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  • Holiday house Megalochori for 2 - 6 persons with 2 bedrooms - Holiday home
    From $458 per night (USD)

    VRBO

    Holiday house Megalochori for 2 - 6 persons with 2 bedrooms - Holiday home

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    ED Refnr. 2762913 This brilliantly white, newly renovated holiday villa is in the peaceful, picturesque little village ...

    From $458 per night (USD)

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    Details
  • Lagadi Suites by K&K - Apeiro & Apleton
    From $199 per night (USD)

    Expedia

    Lagadi Suites by K&K - Apeiro & Apleton

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Executive Villa with exterior Spa Tub, two floors, 75 sq. meters, from 2 up to 4 persons One beautiful two story villa ...

    From $199 per night (USD)

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  • Lioyerma Cave Villa & Hot Tub
    From $472 per night (USD)

    VRBO

    Lioyerma Cave Villa & Hot Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has th ...

    From $472 per night (USD)

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    Details
  • Economy 4 persons Studio 30 meters from Perissa Beach
    From $162 per night (USD)

    Expedia

    Economy 4 persons Studio 30 meters from Perissa Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We are located in the centre of Perissa, 30 meters from the beach (the location couldn't be better). Perissa is one of t ...

    From $162 per night (USD)

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    Details
  • Lagadi Suites by K&K - Apoplous
    From $183 per night (USD)

    VRBO

    Lagadi Suites by K&K - Apoplous

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    A beautiful two story villa built with ECO standards and Bioclimatic architecture that combines modern and traditional w ...

    From $183 per night (USD)

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  • Deluxe 4 persons Studio 30 meters from Perissa Beach
    From $163 per night (USD)

    Expedia

    Deluxe 4 persons Studio 30 meters from Perissa Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We are located in the centre of Perissa, 30 meters from the beach (the location couldn't be better). Perissa is one of t ...

    From $163 per night (USD)

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    Details
  • Economy 4 persons Studio 30 meters from Perissa Beach
    From $316 per night (USD)

    VRBO

    Economy 4 persons Studio 30 meters from Perissa Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We are located in the centre of Perissa, 30 meters from the beach (the location couldn't be better). Perissa is one of t ...

    From $316 per night (USD)

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    Details
  • Deluxe 4-5 persons Studio 30 meters from Perissa Beach
    From $198 per night (USD)

    Expedia

    Deluxe 4-5 persons Studio 30 meters from Perissa Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    We are located in the centre of Perissa, 30 meters from the beach (the location couldn't be better). Perissa is one of t ...

    From $198 per night (USD)

    Expedia

    Details
  • Aqua Terra cave house, hot plunge pool, caldera view
    From $621 per night (USD)

    VRBO

    Aqua Terra cave house, hot plunge pool, caldera view

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Built on the volcanic rock in the scenic heart village of Oia, , Aqua & Terra traditional houses provides stunning view ...

    From $621 per night (USD)

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  • Elegant two-bedroom duplex  with hot tub, Caldera view and swimming pool
    From $1910 per night (USD)

    Expedia

    Elegant two-bedroom duplex with hot tub, Caldera view and swimming pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The elegant two-bedroom duplex has the perfect location on the Caldera Cliffs, right in the middle of Fira, and offers a ...

    From $1910 per night (USD)

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  • Entire private house in Fira central with view
    From $255 per night (USD)

    VRBO

    Entire private house in Fira central with view

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Updated Hygiene standards: We feel, it is our duty to anticipate needs and respond to health and safety requirements. Dr ...

    From $255 per night (USD)

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  • Stemma- Crown of the Agean
    From $1301 per night (USD)

    Expedia

    Stemma- Crown of the Agean

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stemma offers beautiful views- facing West (sunset)- onto the Med. sea the island of Sikinos and the city of Ios. Mylop ...

