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  • il Melograno Traditional Cave House
    From $160 per night (USD)

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    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 $160 per night (USD)

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  • Afoura Houses by K&K - Lino
    From $189 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 $189 per night (USD)

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    Details
  •  TRADITIONAL STUDIO in the center of OIA
    From $255 per night (USD)

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    TRADITIONAL STUDIO in the center of OIA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $255 per night (USD)

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  • Lydia's House, luxurious villa with indoor heated splash pool and Caldera view
    From $474 per night (USD)

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    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 $474 per night (USD)

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  •  Villa of the 7 Angels Old traditional Winery transformed into a Cycladic  villa
    From $353 per night (USD)

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    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 $353 per night (USD)

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  • ANEMOLIA VILLA SANTORINI
    From $289 per night (USD)

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    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 $289 per night (USD)

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  • Hecate Suite with Swimming Pool & Sunset View
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    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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  • Luxury Architect Designed Cycladic House
    From $427 per night (USD)

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    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 $427 per night (USD)

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  • Villa 'EMERALD'- Private Pool & Private Outdoor Heated Hydromassage Spa
    From $722 per night (USD)

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    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 $722 per night (USD)

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  • Gemma Suite with Swimming Pool and Sunset View.
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    Gemma Suite with Swimming Pool and Sunset View.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

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

    Click For Pricing

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  • Cactus Superior Suite | Santorini Heights
    From $722 per night (USD)

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    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 $722 per night (USD)

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  • My Rental Homes - Villa Eros with terraces and an outdoor Jacuzzi plunge pool.
    From $835 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 $835 per night (USD)

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  • 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 $254 per night (USD)

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    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 $254 per night (USD)

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  • Oia Mansion 4 Bedroom Villa With Panoramic Sunset View
    From $701 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 $701 per night (USD)

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  • Bluedome Suite with Hot Tub
    From $582 per night (USD)

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    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 $582 per night (USD)

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  • Three bedroom villa with Caldera view and heated Jacuzzi pool
    From $671 per night (USD)

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    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 $671 per night (USD)

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  • Romantic Villa Expansive View - Car Included
    From $406 per night (USD)

    Expedia

    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 $406 per night (USD)

    Expedia

    Details
  • Seascape Suite 1, Akrotiri
    From $660 per night (USD)

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    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 $660 per night (USD)

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  • Lithia - Villa Elia & Pool
    From $336 per night (USD)

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    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 $336 per night (USD)

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  • My Rental Homes - Villa Crystal  private infinity pool, sea views and Spa
    From $1276 per night (USD)

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    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 $1276 per night (USD)

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  • Seascape Suite 3, Akrotiri
    From $577 per night (USD)

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    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 $577 per night (USD)

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  • Aetoulas, a little piece of heaven
    From $361 per night (USD)

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    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 $361 per night (USD)

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  • Iliaktida- A beam of Sunshine
    From $1106 per night (USD)

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    Iliaktida- A beam of Sunshine

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

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

    From $1106 per night (USD)

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  • 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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  • Mantilida villa The Cave
    From $168 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 $168 per night (USD)

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  • My Rental Homes - Mansion Sophia, with private pool and panoramic terrace
    From $413 per night (USD)

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    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 $413 per night (USD)

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  • AQUA  TERRA LOFT HOUSE, HOT PLUNGE POOL, CALDERA VIEW
    From $825 per night (USD)

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    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 $825 per night (USD)

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  • Alia Mansion by K&K.
    From $228 per night (USD)

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    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 $228 per night (USD)

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  • Holiday house Vothonas for 4 persons with 2 bedrooms - Holiday house
    From $236 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 $236 per night (USD)

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  • Michelangelo Beach Villa
    From $165 per night (USD)

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    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 $165 per night (USD)

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  • Anima Residence from K&K
    From $328 per night (USD)

    Expedia

    Anima Residence from K&K

    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 $328 per night (USD)

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  • Santorious Apartments
    From $321 per night (USD)

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    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 $321 per night (USD)

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  • Canava Emporio, Lovingly restored winery built
    From $428 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 $428 per night (USD)

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  • Seahorse Residence and wedding venue  : If you seek only the best !!
    From $3092 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 $3092 per night (USD)

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  • Lithia - Villa Levanda & Pool
    From $388 per night (USD)

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    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 $388 per night (USD)

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  • \Dafnes Villa 2\  Private Hydromassage
    From $139 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 $139 per night (USD)

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  • Traditional house in middle-age castle of Emporio Santorini
    From $206 per night (USD)

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    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 $206 per night (USD)

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  • \Dafnes Villa 1\  Private Pool
    From $296 per night (USD)

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    \"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 $296 per night (USD)

