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Holiday Rentals with Pools in Oia

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    44 Matching Rentals in OiaView all 213 rentals
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    Travellers to Oia are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    12 Reviews
    3 Bedrooms, Sleeps 9Quick View
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    3 Reviews
    1 Bedroom, Sleeps 4Quick View
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    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    Reviewed 29 January 2014
    We stayed at these beautiful villas! This was such a relaxing and magical vacation and the complex of Oia Sunset Villas has the most breathtaking view of Santorini’s Sunset...
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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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    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Ocean Views
    • Housekeeping Included
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    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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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 November 2016
    My husband and I with our 3 teenage daughters stayed 6 days at the swinging sunset villa. The villa is awesome, spotless clean and cosy. The outside area with pool( during our...
    Excellent of 5 bubbles
    Reviewed 15 September 2016
    Stayed here for a long awaited family holiday and couldn't have asked for a nicer place to stay in. Markos the Operations Manager was a great help; even before the holiday had...
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    About this property
    Swinging Sunset Villa is located in the north of Santorini Island in the traditional settlement of Oia (Ia) village. It is just 400 m. from the village, but so far enough away from “civilization” to be peaceful and the same time quiet. Ammoudi bay is just in walking distance, as well as Katharos...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    14 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Ocean Views
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 July 2016
    I have not finished our holiday yet but wanted to write the review whilst I was still sitting in the Winery House so not to miss anything. When we arrived it was 34 degrees in...
    Very good of 5 bubbles
    Reviewed 9 June 2016
    We were a little unsure about booking the Winery House as the pool was rather small but needn't have worried as it was sufficient to have a quick dip in to cool down. The house...
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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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    3 Reviews
    2 Bedrooms, Sleeps 9Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 20 August 2016
    We stayed at the Sailing Blue Beach Villa for 5 nights in mid July. There are several things to like about this property. It is located about a 10 minute drive from the...
    Excellent of 5 bubbles
    Reviewed 19 September 2015
    Yet again what can I say..!! This was the second time my family and I stayed at one of Louanna's houses. First time was at Dream blue and this time was at Sailing blue. There...
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    About this property
    Beautiful beach villa only 4 min drive to famous Oia village in Santorini! Villa is located right in front of long black sandy beach of Kouloumbo in Oia district a short drive from Oia village centre. It has two separate apartments lower floor with master bedroom facing the sea, king size bed, en...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Reviews
    1 Bedroom, Sleeps 5Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Patio
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    Hector Cave was out of this world. Wonderful location, restaurants, shops, views all at your doorstep. Every need and more was provided for in the accommodation. Suitable for...
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    Just to start with the view is breathtaking. My stay was close to perfect from every aspect. All you can need are or can be provided. Ioannis the host is a great guy and always...
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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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    Oia, Santorini 84700
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    2 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    10 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Terrace
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 days ago
    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...
    Excellent of 5 bubbles
    Reviewed 8 August 2016
    This is property is well off the beaten track, and so is a bit if a hike down narrow pathways from the main road with heavy suitcases, however it is well worth it when you get...
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    About this property
    The main house and each one of the 2 independent guesthouses can be rented all together (for families or groups of friends), but also as individual units. This Old winery building complex, is restored to a luxury villa, consisting on 3 houses. It is located on the north-west side of Santorini, at...
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    Oia, Santorini 84702
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Review
    Studio, Sleeps 2Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    I can't say enough about our stay . The apartment was beautiful, the scenery incredible and our host angelic . Louanna went above and beyond in making our stay at My Blue the...
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    About this property
    In front of the long black sandy beach of Kouloumbo, only 4 minutes’ drive from famous Oia village, with shared heated swimming pool this beach studio is a perfect hideaway, for a romantic holiday away from the crowds, yet close enough to enjoy Oia’s restaurants, shops, cafes and sightseeing....
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    Oia, Santorini 84702
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 April 2014
    Grate moments at a peacfull elegant house with grate suroundings. We wish to come back again soon xxx
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    About this property
    Villa "TURQUOISE" at OIA SUNSET VILLAS is one of six Boutique Villas with Hotel Services, 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...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    31 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 August 2016
    A perfect place to stay!! The Diamond Villa we stayed in was beautifully furnished and appointed and had everything we needed. The pool and public areas were immaculately...