    From $1301 per night (USD)

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    Details
  • SantoriniParadise: TRADITIONAL  APARTMENT in old Oia
    From $276 per night (USD)

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    SantoriniParadise: TRADITIONAL APARTMENT in old Oia

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    SECLUDED HIDEAWAY IN THE HEART OF OIA! For a 360 virtual tour of TRADITIONAL APARTMENT you may visit https://my.matter ...

    From $276 per night (USD)

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  • Two Bedroom Luxury Villa With outdoor Hot Tub and Caldera View
    From $486 per night (USD)

    Expedia

    Two Bedroom Luxury Villa With outdoor Hot Tub and Caldera View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Aspronisi Luxury Villa is an 80 square meters villa, located in Megalochori village, in the south western part of Santor ...

    From $486 per night (USD)

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    Details
  • Illusion Cave Suite (Sea View)
    From $249 per night (USD)

    VRBO

    Illusion Cave Suite (Sea View)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our brand new Illusion Deluxe Cave Suite is located in the heart of Santorini. Just 10 minutes walking distance from the ...

    From $249 per night (USD)

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  •  TRADITIONAL Cave RESIDENCE in the  heart of old OIA
    From $711 per night (USD)

    Expedia

    TRADITIONAL Cave RESIDENCE in the heart of old OIA

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    TRADITIONAL Cave RESIDENCE in the heart of old OIA For a 360 virtual tour of the "Traditional apartment" please visit ...

    From $711 per night (USD)

    Expedia

    Details
  • My Rental Homes - Villa Tramountana with pool and large outdoor spaces with BBQ
    From $1409 per night (USD)

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    My Rental Homes - Villa Tramountana with pool and large outdoor spaces with BBQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Villa Tramountana is located in a new, beautiful holiday complex in Santorini. This private complex stretches over 6000 ...

    From $1409 per night (USD)

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  • Afoura Houses by K&K -Villa-
    From $842 per night (USD)

    Expedia

    Afoura Houses by K&K -Villa-

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    18

    An old winery, established in 1879, has been transformed into a 5 houses complex with enchanting views to the tranquil b ...

    From $842 per night (USD)

    Expedia

    Details
  • Private And Secluded Luxury Villa With Pristine Sea\/Volcano View
    From $1977 per night (USD)

    VRBO

    Private And Secluded Luxury Villa With Pristine Sea\/Volcano View

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Recently renovated, the property features traditional Cycladic architecture, famous for its uniqueness and charm. It is ...

    From $1977 per night (USD)

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    Details
  • Superior Suite with Outdoor Hot Tub and Caldera View
    From $565 per night (USD)

    Expedia

    Superior Suite with Outdoor Hot Tub and Caldera View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Openned in summer 2018, Limestone luxury suites is set on the cliff of the caldera and is located at a historic and quie ...

    From $565 per night (USD)

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    Details
  • Spacious renovated cave house, with ocean Caldera view and fully private.
    From $1052 per night (USD)

    VRBO

    Spacious renovated cave house, with ocean Caldera view and fully private.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This very special Cave house is located in the heart of Oia. Next to the scene of everything with two spacious bedrooms, ...

    From $1052 per night (USD)

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  • Casa Daphne - My Rental Homes
    From $1462 per night (USD)

    Expedia

    Casa Daphne - My Rental Homes

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Casa Daphne is a unique property located on the highest point of Oia village in Perivolas area, in a very convenient pos ...

    From $1462 per night (USD)

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    Details
  • Elegant Luxurious Villa with a Breathtaking View
    From $1191 per night (USD)

    VRBO

    Elegant Luxurious Villa with a Breathtaking View

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    First thing in the morning say hello to the breathtaking view of the whole island from your terrace. You can breath the ...

    From $1191 per night (USD)

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  • Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped.
    From $784 per night (USD)

    Expedia

    Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    The property is located at the most exquisite location of the island of Santorini, the village of Oia placed right in f ...