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  • the Dream honeymoon villa
    From $248 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 $248 per night (USD)

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  • deluxe the Dream villa
    From $291 per night (USD)

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    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 $291 per night (USD)

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  • Afoura Houses by K&K - Olive
    From $156 per night (USD)

    Expedia

    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 $156 per night (USD)

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  • Hector Cave House Oia Santorini
    From $336 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 $336 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 $1237 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 $1237 per night (USD)

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  • Summer Lovers Villa  Private Outdoor Pool  Hot Tub and Panoramic Caldera View
    From $589 per night (USD)

    Expedia

    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 $589 per night (USD)

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  • Ios great Sea view studio next to nightlife for 2
    From $50 per night (USD)

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    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 $50 per night (USD)

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  • Artemis Suite with outdoor Jacuzzi, Caldera and Volcano view
    From $1113 per night (USD)

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    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 $1113 per night (USD)

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  • Azure Suite with Caldera and Volcano view
    From $675 per night (USD)

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    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 $675 per night (USD)

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  • Beautiful beachfront property
    From $863 per night (USD)

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    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 $863 per night (USD)

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  • Catamaran cruise with skipper and hostess
    From $1134 per night (USD)

    VRBO

    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 $1134 per night (USD)

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  • Secluded private villa, seaviews & sunsets, prime location
    From $396 per night (USD)

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    Secluded private villa, seaviews & sunsets, prime location

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy your vacations at Villa Ios Blue, a seafront magnificent villa with uninterrupted views of the Aegean blue sea and ...

    From $396 per night (USD)

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  • Cozy 2 bedroom Villa with Caldera View and Private Hot Tub
    From $825 per night (USD)

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    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 $825 per night (USD)

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  • My Rental Homes - Villa Livas with private pool, panoramic views
    From $571 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 $571 per night (USD)

    Expedia

    Details
  • Mystic Luxury Villa With Sea View & Private Outdoor Plunge Pool
    From $691 per night (USD)

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    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 $691 per night (USD)

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  • 7 Bedroom Luxury Villa with Private Pool - Breakfast incl.,Concierge,Daily Maid
    From $520 per night (USD)

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    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 $520 per night (USD)

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  • Studio (2 adults), Marias Place Oia
    From $137 per night (USD)

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    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 $137 per night (USD)

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  • Executive Suite Sea View
    From $267 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 $267 per night (USD)

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  • Saligari Villa with private pool & outdoor hot tub
    From $594 per night (USD)

    VRBO

    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 $594 per night (USD)

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  • 270 Oia's View House IV, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $639 per night (USD)

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    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 $639 per night (USD)

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  • Kota Villa with private pool
    From $422 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 $422 per night (USD)

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  • Chelona Villa private pool
    From $481 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 $481 per night (USD)

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  • 2-Bedroom Apt. sea view shared pool
    From $277 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 $277 per night (USD)

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  • 270 Oia's View House III, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $917 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 $917 per night (USD)

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  • I o s'a r t v i l l a
    From $618 per night (USD)

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    I o s'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 $618 per night (USD)

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  • Stylish villa with spectacular sea views at a quiet location near the main town.
    From $1572 per night (USD)

    Expedia

    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 $1572 per night (USD)

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  • iL Fagiolo | Suite 3 | Hot Tub | Privacy
    From $428 per night (USD)

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    iL Fagiolo | Suite 3 | Hot Tub | Privacy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Soak up the modern and Cyclidic traditional charm of this brand new suite! It is amphitheatrically built on a slope that ...

    From $428 per night (USD)

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    Details
  • iL Fagiolo | Suite 2 | Privacy | Free Parking
    From $367 per night (USD)

    Expedia

    iL Fagiolo | Suite 2 | Privacy | Free Parking

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Soak up the modern and Cyclidic traditional charm of this brand new suite! It is amphitheatrically built on a slope that ...

    From $367 per night (USD)

    Expedia

    Details
  • Superior Villa with Private Plunge Pool and Sea View
    From $540 per night (USD)

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    Superior Villa with Private Plunge Pool and Sea View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Superior villas, belong to the Elysian Santorini properties family and are ideal for two guests who want to enjoy the tr ...

    From $540 per night (USD)

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    Details
  • Premium Villa with Private Plunge Pool (up to 4 guests)
    From $543 per night (USD)

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    Premium Villa with Private Plunge Pool (up to 4 guests)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Premium Villas -2 in total- expand in a 55 square meters area and are dressed in nude shades of grey, beige and white. T ...

