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Holiday Rentals with Pools in Oia

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    R 7 553 Average
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    Travellers to Oia are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    56 Matching Rentals in OiaView all 184 rentals
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    Aqua & Terra superior private VILLA  hot plunge pool  and sea view1 / 72
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Wineryhouse where dreams live......1 / 48
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Luxury Villa at Oia with amazing view and  pool1 / 46
    (13)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2018
    This home is incredible...and big. It actually has 5 levels and the home is extremely functional. We had a family get together there in Santorini for 6 days and the home was...
    Reviewed 24 May 2016
    we spent a few days in this wonderful home with our friends . Everything was perfect from the begining. Petros organized the tranfers and a nice sailing tour, Jackie that was...
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    About this property
    “White House” Villa is a unique property located at the highest spot of Oia village in Perivolas area. Its amphitheatric position offers fantastic views over the cliff, the village, the beautiful sunset and the volcano, all at the same time. The location of the villa is very convenient as it is...
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    84700, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Hector Cave house1 / 19
    (7)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Terrace
    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We spent four nights in the Caldera Nest and never before have we had that view! It was a pleasure to wake up to that every single day and we had complete privacy. The place...
    Reviewed 3 July 2018
    we visited the place during october because the island is not so crowded but the weather is still warm and one can enjoy.the place was absolutely fantastic.perhaps in Oia there...
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    About this property
    House details The Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar (“the canava”). The traditional “canava” became a family owned summer house, which then opened its doors to share its unique character to travellers from around...
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    84700, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    OIA SUNSET VILLAS - villa PEARL -  Pools & Spa1 / 60
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Stunning villas, beautiful. Stayed Emerald Villa past few nights, just wonderful. Lots of Santorini style, beautiful pools , luxury. Excellent service, clean, friendly...
    Reviewed 29 September 2015
    We spent several wonderful days and nights at Oia Sunset Villas on Santorini, and we loved every second of our stay. The peaceful and tranquil location, the wonderful view of...
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    About this property
    Villa 'PEARL' 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 same...
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    84702, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    OIA SUNSET VILLAS - villa 'TURQUOISE' - Pools & Spa1 / 43
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2014
    Grate moments at a peacfull elegant house with grate suroundings.We wish to come back again soonxxx
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    About this property
    Villa 'TURQUOISE' 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
    84702, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    OIA SUNSET VILLAS - villa TOPAZ - Pools & Spa1 / 51
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2015
    My wife and I gave ourselves a trip to Santorini for our 40th birthdays. With a four year old in tow, we weren't able to stay in any of the cliff hotels so we found Oia Sunset...
    Reviewed 9 April 2015
    We came early in the season but found OIA to be a wonderful place to explore as well as the whole island of Santorini. The views from our Villa were spectacular - a field of...
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    About this property
    Villa 'TOPAZ' of 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 same...
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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hector Luxury Cave1 / 19
    (4)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Patio
    • Terrace
    • Private Indoor Pool
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    Using the adjective "luxury" is ambitious in describing this apartment.  While the view is breathtaking, breath is what needs to be taken after climbing the incredibly...
    Reviewed 6 May 2017
    I recommend this vacation rental to everybody! It's heaven on earth! Best view of the world! It was the best gift I be ever done to myself!!!
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    About this property
    A luxury Cave House located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury cave is one of my three cave listings in Santorini. The Hector Cave house and the Hector Caldera Nest room are the other two! The Hector Luxury Cave...
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    Location Information
    84700, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    BLUEDOME CAVEHOUSE OIA SANTORINI1 / 24
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    What an incredible place! Stunning views, beautiful villa, incredible service. We absolutely loved our stay.
    Reviewed 26 June 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
    847 02, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The most traditional cave house with amazing view in Santorini! Located at the cliffside of Oia village. Amazing caldera and volcano view. Very comfortable to host up to 5 guests. A total 55 sq.meters houses. It is located at the center of the village of Oia. The shops and the restaurants are...
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    Location Information
    847 02, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    270 Oia's View Cavehouse V1 / 11
    (1)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    I booked through airbnb. And it was just a little more difficult to get to the famous Oia - Fira walk than we thought. It also did take a bit of time to get into town (not just...
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    About this property
    270 Oia's View Cavehouse V is a villa with a private swimming pool and a beautiful view over the picturesque village of Oia, the islands of Folegandros, Sikinos, Antiparos, Ios, Naxos, Amorgos and the unique Sunset of Santorini. E. Vasilakis, architect and owner, designed and constructed the Villa...
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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    OIA SUNSET VILLAS - villa 'EMERALD' - Pools & Spa1 / 47
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 December 2014
    We stay for five days at villa EMERALD. Everything was perfect. The location, was so quiet, away from the crowds, but so close to the village. The sunset view was excellent...