    From $784 per night (USD)

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    Details
  • Honeymoon Executive Suite on the Caldera & Outdoor Hot Tub
    From $678 per night (USD)

    VRBO

    Honeymoon Executive Suite on the Caldera & Outdoor Hot Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Opening in summer 2018, Limestone luxury suites is set on the cliff of the caldera and is located at a historic and quie ...

    From $678 per night (USD)

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    Details
  • Sweet l cave house for maximum 5 people in great location with breathtaking view
    From $845 per night (USD)

    Expedia

    Sweet l cave house for maximum 5 people in great location with breathtaking view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    This wonderfull cave house is the heart of Oia in the most beautiful slope with great privacy. The yard door is just on ...

    From $845 per night (USD)

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  • Afoura Houses by K&K - Pori
    From $169 per night (USD)

    VRBO

    Afoura Houses by K&K - Pori

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Afoura Houses is an old winery transformed into a complex of 5 houses. The Pori House is the first house when entering t ...

    From $169 per night (USD)

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  • Mantilida Villa The Canava
    From $245 per night (USD)

    Expedia

    Mantilida Villa The Canava

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Mantilida villa is located in the heart of the traditional settlement of Emporio, one of Santorini’s most iconic village ...

    From $245 per night (USD)

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    Details
  • Real Santorini, Cave House – far from the crowds
    From $192 per night (USD)

    VRBO

    Real Santorini, Cave House – far from the crowds

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Real Santorini is not Fira or Oia. The main villages of Santorini are found in the center of the island in places natura ...

    From $192 per night (USD)

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  • Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!
    From $798 per night (USD)

    Expedia

    Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The property is located at the most exquisite location of the island of Santorini, the village of Oia placed right in fr ...

    From $798 per night (USD)

    Expedia

    Details
  • il Melograno Traditional Cave House
    From $299 per night (USD)

    VRBO

    il Melograno Traditional Cave House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Il Melograno is a traditional cave house which is carved into the rocks face. It has two independent bedrooms with doubl ...

    From $299 per night (USD)

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    Details
  • Afoura Houses by K&K - Lino
    From $195 per night (USD)

    Expedia

    Afoura Houses by K&K - Lino

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Afoura Houses is an old winery transformed into a complex of 5 houses. Lino House is the biggest of the Afoura Houses co ...

    From $195 per night (USD)

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    Details
  •  TRADITIONAL STUDIO in the heart of old OIA
    From $400 per night (USD)

    VRBO

    TRADITIONAL STUDIO in the heart of old OIA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    For a 360 virtual tour of TRADITIONAL STUDIO you may visit https://my.matterport.com/show/?m=gx7iP41SVTA This unique ST ...

    From $400 per night (USD)

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    Details
  • Lydia's House, luxurious villa with indoor heated splash pool and Caldera view
    From $600 per night (USD)

    Expedia

    Lydia's House, luxurious villa with indoor heated splash pool and Caldera view

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lydia's House, is an amazing villa of 93 m2, located among the last row of houses on the cliffs of Oia, offering a breat ...

    From $600 per night (USD)

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    Details
  •  Villa of the 7 Angels Old traditional Winery transformed into a Cycladic  villa
    From $436 per night (USD)

    VRBO

    Villa of the 7 Angels Old traditional Winery transformed into a Cycladic villa

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    An old Winery renovated and transformed into a villa. Pure rustic, nearly authentic from the times that the winery was o ...

    From $436 per night (USD)

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  • Hecate Suite with Swimming Pool & Sunset View
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    Expedia

    Hecate Suite with Swimming Pool & Sunset View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Newly constructed for your every need,Hecate Suite in Pyrgos located in the heart of an historically preserved tradition ...

    Click For Pricing

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  • Villa 'EMERALD'- Private Pool & Private Outdoor Heated Hydromassage Spa
    From $1161 per night (USD)

    VRBO

    Villa 'EMERALD'- Private Pool & Private Outdoor Heated Hydromassage Spa

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Villa 'EMERALD' at OIA SUNSET VILLAS is one of six boutique villas, elegantly decorated. The villa is located in the no ...