    From $543 per night (USD)

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    Details
  • Elysian Two Bedroom Villa with Private Pool with Sea & Sunset View
    From $515 per night (USD)

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    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 $515 per night (USD)

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  • 270 Oia's View House I, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $598 per night (USD)

    VRBO

    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 $598 per night (USD)

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    Details
  • 270 Oia's View Cavehouse V with private swimming pool
    From $484 per night (USD)

    VRBO

    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 $484 per night (USD)

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  • iL Fagiolo | Suite 1 | Hot Tub | Privacy
    From $367 per night (USD)

    Expedia

    iL Fagiolo | Suite 1 | Hot Tub | Privacy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Soak up the modern and Cyclidic traditional charm of this brand new home! It is amphitheatrically built on a slope that ...

    From $367 per night (USD)

    Expedia

    Details
  • Adrales Cave House by K&K
    From $239 per night (USD)

    VRBO

    Adrales Cave House by K&K

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Adrales Cave House is a traditional Santorinian cave house featuring a balcony and a terrace with a direct sunset, sea & ...

    From $239 per night (USD)

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  • Calderimi Traditional Family House
    From $82 per night (USD)

    VRBO

    Calderimi Traditional Family House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    We would like to welcome you to our beautiful island of Santorini, to experience the hospitality and the friendliness of ...

    From $82 per night (USD)

    VRBO

    Details
  • AV Sea View Villa with Private Pool - Breakfast included, Concierge, Daily Maid
    From $464 per night (USD)

    VRBO

    AV Sea View Villa with Private Pool - Breakfast included, Concierge, Daily Maid

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Located in the heart of Santorini, few kilometers from Fira, the capital of the island, A&V villa is the perfect locatio ...

    From $464 per night (USD)

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  • Luxurious private villa with 3 bedrooms, private pool and amazing views
    From $3474 per night (USD)

    Expedia

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

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

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

    From $3474 per night (USD)

    Expedia

    Details
  • Private villa in Santorini by Akrorama villas and suites
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    VRBO

    Private villa in Santorini by Akrorama villas and suites

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Akrorama Villa is an exclusive private villa, located on a secluded spot on top of Akrotiri Village providing 300 degree ...

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  • My Rental Homes - Thera Queen with 2 swimming pools and large sea view terrace
    From $1855 per night (USD)

    Expedia

    My Rental Homes - Thera Queen with 2 swimming pools and large sea view terrace

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    14

    Thera Queen is a wonderful property located in Pyrgos, facing the south-west part of this beautiful Island, overlooking ...

    From $1855 per night (USD)

    Expedia

    Details
  • My Rental Homes - Thera Princess  with private pool, gym and sea view
    From $928 per night (USD)

    VRBO

    My Rental Homes - Thera Princess with private pool, gym and sea view

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Thera Princess is a wonderful summer holiday villa that arises on an idyllic spot in Pyrgos, Santorini, overlooking the ...

    From $928 per night (USD)

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    Details
  • My Rental Homes - Thera Prince with 2 pools, gym facilitiesand sea view
    From $1392 per night (USD)

    Expedia

    My Rental Homes - Thera Prince with 2 pools, gym facilitiesand sea view

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Lovely Thera Prince estate is located in Pyrgos, Santorini, overlooking the Aegean Sea over an endless horizon. This fa ...

    From $1392 per night (USD)

    Expedia

    Details
  • K&K's Als Mansion in Oia
    From $263 per night (USD)

    VRBO

    K&K's Als Mansion in Oia

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Als Mansion is an extravagant captain’s house built with the traditional architecture that gives out an authentic 18th c ...

    From $263 per night (USD)

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    Details
  • Stunning Caldera Views Villa | Short Walk to Fira | Villa Quintessence | Firostefani | Fira
    From $1778 per night (USD)

    VRBO

    Stunning Caldera Views Villa | Short Walk to Fira | Villa Quintessence | Firostefani | Fira

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    **Villa Quintessence: A Sanctuary of Elegance Overlooking Santorini’s Caldera** True to its name, Villa Quintessence em ...

    From $1778 per night (USD)

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  • Saint John Oia - Private Hideaway Heated Pool Villas Oia
    From $409 per night (USD)

    VRBO

    Saint John Oia - Private Hideaway Heated Pool Villas Oia

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Welcome to Saint John Villas O?a - Your Luxurious Paradise in Santorini Nestled in the picturesque village of O?a, Sa ...

    From $409 per night (USD)

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  • Le Grand Blue Villa Santorini
    From $414 per night (USD)

    Expedia

    Le Grand Blue Villa Santorini

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Two-Bedroom House with private veranda. Located in the prehistoric region of Akrotiri (Cape) in the south end of Santori ...

