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Oia Holiday Rentals with Pools

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    Travellers to Oia are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    57 Matching Rentals in OiaView all 175 rentals
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    Hector Cave house1 / 19
    (8)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 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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    Swinging Sunset Villa - Private Pool & Private Spa1 / 53
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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 12 September 2018
    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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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    AQUA TERRA SUPERIOR HONEYMOON VILLA  hot plunge pool  and sea view1 / 77
    (24)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Housekeeping Included
    • Mountain Views
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2019
    This place deserves more than 5 stars, but that's as high as it goes.The location is very easily reachable from the bus station. For many places, it takes a long hike with lots...
    Reviewed 18 May 2019
    Amazing view and excellent service. We loved our cave house - very clean and comfortable. The owner helped us plan our holidays on the island. Highly recommended!!!!!!!
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    About this property
    The most traditional cave villa is located at the edge of cliffside, caldera, with amazing view in Santorini! Located at the heart of Oia village. Restaurants, market and shops are around in 1 min walk! A total 60 sq.meters house. Actually there are two apartments with 2 separate bedrooms, 2...
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    Oia, Santorini 847 02
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    • 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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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    BLUEDOME CAVEHOUSE OIA SANTORINI1 / 24
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2019
    We stayed as a family of 5, kids 17, 21 and 26. Plenty of space. View from the private patio is unbeatable, absolutely post card perfect. Literally next to the blue dome you...
    Reviewed 3 July 2018
    What an incredible place! Stunning views, beautiful villa, incredible service. We absolutely loved our stay.
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    About this property
    This is a traditional cave house situated on the cliffs of Oia, and more specifically in the neighborhood of St.Spyridon. This house is amongst the top privileged ones, having a stunning view over the caldera, a breathtaking scenery that most of us have enjoyed only through postcards or advertising...
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    Location Information
    Oia, Santorini 847 02
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is located in a quiet area of the Cliffside village of Oia which is at the tip of the island of Santorini. The villa is in the style of the traditional Oia village cave home built on two levels but with all the modern conveniences. It faces towards the sea, volcano and the famous...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Private Indoor Pool
    • Air Conditioning
    • Balcony
    • Terrace
    • Wi-Fi
    • Patio
    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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    Oia, Santorini 84700
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ammos Oia Mansion1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Location Information
    Oia, Santorini 847 02
    Holiday Rental House - 2 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
    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    By the Mill, Caldera, Oia - private, spacious, sunset and volcano views1 / 31
    (4)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 23 May 2019
    Stayed 5 nights at this beautiful villa with views to die for overlooking the caldera. The villa had 3 bedrooms with 3 bathrooms, more than adequate space for 3 of us. It was...
    Reviewed 29 March 2019
    Absolutely one of the most spectacular places we have ever stayed - and probably the best place to watch the famous Santorini sunset. Judy’s place is huge - and easily...
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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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    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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    Oia, Santorini 84702 GR
    Holiday Rental House - 4 Bedrooms, 2 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
    • Cable/satellite TV
    • 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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    Oia, Santorini 847 02
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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 17 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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    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
    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    270 Oia's View Cavehouse VII private swimming pool, sunset view1 / 30
    (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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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    270 Oia's View House III, private swimming pool, Sunset view1 / 26
    (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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    Oia, Santorini 80472
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • 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.Family Suite can accommodate up to 4 people...
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    Location Information
    Oia, Santorini 84700
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Oia Villa Clio1 / 54
    (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
    Oia, Santorini 847 02
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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
    Oia, Santorini 84702
    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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    • 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
    Oia, Santorini 847 02
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Oia, Santorini 84700
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Diamond Rock Venue - Weddings1 / 65
    (39)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 22 May 2019
    Having never been to Santorini before, we put all our trust in the Diamond Rock team and not only did they deliver the most magical wedding day, they also exceeded all...
    Reviewed 19 November 2018
    Words cannot express how thankful my husband and I are for this amazing team! The Diamond Rock has been there for us for two years and helped us plan our magical day, they made...