    From $1161 per night (USD)

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  • Mantilida villa The Cave
    From $272 per night (USD)

    Expedia

    Mantilida villa The Cave

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Mantilida villa is located in the heart of the traditional settlement of Emporio, one of Santorini’s most iconic village ...

    From $272 per night (USD)

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  • ANEMOLIA VILLA SANTORINI
    From $403 per night (USD)

    VRBO

    ANEMOLIA VILLA SANTORINI

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    ‘’ Anemolia Villa ’’ is a traditional renovated building of 120 square metres which can accommodate 2-6 guests with min ...

    From $403 per night (USD)

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  • Luxury Architect Designed Cycladic House
    From $384 per night (USD)

    Expedia

    Luxury Architect Designed Cycladic House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Important Information: All reservations of 5 nights or more include a complimentary rental car. The house is located ve ...

    From $384 per night (USD)

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    Details
  • Gemma villa with Swimming Pool and Sunset View.
    From $548 per night (USD)

    VRBO

    Gemma villa with Swimming Pool and Sunset View.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Newly constructed for your every need, Gemma Bliss Mansion in Pyrgos located in the heart of an historically preserved t ...

    From $548 per night (USD)

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  • Cactus Superior Suite | Santorini Heights
    From $791 per night (USD)

    Expedia

    Cactus Superior Suite | Santorini Heights

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Located at the very top of the island, lies Santorini Heights, 4 new luxurious suites welcoming you with a mesmerizing v ...

    From $791 per night (USD)

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    Details
  • Elite Houses Emporio 3
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    Elite Houses Emporio 3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Elite house is located in a quite traditional village Emporio in a high position that offers you a panoramic view from t ...

    Click For Pricing

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  • Spatious Apartment On The Caldera In Imerovigli
    From $270 per night (USD)

    Expedia

    Spatious Apartment On The Caldera In Imerovigli

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Perched on the cliff-side nearly 400 meters above the sea, Ikia Kriton is a traditional Santorini apartment in Imerovigl ...

    From $270 per night (USD)

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  • Oia Mansion 4 Bedroom Villa With Panoramic Sunset View
    From $1589 per night (USD)

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    Oia Mansion 4 Bedroom Villa With Panoramic Sunset View

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Luxurious 4-bedroom Sea-Captains villa with Jacuzzi - Accommodates up to 8-people Experience the epitome of luxury at Oi ...

    From $1589 per night (USD)

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  • My Rental Homes - Villa Eros with terraces and an outdoor Jacuzzi plunge pool.
    From $942 per night (USD)

    Expedia

    My Rental Homes - Villa Eros with terraces and an outdoor Jacuzzi plunge pool.

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    Villa Eros is located in the village of Imerovigli and guests can enjoy the wide offer of shops and excellent restaurant ...

    From $942 per night (USD)

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  • Bluedome Suite with Hot Tub
    From $1130 per night (USD)

    VRBO

    Bluedome Suite with Hot Tub

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    This is a traditional cavehouse newly renovated, situated on the cliffs of Oia village. It is amongst the most privilege ...

    From $1130 per night (USD)

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    Details
  • Three bedroom villa with Caldera view and heated Jacuzzi pool
    From $1626 per night (USD)

    Expedia

    Three bedroom villa with Caldera view and heated Jacuzzi pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This villa has the best location in Fira and a magnificent sunset view. Rooftop terraces have a heated jacuzzi pool with ...

    From $1626 per night (USD)

    Expedia

    Details
  • Romantic Villa Expansive View - Car Included
    From $362 per night (USD)

    VRBO

    Romantic Villa Expansive View - Car Included

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Important Information: All reservations of 5 nights or more include a complimentary rental car. The unique topography o ...

    From $362 per night (USD)

    VRBO

    Details
  • Seascape Suite 1, Akrotiri
    From $723 per night (USD)

    Expedia

    Seascape Suite 1, Akrotiri

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    “Seascape 1” is part of a 3-suite- complex and can guest up to 6 people. Panoramic views can be enjoyed throughout the ...