    Excellent of 5 bubbles
    Reviewed 28 May 2015
    We recently stayed at the villa with 7 adult family members, the location was excellent and great value. about 10 minute walk to Oia. There is onsite hostess who helps set up...
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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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Reviews
    1 Bedroom, Sleeps 4Quick View
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    Amenities & Details
    • Private Garden
    • Satellite TV
    • Patio
    • Terrace
    • Private Indoor Pool
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    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!!!
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    Best place ever!Center of oia,beautiful sunset,really kind and helpful host,gave very good advice.Relly recommend this place for your holidays!
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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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    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Private Garden
    • Outdoor Dining Area
    • Terrace
    • Grill
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 June 2015
    It was our first time in Santorini, for us and our friends as well. Island was busy and noisy, crowded with tourists. We got scared about our holiday, as we intended to relax...
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    About this property
    Traditional restored winery consisting of two separate houses with private oriental garden and tiny swimming pool in Finikia (Oia - Santorini). Offers privacy,relax, ocean and sunset view from the terraces Old wine factory complex (Canavas), probably since the middle ages, took its final form in...
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    Oia, Santorini 847 02
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    45 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 weeks ago
    We got to spend 8 days in Swinging Sunsets and absolutely loved it! The layout fit our party of 8 comfortably, and the grounds outside were just gorgeous! We used the hot tub...
    Excellent of 5 bubbles
    Reviewed 20 August 2016
    Initially I was quite disappointed because the villa was not overlooking the infamous volcano view - however, after spending the day and walking around Oia - soon realised the...
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    About this property
    "Swinging Sunset Villa" is located in the north of Santorini Island in the traditional settlement of Oia (Ia) village. It is just 400 m. from the village, but so far enough away from “civilization” to be peaceful and the same time quiet. Ammoudi bay is just in walking distance, as well as Katharos...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 8Quick View
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    • Satellite TV
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    17 Reviews
    3 Bedrooms, Sleeps 7Quick View
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    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 6 days ago
    At first we thought we could do everything without a planner, however we later found out that this was impossible after booking the venue and photographer. They helped us out...
    Excellent of 5 bubbles
    Reviewed 6 January 2017
    Thank you for your help planning the wedding of our dreams in beautiful Santorini! We really appreciate all of your efforts to make our wedding day the best day of our lives! We...
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    About this property
    Live your dream wedding at the Diamond Rock Venue, with panoramic views of the mysterious caldera, the stunning volcano and the magnificent blue of the Aegean Sea, feeling the vibrant energy and distinctive character of Santorini. Diamond Rock Venue can accommodate up to 100 guests for ceremony...
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    Oia, Santorini 84700
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, Sleeps 7Quick View
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    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step into the past in historical captains villa near Maritime museum in quiet street near famous caldera main street. A blend of antique style with modern facilities is spacious and comfortable with private pool, beautiful sunset & sea views and grapevine garden. Easy access and no steps!...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    1 Bedroom, Sleeps 2Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 27 June 2016
    This villa kinda put us off at first. The description makes you think that there's 3 bedrooms when in actuality it is 2. We all believed that there's a main floor with 2...
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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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    3 Bedrooms, Sleeps 8Quick View
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    • Grill
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ramni House is a rare treasure, with pool and private beach access, located just minutes from Oia. Ramni House has what houses on the caldera in Santorini don’t have: Private access to a quiet beach just steps from your door, a multitude of luxurious outdoor terraces to enjoy the amazing Aegean sea...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    8 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 August 2016
    I would like to say that our stay with you was the better than I could have expected. Between Marcos and Kosta our stay was perfect. They took excellent care of us and catered...
    Excellent of 5 bubbles
    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...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Very good of 5 bubbles
    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
    Oia, Santorini 84702 GR
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    10 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 weeks ago
    Best time of our life ! Great attention at Villa by Dimitri and staff. The location of the Villas from Oia and the sunset view is priceless
    Excellent of 5 bubbles
    Reviewed 27 September 2015
    If you are looking for a private, yet accessible place to stay in Oia, the Sunset Villas is the place to go. We were traveling with another couple and needed a place that...