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    About this property
    Villa 'EMERALD' 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
    84702, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 24 October 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 29 September 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
    84702 GR, Oia, Santorini
    Holiday Rental House - 4 Bedrooms, 2 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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    Amenities & Details
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Terrace
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Fava Eco Residences - Aloni Suite1 / 16
    (3)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2018
    Always a pleasure to come to “Fava Eco Residences”. The staying in Aloni Suite was very pleasant and enjoyable for us. We liked the location very much!! It is in a quiet area...
    Reviewed 5 September 2017
    We loved our stay in the Aloni Suite. Located in a quiet village just outside Oia, hence an easy walk into the most magnificent spot on the island for those majestic sunsets...
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    About this property
    Aloni Suite is a well kept little jewel, ideal for a romantic and private getaway for a couple. It’s small size of 22 m2 contradicts with the immaculate blissful beauty of minimal Cycladic traditional design combined with a totally private 28 m2 garden with a Jacuzzi pool for two persons and a...
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    84702, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Fava Eco Residences - Villa Altana1 / 42
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    From arranging transportation to and from the villa, to our first contact with reception everyone at Villa Altana that assisted us were awesome. Beautiful views and quiet...
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    About this property
    Villa Altana is among the newest additions on the Fava Eco collection of houses. The private property comprises of a main living and sitting area accompanied with 3 separate bedrooms with double queen beds. It has one large and one small kitchen as well as two separate bathrooms. In total 8 people...
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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Oia Villa Clio1 / 27
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A large and spacious villa that sits perched on the cliffs of Perivolas district, steps from the main entrance to Oia town. The large living space with open plan kitchen and bar connects with the living room and dinning room. The Dinning room over looks the caldera, Leading out from the living...
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    Location Information
    847 02, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    270 Oia's View House III, private swimming pool, Sunset view1 / 78
    (8)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2016
    Private pool and villa was amazing. Great hybrid between a private home and luxury hotel with the best elements taken from both. Modern, well appointed, and extremely well...
    Reviewed 12 October 2015
    We were staying two nights and we ended up paying for a third one since the views, calm and the villa were so comfortable and decided to stay one day more. Perfect place to...
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    About this property
    House III features a private swimming pool, with an amazing and unobstructed panoramic view of 270o towards the village of Oia, the islands of Folegandros, Sikinos, Antiparos, Ios, Naxos, Amorgos and the unique Sunset of Santorini. - Manos, architect and owner, designed and constructed the project...
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    Location Information
    80472, Oia, Santorini
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Wineryhouse and 2 guest houses1 / 64
    (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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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Terrace
    • Internet Access
    • Air Conditioning
    • Balcony
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Glafki Ambassador Villa is a gorgeous villa offering an unlimited view of...
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    Location Information
    84700, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Artia Mansion1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2018
    Artia Mansion was one of the most beautiful accommodation we've ever stayed at! Views were to die for. Location wise, it's off the main street of Oia yet highly accessible to...
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    About this property
    The property is located at the most exquisite location of the island of Santorini, the village of Oia placed right in front of the quite exclusive caldera setting. The property's beautiful terrace offers an uninterrupted idyllic view of all the caldera bay, volcanic islets and the aegean sea as...
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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The rooms are equipped with air conditioning, TV, kitchenette and refrigerator. Situated on a beachfront location in Oia, Vrachia Studios offers traditionally decorated rooms with spacious balconies and sea views. It features a sun terrace and free Wi-Fi throughout. It constitutes of two...
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    Location Information
    84700, Oia, Santorini
    Condo/Apartment - 1 Bathroom, Sleeps 3
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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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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Winery Villa1 / 46
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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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    Location Information
    847 02, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ammos Oia Mansion1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2018
    The best.i dont ever big things up but this one of the best places ive stay in.trust me i dont stay in crap.omg loved it thank u zeff ang u harisxx
    Reviewed 21 August 2017
    To visit Santorini was on my bucket list and to have chosen this villa exceeded our expectations, its a WOW! The villa is newly renovated in a fresh and contemporary way and fun...
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    About this property
    The property is located at the most exquisite location of the island of Santorini, the village of Oia placed right in front of the quite exclusive caldera setting. The property's beautiful terrace offers an uninterrupted idyllic view of all the caldera bay, volcanic islets and the aegean sea as...
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    847 02, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    270 Oia's View Cavehouse VII private swimming pool, sunset view1 / 60
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Grill
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    With so many beautiful places to stay in Santorini I finally decided on Cavehouse VII for my wife’s 30th. The service provided by email ahead of the stay was absolutely...
    Reviewed 4 May 2016
    So beautiful! Perfect to accommodate 4 people, we're 2 adults and 2 young kids: 2&4. Very stylish design, both inside and outside, the reality is beyond the pictures. We loved...
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    About this property
    270 Oia's View Cavehouse VII, features a private swimming pool half-carved in the mountain, and a beautiful view over the picturesque village of Oia, the islands of Folegandros, Sikinos, Antiparos, Ios, Naxos, Amorgos and the unique Sunset of Santorini. Manos, architect and owner, designed and...