    From $723 per night (USD)

    Expedia

    Details
  • Lithia - Villa Elia & Pool
    From $324 per night (USD)

    VRBO

    Lithia - Villa Elia & Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Villa Elia is on the Lithia property alongside Villa Levanda and Myrtia. It is quiet, charming and comfortable with wond ...

    From $324 per night (USD)

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    Details
  • My Rental Homes - Villa Crystal  private infinity pool, sea views and Spa
    From $1635 per night (USD)

    Expedia

    My Rental Homes - Villa Crystal private infinity pool, sea views and Spa

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Villa Crystal is located at Akrotiri in a beautiful corner of the Island, with amazing views of the volcano and the cald ...

    From $1635 per night (USD)

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  • Seascape Suite 3, Akrotiri
    From $633 per night (USD)

    VRBO

    Seascape Suite 3, Akrotiri

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    General description Elegant, independent suite with views to Santorini’s amazing beauty; “Seascape 3” offers a wonderful ...

    From $633 per night (USD)

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    Details
  • Aetoulas, a little piece of heaven
    From $473 per night (USD)

    Expedia

    Aetoulas, a little piece of heaven

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Aetoula offers beautiful views- facing West (sunset)- onto the Med. sea Sikinos island and the city of Ios. Mylopota Bea ...

    From $473 per night (USD)

    Expedia

    Details
  • Luna Villa - Luxury meets traditional
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    Luna Villa - Luxury meets traditional

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Luna Santorini Suites is proudly located high on the island’s medieval village of Pyrgos, offering panoramic views of th ...

    Click For Pricing

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    Details
  • My Rental Homes - Mansion Sophia, with private pool and panoramic terrace
    From $688 per night (USD)

    Expedia

    My Rental Homes - Mansion Sophia, with private pool and panoramic terrace

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Mansion Sophia, is located in the peaceful traditional village of Megalochori, a short drive away from the best attracti ...

    From $688 per night (USD)

    Expedia

    Details
  • AQUA  TERRA LOFT HOUSE, HOT PLUNGE POOL, CALDERA VIEW
    From $904 per night (USD)

    VRBO

    AQUA TERRA LOFT HOUSE, HOT PLUNGE POOL, CALDERA VIEW

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Built on the volcanic rock in the scenic heart village of Oia, , Aqua & Terra traditional houses provides stunning view ...

    From $904 per night (USD)

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  • Alia Mansion by K&K.
    From $360 per night (USD)

    Expedia

    Alia Mansion by K&K.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Set in Megalochori village in the island of Santorini, Alia Mansion is a beautifully restored Santorinian Mansion of 110 ...

    From $360 per night (USD)

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    Details
  • Beautiful Home in Santorini
    From $729 per night (USD)

    VRBO

    Beautiful Home in Santorini

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Villa Rodakes is built in the traditional Cycladic style, tastefuly adapted to contempoprary living, with all modern ame ...

    From $729 per night (USD)

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    Details
  • Michelangelo Beach Villa
    From $443 per night (USD)

    Expedia

    Michelangelo Beach Villa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary Michelangelo Beach Villa is a perfect getaway destination for those seeking contact with nature and peace of min ...

    From $443 per night (USD)

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  • Anima Residence with Caldera View by K&K (outdoor jacuzzi)
    From $654 per night (USD)

    VRBO

    Anima Residence with Caldera View by K&K (outdoor jacuzzi)

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Anima Residence is a traditional fisherman's house with local architecture and an impeccable view. Enjoy the direct suns ...

    From $654 per night (USD)

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  • Santorious Apartments
    From $347 per night (USD)

    Expedia

    Santorious Apartments

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This is an ideal choice for people with high aesthetics and for those who wish to enjoy their holidays in an environment ...

