visiting the whole island as local buses to Fira...
    Reviewed 18 July 2018
    We loved our stay at the Wineryhouse-terrific position,plenty of space,very well equipped ,relaxing courtyard,pool.terrace and hammocks under the vines!We were well looked after...
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    About this property
    An old Winery renovated and transformed into a very stylish villa with amazing oriental garden and a tiny swimming pool Situated in the peaceful and traditional village of 'Finikia' in Oia The Winery House (main domain), part of the 'Winery Villa' complex: This was the last winery which operated...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Wineryhouse and 2 guest houses1 / 128
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Terrace
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 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 8 August 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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    Oia, Santorini 84702
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ilivatos  Oia  .. The house of your private escape1 / 152
    (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 17 October 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 12 July 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Winery Villa1 / 46
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Outdoor Dining Area
    • Terrace
    • Grill
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 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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    Oia, Santorini 847 02
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    By the Mill, Caldera, Oia - private, spacious, sunset and volcano views1 / 31
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Terrace
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2018
    Villa By the Mill, Oia exceeded all expectations. First, Judith was amazing. She was prompt in returning VRBO messages, was available during our stay, and all of her...
    Reviewed 16 May 2018
    This villa in Oia was absolutely perfect. The location is amazing and the views are spectacular. The owner Judy was so accommodating and answered all of our questions along...
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    About this property
    100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces. At Oia's heart - incredible volcano,caldera & sunset views, easy access, and remarkable privacy - just breathtaking! The traditional cave home style of the villa is...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 Garden
    • Ocean Views
    • Wi-Fi
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 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 12 October 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lava Cave with outdoor Hot Tub and Panoramic View1 / 17
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2017
    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. Lava Cave used to be a sailor's domicile back in 1875. The...
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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Ninetta's house1 / 16
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2018
    Ninetta’s house was absolutely perfect for my 4 days in Santorini. It’s right off the main path making it very convenient to get to, but down enough steps (around 100) that it...
    Reviewed 30 May 2017
    The location of this house is just amazing and the view you have is just wonderful, i loved waking up every morning and looking out to the sea and sitting on the patio having my...
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    About this property
    This is the nest of eagles. A cave house, built on cliffs of the caldera, one of the last houses down from suspended village of Oia. Detached house with private terrace, isolated from tourists crowds above (100 STAIRS), at the absolute tranquility, may become the nest dream for the summer...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • Private Garden
    • 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
    Holiday Rental House - 2 Bedrooms, 2 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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    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Private Garden
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 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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    Oia, Santorini 847 02
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Oia Waves Cavehouses complex, caldera view, low winter rates1 / 31
    (43)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Ocean Views
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2018
    Ana and her daughter were the most wonderful of hosts. they made us feel so welcome and at home. The lace is perfect and the view, spectacular. You can enjoy shooting stars and...
    Reviewed 13 July 2018
    We so enjoyed our time here. The house is comfortable and quiet. The view and setting are absolutely stunning. Sea breezes, birds calling, music from the boats below are...
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    About this property
    Our house called Oia Waves, is an old traditional cave house of Oia, Santorini, built on the Caldera cliff with a spectacular view of the volcano and Thirassia island in the center of Oia village, just below the picturesque two blue domes. It consists of three units. All the units have the same...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sunny Winehouse1 / 76
    (8)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 27 August 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 1 October 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Alafouzou Cave Loft1 / 26
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Ocean Views
    • DVD Player
    • Housekeeping Included
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    We along with our teenage boys stayed here for almost a week in July 2017. From reservation to the end of our trip, Sofia was excellent and arranged everything for us - luggage...
    Reviewed 19 June 2017
    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...
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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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Sunny Winehouse1 / 38
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 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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    Oia, Santorini 847 02
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    The Diamond Rock Venue - Weddings1 / 42
    (36)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
    Our dream wedding! Words can't describe this wedding. The team made it so perfect and we loved it! The best!
    Reviewed 8 October 2018
    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...
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Hot Tub
    Suitability
    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. Oia Mansion, the exclusive Sea-Captain's luxury villa,...
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    Oia, Santorini 84700
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cave House Oia Caldera1 / 31
    (2)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
    Reviewed 3 September 2018
    If you are going to Oia... this is the place to stay. Truly magical view. It was such a pleasant experience working with Jackie. Outstanding service. From picking us up from the...
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    Oia, Santorini 84700
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Garden
    • 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Oia's nest1 / 20
    (2)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 5 August 2017
    Oia's Nest is perfect! We could not have picked a better place to stay in all of Oia. The home itself is simply lovely --- it is decorated superbly, it is very comfortable and...
    Reviewed 8 August 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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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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 18 January 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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