    From $414 per night (USD)

    Expedia

    Details
  • 3-Bedroom Apt sea view shared pool
    From $376 per night (USD)

    VRBO

    3-Bedroom Apt sea view shared pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

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

    From $376 per night (USD)

    VRBO

    Details
  • Ruby Premium Suite | Diamond Luxury Suites
    From $639 per night (USD)

    VRBO

    Ruby Premium Suite | Diamond Luxury Suites

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Diamond Luxury Suites are located at Oia, Thira. Our suites have a stunning view and an exterior - rooftop - Jacuzzi, wi ...

    From $639 per night (USD)

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    Details
  • My Rental Homes - Mansion Kyani with private pool, large terrace and sea view
    From $571 per night (USD)

    VRBO

    My Rental Homes - Mansion Kyani with private pool, large terrace and sea view

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Mansion Kyani is located on a hilltop overlooking the vineyards and quant village of Megalochori in Santorini, with the ...

    From $571 per night (USD)

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  • Lithia - Villa Myrtia & Pool
    From $327 per night (USD)

    VRBO

    Lithia - Villa Myrtia & Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Villa Myrtia is one of 3 self-catering houses along with Villa Levanda and Villa Elia. It sleeps 5 people. It is a charm ...

    From $327 per night (USD)

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    Details
  • Chef included by Fantasia Villas: Ambassador Villas
    From $1718 per night (USD)

    VRBO

    Chef included by Fantasia Villas: Ambassador Villas

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    To enhance your stay and help make it a magical one, your private VIP chef is included (excluding menu/ingredients) with ...

    From $1718 per night (USD)

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  • My Rental Homes - Villa Sorokos only 400 mt from the black pebble beach of Vourvoulos
    From $415 per night (USD)

    Expedia

    My Rental Homes - Villa Sorokos only 400 mt from the black pebble beach of Vourvoulos

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Villa Sorokos is located in the countryside of Santorini, in a tranquil area, surrounded by vineyards and farms, only 40 ...

    From $415 per night (USD)

    Expedia

    Details
  • My Rental Homes - Guest House Levantes with pool and large outdoor spaces with BBQ
    From $799 per night (USD)

    VRBO

    My Rental Homes - Guest House Levantes with pool and large outdoor spaces with BBQ

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Guest House Levantes is located in a new, beautiful holiday complex in Santorini. This private complex stretches over 60 ...

    From $799 per night (USD)

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  • Aetos soaring over the Aegean Sea
    From $1366 per night (USD)

    VRBO

    Aetos soaring over the Aegean Sea

    Bedrooms:
    11
    Bathrooms:
    4
    Sleeps:
    8

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

    From $1366 per night (USD)

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  • Chef included by Fantasia Villas: San Nicholas Villa
    From $1567 per night (USD)

    VRBO

    Chef included by Fantasia Villas: San Nicholas Villa

    Bedrooms:
    4
    Bathrooms:
    2
    Sleeps:
    5

    To enhance your stay and help make it a magical one, your private VIP chef is included (excluding menu/ingredients) with ...

    From $1567 per night (USD)

    VRBO

    Details
  • Honeymoon Villa Selini by Fantasia Villas
    From $436 per night (USD)

    VRBO

    Honeymoon Villa Selini by Fantasia Villas

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Honeymoon Villa Selini at Hyperion Oia Suites Santorini is a generously spacious villa in Oia facing the sea, Caldera, a ...

    From $436 per night (USD)

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  • stunning windmill villa
    From $486 per night (USD)

    VRBO

    stunning windmill villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Ένας παλιός ανεμόμυλος ύστερα από πλήρη ανακαίνιση είναι έτοιμος να φιλοξενήσει τις οικογένειες, τις παρέες ή τα ζε ...

    From $486 per night (USD)

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  • Old Vourvoulos Houses - Santorini - Stylish House for 4-6!
    From $171 per night (USD)

    Expedia

    Old Vourvoulos Houses - Santorini - Stylish House for 4-6!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The "L" House belongs to a small complex of two self catering houses of unique character, in the old traditional settlem ...

    From $171 per night (USD)

    Expedia

    Details
  • Santorini yacht - Yacht in Santorini - Ferretti 55 by Fantasia Villas
    From $1732 per night (USD)

    VRBO

    Santorini yacht - Yacht in Santorini - Ferretti 55 by Fantasia Villas

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Yacht in Santorini by Fantasia Villas The Ferretti 550 Fly Bridge is ideal for those who desire a yacht that is agile, ...

    From $1732 per night (USD)

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  • Santorini Yacht - Yacht in Santorini - Funseeker by Fantasia Villas
    From $2577 per night (USD)

    VRBO

    Santorini Yacht - Yacht in Santorini - Funseeker by Fantasia Villas

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Luxury yacht in Mykonos by Fantasia Villas. Funseeker delivers an exceptional seakeeping performance with its sleek well ...

    From $2577 per night (USD)

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    Details