    From $347 per night (USD)

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  • Holiday house Vothonas for 4 persons with 2 bedrooms - Holiday house
    From $252 per night (USD)

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    Holiday house Vothonas for 4 persons with 2 bedrooms - Holiday house

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    ED Refnr. 2919199 Real Santorini are not Fira and Oia villages. During many years gradually they become exclusively tou ...

    From $252 per night (USD)

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  • Cozy 2 bedroom Villa with Caldera View and Private Hot Tub
    From $904 per night (USD)

    Expedia

    Cozy 2 bedroom Villa with Caldera View and Private Hot Tub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Passion Blue Villa with direct Caldera, Sea and volcano View located in Oia, is 15 minutes away from the famous Oia’s su ...

    From $904 per night (USD)

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  • Seahorse Residence and wedding venue  : If you seek only the best !!
    From $3954 per night (USD)

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    Seahorse Residence and wedding venue : If you seek only the best !!

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    20

    Recently renovated, the property features traditional Cycladic architecture, famous for its uniqueness and charm. It is ...

    From $3954 per night (USD)

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  • Canava Emporio, Lovingly restored winery built
    From $469 per night (USD)

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    Canava Emporio, Lovingly restored winery built

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in Emporio traditional village, Canava Emborio Santorini offers accommodation with a private pool, free WiFi and ...

    From $469 per night (USD)

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  • Afoura Houses by K&K - Olive
    From $175 per night (USD)

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    Afoura Houses by K&K - Olive

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    An old winery, established in 1897, has been transformed into a 5 houses complex with enchanting views to the tranquil b ...

    From $175 per night (USD)

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  • Lithia - Villa Levanda & Pool
    From $429 per night (USD)

    Expedia

    Lithia - Villa Levanda & Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Lithia on the stunningly beautiful island of Folegandros At Lithia we have 3 houses each with its own identit ...

    From $429 per night (USD)

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  • \Dafnes Villa 2\  Private Hydromassage
    From $299 per night (USD)

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    \"Dafnes Villa 2\" Private Hydromassage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Dafnes Villa 2 is located 100 meters away from Perivolos black beach, the most famous and popular beach of the island wh ...

    From $299 per night (USD)

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  • \Dafnes Villa 1\  Private Pool
    From $365 per night (USD)

    Expedia

    \"Dafnes Villa 1\" Private Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Dafnes Villa 1 is located 100 meters away from Perivolos black beach, the most famous and popular beach of the island wh ...

    From $365 per night (USD)

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  • the Dream honeymoon villa
    From $522 per night (USD)

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    the Dream honeymoon villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    It is a Dream staying in this beautiful house viewing the ocean-caldera and dreaming how nice life can be, your experie ...

    From $522 per night (USD)

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  • deluxe the Dream villa
    From $711 per night (USD)

    Expedia

    deluxe the Dream villa

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    the Deluxe Dream villa is a gorgeous villa in the best corner of the world! go ahead book this beautiful place and you w ...

    From $711 per night (USD)

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  • Hector Cave House Oia Santorini
    From $391 per night (USD)

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    Hector Cave House Oia Santorini

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar.Th ...

    From $391 per night (USD)

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  • Royal Albus Court, 2 Villas and Suite with Private Pools, Caldera View
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    Expedia

    Royal Albus Court, 2 Villas and Suite with Private Pools, Caldera View

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    16

    Royal Albus Court is certain to offer a luxury vacation for people who have high standards. It is a development of two V ...

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  • Aqua & Terra SUPERIOR PRIVATE VILLA  hot plunge pool  and sea view
    From $1356 per night (USD)

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    Aqua & Terra SUPERIOR PRIVATE VILLA hot plunge pool and sea view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    The most traditional cave villa is located at the edge of cliffside, caldera, with amazing view in Santorini! Located at ...

    From $1356 per night (USD)

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  • Traditional house in middle-age castle of Emporio Santorini
    From $226 per night (USD)

    Expedia

    Traditional house in middle-age castle of Emporio Santorini

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Traditional houses is for explorers of the real life , not just a tourist.......... I love that idea. Wi-fi , roof with ...