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    84702, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    270 Oia's View House I, private swimming pool, sunset view1 / 28
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    • Waterfront
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2016
    I visited Santorini 40 years ago and fell in love. Came back - BIG mistake, it's now a tourist zoo full of cars, ATVs, cruise ships and tourist junk. I was shocked. Wanted to...
    Reviewed 13 October 2015
    My husband and I stayed here for our honeymoon. Manos really WAS a pleasure to book with. He was so polite, helpful and tolerant during all of our communications prior to our...
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    About this property
    House I features a private swimming pool and an amazing and unobstructed panoramic view towards the village of Oia, the islands of Folegandros, Sikinos, Antiparos, Ios, Naxos, Amorgos and the unique Sunset of Santorini. The owner of the property, Manos, a talented architect, designed and...
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    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    270 Oia's View Cavehouse VI features a private swimming pool, a beautifully landscapted garden and a view over the picturesque village of Oia, the islands of Folegandros, Sikinos, Antiparos, Ios, Naxos, Amorgos and the unique Sunset of Santorini. E. Vasilakis, architect and owner, designed and...
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    84702, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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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    GR84700, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    House II features a private swimming pool, with an amazing and unobstructed panoramic view of 270o towards the village of Oia, the islands of Folegandros, Sikinos, Antiparos, Ios, Naxos, Amorgos and the unique Sunset of Santorini. - Manos, architect and owner, designed and constructed the project...
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    84702, Oia, Santorini
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    The Diamond Rock Venue - Weddings1 / 42
    (34)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 6 August 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...
    Reviewed 1 July 2018
    We reached out to The Diamond Rock wedding planners about a year and a half before our planned wedding date. Seems like there are a million wedding planners in Santorini, but...
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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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    84700, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    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 swimming pool | Modern & Minimal design | Private terrace with amazing view WHAT WE OFFER BlueVillas’ Award winning Concierge Service |Daily...
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    GR84700, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a newly renovated cavehouse (2017) that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia 'Monastiraki' next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while...
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    847 02, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The rooms are equipped with air conditioning, TV, kitchenette and refrigerator. Our hotel enjoys a privileged location by the sea. It is 4 km from the center of Oia, while just 600 meters from here you will find many taverns which serve local specialties. Very close to our hotel - at 200 meters...
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    Location Information
    84700, Oia, Santorini
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, 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 14 June 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 24 July 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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    847 02, Oia, Santorini
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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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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    847 02, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • 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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    847 02, Oia, Santorini
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    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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    84700, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Passion Blue Villas is one of the few captain’s houses which have survived through time in Oia of the 19th century. The captain's houses are architectural achievements and decorations of a different era. High-ceilinged, built exclusively with island materials (red and black stone) with great...
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    847 02, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Museo Grand Hotel is located in the heart of Oia and it offers a breathtaking view of caldera. Every room is air-conditioned and features a flat-screen TV. A terrace or balcony are featured in certain rooms.Rooms are equipped with a private bathroom.Junior Room can accommodate up to 3 people...
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    Location Information
    84700, Oia, Santorini
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Museo Grand Hotel is located in the heart of Oia and it offers a breathtaking view of caldera. Every room is air-conditioned and features a flat-screen TV. A terrace or balcony are featured in certain rooms.Rooms are equipped with a private bathroom.Standard Room can accommodate up to 2 people...
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    Location Information
    84700, Oia, Santorini
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Museo Grand Hotel is located in the heart of Oia and it offers a breathtaking view of caldera. Every room is air-conditioned and features a flat-screen TV. A terrace or balcony are featured in certain rooms.Rooms are equipped with a private bathroom.Senior Suite can accommodate up to 2 people...
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    Location Information
    84700, Oia, Santorini
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amaya Windmill Villa is suitable for 2 people.The modern design with simple lines, and pale toned walls, blends perfectly with its 180 year traditional design. Amaya Windmill Villa is the only windmill in Santorini that can be accessed without steps to its cliffside location overlooking the...
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    Location Information
    84700, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa features three bedrooms with King Size beds that can be split in twin beds at your convenience. Each bedroom has an en-suite bathroom with rain showers and one of them comes with a bathtub. Vast living areas comprise a spacious, separate living room with stylish, comfortable furnishings,...
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    Location Information
    847 02, Oia, Santorini
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    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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    84700, Oia, Santorini
    Holiday Rental House - 2 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
    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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    847 02, Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Apanema' Greek for hidden from the wind Apanema Villa is located in the very requested and quiet Perivola district, a five-minute walk from the centre of Oia village, an area that is close to the main attractions yet peaceful and relaxed. The Villa is also located very close to the main road &...
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    Location Information
    847 02, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    84702, Oia, Santorini
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Museo Grand Hotel is located in the heart of Oia and it offers a breathtaking view of caldera. Every room is air-conditioned and features a flat-screen TV. A terrace or balcony are featured in certain rooms.Rooms are equipped with a private bathroom.Superior Suite can accommodate up to 2 people...
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    Location Information
    84700, Oia, Santorini
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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