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    About this property
    Villa "TOPAZ " 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 - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 8Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Balcony
    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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    Oia, Santorini 84700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 8Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Parking
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016 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 service is available for you|Daily “shiny house” mission|Garden refreshment|Pool revitalization THE PROPERTY...
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    Oia, Santorini GR84700
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 10Quick 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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    Oia, Santorini 847 02
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    33 Reviews
    6 Bedrooms, Sleeps 12Quick View
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    • Washer
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 days ago
    My family of 6 stayed at the Grand Canava with another family of 5. It was perfect for us! There was plenty of room and privacy. The property is very unique and absolutely...
    Excellent of 5 bubbles
    Reviewed 13 September 2016
    We were a group of 10 (5 couples). This villa was perfect. We could not get over the beautiful view and the pool. The location is perfect. Oia is a beautiful place. Amoudi bay...
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    About this property
    Traditional Santorinian residence dating from 1868, newly restored to become one of the most authentic and sought after residences available in Oia, Santorini. Licenced by the Greek National Tourism Organisation (GNTO) with an award that marks the luxury standard in rental accommodation....
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    Oia, Santorini 84702
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    8 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Waterfront
    • Patio
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    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
    270 View house I is a villa with 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,...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Oia, Santorini 847 02
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    • Grill
    • DVD Player
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greece and the Greek Islands Wedding Planners Tailor made packages exclusively for You - Choose from the perfect venue and honeymoon Villas on Homes2RentGreece. The Wedding Planners will organize everything up to the smallest detail, specialized in Athens Greece and the Greek Islands but...
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    Oia, Santorini 84700
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    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
    “270 View SUNSET” is a house with 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...
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    Location Information
    Oia, Santorini 80472
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 7Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is perched on the rocks in one of the best places of Santorini, the Caldera of Oia. We created the Villa in an exquisite architectural design and will top materials. In the rooms, the white linen is signed by Guy Laroche. Breakfast is prepared by delicatessen materials. And on top of all,...
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    Oia, Santorini 84700
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, Sleeps 3Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2016 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Incredible view of the sea & of Oia | The pool is built in the traditional way of Santorini in the volcanic rock | Excellent location in the heart of Oia WHAT...
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    Oia, Santorini GR84700
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    11 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Private Indoor Pool
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 2 weeks ago
    Lydia's house is the perfect place if you want to stay on your own in Oia. It is exactly like the pictures, a really well architectured cave house. My 6 yr old loved the indoor...
    Excellent of 5 bubbles
    Reviewed 25 July 2016
    Visited in July for my 40th celebrations. The accommodation is amazing. The house is situated on the caldera so the views are breathtaking. Especially enjoyed sitting on the...
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    About this property
    Lydia' s House, is an amazing villa of 93 m2, located among the last row of houses on the cliffs of Oia, offering a breathtaking view over the Aegean sea, the Caldera and the other cliff-edge villages either from the small causy front yard or from the private terrace above. It used to be an old...
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    Oia, Santorini 84702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 4Quick View
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    Reviewed 6 October 2015
    Gorgeous, beautifully designed, minimalist cave-style villa with wonderful staff and service with a smile. About 10 minutes walk into Oia and 10 mins by car to Fira and...
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    About this property
    Oia's View Cavehouse VII, is a villa with a private swimming pool 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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    1 Bedroom, Sleeps 2Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Being at the premises of an award winning multi-suite property that reflects the traditional Aegean architecture and overlooking the island’s volcanic crater or caldera, the Lopoulos represents the most luxurious, dreamy escape in a Mediterranean setting beyond compare. Located on the cliff edge of...
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    Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Terrace
    • Air Conditioning
    • Private Indoor Pool
    • Balcony
    • Housekeeping Included
    • Internet Access
    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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    2 Bedrooms, Sleeps 4Quick View
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    • Ocean Views
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ODE is the name of Lyric Poetry, by the ancient Greeks. This poetry was giving praise and was glorifying great events at those days, like Pindar, the ancient poet, did. He wrote the Ode to the Winners of the Olympic Games. Much later, the German poet Friedrich Schiller wrote the Ode to Joy (an die...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Being at the premises of an award winning multi-suite property that reflects the traditional Aegean architecture and overlooking the island’s volcanic crater or caldera, the Dimitriades represents the most luxurious, dreamy escape in a Mediterranean setting beyond compare. Located on the cliff edge...