    From $226 per night (USD)

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    Details
  • Summer Lovers Villa  Private Outdoor Pool  Hot Tub and Panoramic Caldera View
    From $1151 per night (USD)

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    Summer Lovers Villa Private Outdoor Pool Hot Tub and Panoramic Caldera View

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This is a private Villa located in Akrotiri that epitomizes the breath-taking views to the sea, the volcano and the cal ...

    From $1151 per night (USD)

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  • Ios great Sea view studio next to nightlife for 2
    From $133 per night (USD)

    Expedia

    Ios great Sea view studio next to nightlife for 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Registration MHTE 1144K112K0505600 THE CALENDAR IS NOT UPDATED! Please scroll down the page and choose CONTACT HOST to ...

    From $133 per night (USD)

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    Details
  • Artemis Suite with outdoor Jacuzzi, Caldera and Volcano view
    From $1220 per night (USD)

    VRBO

    Artemis Suite with outdoor Jacuzzi, Caldera and Volcano view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Artemis Suite provides its guests with an unmatched level of authentic charm and comfort and offers the perfect backdro ...

    From $1220 per night (USD)

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  • Azure Suite with Caldera and Volcano view
    From $740 per night (USD)

    Expedia

    Azure Suite with Caldera and Volcano view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Ideal for authenticity and minimal design lovers, Azure Suite uniquely embodies the essence and magic of Santorini. Buil ...

    From $740 per night (USD)

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    Details
  • Beautiful beachfront property
    From $1130 per night (USD)

    VRBO

    Beautiful beachfront property

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    This luxurious, newly built, beach front property, located just meters from the popular Mylopotas Beach, comprises three ...

    From $1130 per night (USD)

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  • My Rental Homes - Villa Livas with private pool, panoramic views
    From $685 per night (USD)

    Expedia

    My Rental Homes - Villa Livas with private pool, panoramic views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Villa Livas is located in the countryside of Santorini, in a tranquil area, surrounded by vineyards and farms, only 400 ...

    From $685 per night (USD)

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    Details
  • Mystic Luxury Villa With Sea View & Private Outdoor Plunge Pool
    From $757 per night (USD)

    VRBO

    Mystic Luxury Villa With Sea View & Private Outdoor Plunge Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    "Mystic Luxury Villa" belongs to the White Pearl Villas family and it is ideal for two guests who want to enjoy modern f ...

    From $757 per night (USD)

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    Details
  • Catamaran cruise with skipper and hostess
    From $1243 per night (USD)

    Expedia

    Catamaran cruise with skipper and hostess

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    From one island to another, depending on the wind, discover the Cyclades aboard the Captain Cook! A fabulous experience ...

    From $1243 per night (USD)

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  • Executive Suite Sea View
    From $293 per night (USD)

    VRBO

    Executive Suite Sea View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Minimal-style Suite in a private Complex with private beach area on the famous black-sanded beach of Perivolos and direc ...

    From $293 per night (USD)

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  • Saligari Villa with private pool & outdoor hot tub
    From $714 per night (USD)

    Expedia

    Saligari Villa with private pool & outdoor hot tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Indulge in luxury in the estate’s larger villa of 120², located in the medieval region of Pyrgos Kallistis. Reflecting t ...

    From $714 per night (USD)

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    Details
  • 7 Bedroom Luxury Villa with Private Pool - Breakfast incl.,Concierge,Daily Maid
    From $1791 per night (USD)

    VRBO

    7 Bedroom Luxury Villa with Private Pool - Breakfast incl.,Concierge,Daily Maid

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    If you are looking for a shelter of calm, luxury and comfort in Santorini, Aquaria Villa is the perfect accommodation fo ...

    From $1791 per night (USD)

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  • 270 Oia's View House IV, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $829 per night (USD)

    Expedia

    270 Oia's View House IV, Private Swimming Pool, outdoor Hot Tub, Sunset View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Named after the 270o degrees of panoramic view it offers, 270 Oia's View House IV, features a private swimming pool and ...