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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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    Location Information
    Oia, Santorini 84700
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Museo Grand Hotel - Standard Room1 / 33
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2018
    Beautiful old captain’s house recently converted into lovely small hotel.One of the best locations in Oia Friendly helpful staffHighly recommend staying here
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    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
    Oia, Santorini 84700
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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.Junior Room can accommodate up to 3 people...
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    Location Information
    Oia, Santorini 84700
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Artia Mansion1 / 14
    (3)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 22 May 2019
    We stayed there for only 3 nights and wished we book another week! The communication between us and the local agent was very easy, especially since they gave us a phone to use...
    Reviewed 7 April 2019
    This place turned out to be the perfect place to stay in Oia. The views from the patio and hot tub are sensational. Super close to all the main attractions in Oia and no need 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
    Oia, Santorini 84702
    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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    • 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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    Location Information
    Oia, Santorini 84702
    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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    • 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
    Oia, Santorini 84700
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, 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 12 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
    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Location Information
    Oia, Santorini 847 02
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 3
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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
    Oia, Santorini 847 02
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ftelari Villa1 / 18
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Grill
    • Private Outdoor Pool (Heated)
    • Balcony
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Truly the most exclusive private villa on Santorini for high end travelers. Once in a lifetime experience!Our favorites:- Sundowner cocktails at the pool- Hot tub at night...
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    About this property
    Celebrated as Santorini’s most renowned hideaway, the Ftelari Villa is a well-kept secret amongst those who seek the true luxury of peace and elegance in an environment of unprecedented natural beauty. Designed with love and respect to local tradition and constructed with contemporary materials,...
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    Oia, Santorini 84700
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Location Information
    Oia, Santorini 847 02
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Museo Grand Hotel - Grand Suite1 / 22
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2019
    My girlfriend and I spent 3 days at the Museo Grand while travelling through Greece. The staff are lovely, and very accommodating. While all the rooms are well appointed, they...
    Reviewed 6 January 2019
    The property is new and we were so amazed with the interior coz it is sooo beautiful. Very Clean, they changed towels daily & clean daily as well. Very accessible to...
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    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.Grand Suite can accommodate up to 3 people...
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    Location Information
    Oia, Santorini 84700
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • 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
    Oia, Santorini 84700
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • 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.Senior Suite can accommodate up to 2 people...
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    Location Information
    Oia, Santorini 84700
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Daphne is a unique property located on the highest point of Oia village in Perivolas area, in a very convenient position, since it is only 500 meters from Oia center and just outside the property there is a parking area, the bus stop, markets and restaurants. Daphne combines the traditional...
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    Location Information
    Oia, Santorini 84700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    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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    Location Information
    Oia, Santorini 847 02
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pina Caldera Residence1 / 32
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • Balcony
    • Patio
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    If you are reading this review and thinking of booking here - do it!We have had an amazing 3 days away. The accommodation is set in a traditional cave house, simple but clean...
    Reviewed 25 October 2018
    We loved staying at Pina Caldera! The pool & patio overlooking the Aegean Sea was spectacular. The house is spacious, clean and very comfortable. The location in Oia was...
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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 84700
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Diamond Luxry Suites are located at Oia, Thira. Our suites have a stunning view and an exterior - rooftop - Jacuzzi, with sunbeds and umbrellas! For your comfort we have a minbar, with local soft-drinks with extra charge. Stay with us and discover why our island is one of the world's top...
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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Diamond Luxry Suites are located at Oia, Thira. Our suites have a stunning view and an exterior - rooftop - Jacuzzi, with sunbeds and umbrellas! For your comfort we have a minbar, with local soft-drinks with extra charge. Stay with us and discover why our island is one of the world's top...
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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • 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 THE PROPERTY Enjoy your private stay in the luxury villa Glauke, in...
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    Location Information
    Oia, Santorini GR84700
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Fava Eco Residences - Aloni Suite1 / 16
    (3)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    Location Information
    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    Oia, Santorini 847 02
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Balcony
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016, 2017 & 2018 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Fresh water pool with jacuzzi Private sea view terrace 300 m to Katharos beach THE PROPERTY The Concept: Easy luxury living Anais is a luxury...
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    Location Information
    Oia, Santorini GR84700
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Oia, Santorini 84700
    Condo/Apartment - 1 Bathroom, Sleeps 3
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