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    Location Information
    Oia, Santorini
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Hot Tub
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 November 2016
    Arrived to JTR (Thira airport). Took a cab to Santorini bus/taxi terminal - it is a flat rate of €35 for up to 4 guests. Fitim met us at the terminal & it is about a 5 minute...
    Excellent of 5 bubbles
    Reviewed 16 September 2016
    This was just wonderful! From walking down the (lots of) steps and moving a fashion shoot off our terrace when we arrived to watching the sunsets and just sitting taking in the...
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    About this property
    Offering one of the most breathtaking views in Santorini, Turquoise tranquility villa, overlooks the Aegean Sea and the volcano! The three domes scenery right in front of the villa which leads the eye to the stunning panorama has magnetized visitors and photographers around the world, making it...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    7 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Excellent of 5 bubbles
    Reviewed 21 March 2017
    Beautiful place. We actually didn't live here but our friends did so we visited them couple of times for evening drinks from their amazing veranda. House looks spacious. I had...
    Excellent of 5 bubbles
    Reviewed 29 May 2016
    Our experience in Oia, Santorini and at Ninetta's house was nothing short of perfect! You couldn't ask for a more beautiful setting and the house is perfectly located to enjoy...
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    About this property
    This is the nest of eagles.<BR>A cave house, built on cliffs of the caldera, one of the last houses down from suspended village of Oia.<BR>Detached house with private terrace, isolated from tourists crowds above (100 STAIRS), at the absolute tranquility, may become the nest dream for the summer...
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    Oia, Santorini 84702
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    12 Reviews
    1 Bedroom, Sleeps 3Quick View
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    • Balcony
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 4 January 2017
    Probably the best location in Santorini. The views are simply spectacular and exactly as they show in pictures. The house itself could have been a bit cleaner, though. The...
    Excellent of 5 bubbles
    Reviewed 1 November 2016
    John was in full contact with us the entire trip. He set up the taxi to pick us up from the airport, had two guys take our bags straight to our door (HUGE help because we...
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    About this property
    It is an appartment that can accomodate 2-3 persons.The appartment has private entrance and a private terrace, a fully equiped kitchen, a bathroom with shower, one double bed and one unfolded single bed, dining - sitting room with couch and an outdoor jacuzzi.It is a cavehouse located in the center...
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    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    20 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 11 September 2016
    My wife and I recently spent the first 4 nights of our honeymoon at Roses Cave and it was amazing. Rose is a lovely guy who welcomed us with a smile, provided us with...
    Excellent of 5 bubbles
    Reviewed 18 July 2016
    We had a really lovely stay at Roses cave. The view is simply stunning and the cave has everything you coukd need. Oia gets very busy so we kept away from the crowds by eating...
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    About this property
    Rose's Cave House is a spacious and cozy cave house in the village of Oia, one of the most beautiful villages of Santorini, hanging on the cliff of the caldera. The view from the courtyard is breathtaking and panoramic, which allows the eyes to wonder to the endless blue of the Aegean sea, and also...
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    Oia, Santorini 84702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    14 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Ocean Views
    • Grill
    • Balcony
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 8 July 2016
    Great place to stay. Clean, quiet and cute. Mrs. Eri and the rest of the staff were very friendly and helpful. The helped us carry luggage from/to the car park. Filling...
    Excellent of 5 bubbles
    Reviewed 20 June 2016
    Fava locates in the area very near the center of Oia. There are bus stops few minutes away. Fava staffs are very nice and considerate. We arrived there quite late and left in...
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    About this property
    Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest point of the traditional village...
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    Oia, Santorini 84702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    12 Reviews
    2 Bedrooms, Sleeps 3Quick View
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    • Air Conditioning
    • Ocean Views
    • Balcony
    • Parking
    • Grill
    • Wi-Fi
    • Satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 October 2016
    My wife and I recently stayed at Aeolos Suite. The house was beautiful, and very well furnished. Antonis was a wonderful host. He met us late in the evening on our arrival and...
    Very good of 5 bubbles
    Reviewed 17 September 2016
    We are a mature couple and a friend travelling together. We booked the Aeolos Suite based on its description on Trip Advisor as having two bathrooms. We found this not to be...
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    About this property
    Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest point of the traditional village...
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    Location Information
    Oia, Santorini 84702
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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