    From $829 per night (USD)

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    Details
  • Studio (2 adults), Marias Place Oia
    From $192 per night (USD)

    VRBO

    Studio (2 adults), Marias Place Oia

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We are a small private complex only minutes away on foot from Oia city center available only for adults. The complex h ...

    From $192 per night (USD)

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    Details
  • Elysian Two Bedroom Villa with Private Pool with Sea & Sunset View
    From $565 per night (USD)

    Expedia

    Elysian Two Bedroom Villa with Private Pool with Sea & Sunset View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Elysian two-bedroom villas, belong to the Elysian Santorini properties family and are ideal for up to 4 guests who want ...

    From $565 per night (USD)

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  • Kota Villa with private pool
    From $540 per night (USD)

    VRBO

    Kota Villa with private pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Simplicity is luxury within the estate’s mini-villa of 50m². Enjoy the merge of minimalistic design with the spacious la ...

    From $540 per night (USD)

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  • Chelona Villa private pool
    From $624 per night (USD)

    Expedia

    Chelona Villa private pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This modern- pop style villa of 85m², located in the medieval region of Pyrgos Kallistis, offers magnificent views of th ...

    From $624 per night (USD)

    Expedia

    Details
  • 2-Bedroom Apt. sea view shared pool
    From $304 per night (USD)

    VRBO

    2-Bedroom Apt. sea view shared pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Our two-level Apartment is made only for those looking for exclusivity, hidden away from the hustle and bustle of the ma ...

    From $304 per night (USD)

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    Details
  • Luxurious private villa with 3 bedrooms, private pool and amazing views
    From $3321 per night (USD)

    Expedia

    Luxurious private villa with 3 bedrooms, private pool and amazing views

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    Villa Aura, named after the sea breeze, offers a beneficial air of freshness during the hot summer days, but also an enj ...

    From $3321 per night (USD)

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    Details
  • 270 Oia's View House III, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $1210 per night (USD)

    VRBO

    270 Oia's View House III, Private Swimming Pool, outdoor Hot Tub, Sunset View

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Named after the 270o degrees of panoramic view it offers, 270 Oia's View House III, features a private swimming pool an ...

    From $1210 per night (USD)

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    Details
  • Ios  a r t  v i l l a
    From $1013 per night (USD)

    Expedia

    Ios a r t v i l l a

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This two floor villa is completed in 2017. The stylish living area of Ios art villa is a combination of Cycladic feature ...

    From $1013 per night (USD)

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    Details
  • Stylish villa with spectacular sea views at a quiet location near the main town.
    From $1279 per night (USD)

    VRBO

    Stylish villa with spectacular sea views at a quiet location near the main town.

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    “On The Rocks-East” is a luxury Eco-Friendly holiday home on the island of Ios in Greece with a swimming pool, large ga ...

    From $1279 per night (USD)

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    Details
  • 270 Oia's View House I, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $787 per night (USD)

    Expedia

    270 Oia's View House I, Private Swimming Pool, outdoor Hot Tub, Sunset View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Named after the 270o degrees of panoramic view it offers, 270 Oia's View House I, features a private swimming pool and ...

    From $787 per night (USD)

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    Details
  • Mikros Vorias Folegandros
    From $1158 per night (USD)

    VRBO

    Mikros Vorias Folegandros

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Villa Mikros Vorias is a spacious two-level residence of 180 sq.m., accommodating up to 8 guests. It features two living ...

    From $1158 per night (USD)

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  • 270 Oia's View Cavehouse V with private swimming pool
    From $591 per night (USD)

    Expedia

    270 Oia's View Cavehouse V with private swimming pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    270 Oia's View Cavehouse V, carved into the mountain, offers views towards the cliffs of Oia, the Aegean islands and the ...

    From $591 per night (USD)

    Expedia

    Details