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  • SantoriniParadise: TRADITIONAL  APARTMENT in old Oia
    From $256 per night (USD)

    VRBO

    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 $256 per night (USD)

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  • Illusion Cave Suite (Sea View)
    From $254 per night (USD)

    Expedia

    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 $254 per night (USD)

    Expedia

    Details
  •  TRADITIONAL Cave RESIDENCE in the  heart of old OIA
    From $658 per night (USD)

    VRBO

    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 $658 per night (USD)

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    Details
  • Afoura Houses by K&K -Villa-
    From $745 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 $745 per night (USD)

    Expedia

    Details
  • Private And Secluded Luxury Villa With Pristine Sea/Volcano View
    From $2021 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 $2021 per night (USD)

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  • Superior Suite with Outdoor Hot Tub and Caldera View
    From $577 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 $577 per night (USD)

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    Details
  • Casa Daphne - My Rental Homes
    From $1367 per night (USD)

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    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 $1367 per night (USD)

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  • Elegant Luxurious Villa with a Breathtaking View
    From $1247 per night (USD)

    Expedia

    Elegant Luxurious Villa with a Breathtaking View

    Bedrooms:
    2
    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 $1247 per night (USD)

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    Details
  • Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped.
    From $791 per night (USD)

    VRBO

    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 $791 per night (USD)

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  • Honeymoon Executive Suite on the Caldera & Outdoor Hot Tub
    From $693 per night (USD)

    Expedia

    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 $693 per night (USD)

    Expedia

    Details
  • Sweet l cave house for maximum 5 people in great location with breathtaking view
    From $864 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    1
    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 $864 per night (USD)

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  • Afoura Houses by K&K - Pori
    From $142 per night (USD)

    Expedia

    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 $142 per night (USD)

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    Details
  • Mantilida Villa The Canava
    From $206 per night (USD)

    VRBO

    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 $206 per night (USD)

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  • Real Santorini, Cave House – far from the crowds
    From $222 per night (USD)

    Expedia

    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 $222 per night (USD)

    Expedia

    Details
  • Stunning Caldera View With Jacuzzi In A Fully Renovated Cute Little Cave House!
    From $805 per night (USD)

    VRBO

    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 $805 per night (USD)

    VRBO

    Details
  • il Melograno Traditional Cave House
    From $173 per night (USD)

    Expedia

    il Melograno Traditional Cave House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $173 per night (USD)

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    Details
  • Afoura Houses by K&K - Lino
    From $181 per night (USD)

    VRBO

    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 $181 per night (USD)

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  •  TRADITIONAL STUDIO in the heart of old OIA
    From $367 per night (USD)

    Expedia

    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 $367 per night (USD)

    Expedia

    Details
  • Lydia's House, luxurious villa with indoor heated splash pool and Caldera view
    From $626 per night (USD)

    VRBO

    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 $626 per night (USD)

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    Details
  •  Villa of the 7 Angels Old traditional Winery transformed into a Cycladic  villa
    From $454 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

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

    From $454 per night (USD)

    Expedia

    Details
  • Villa 'EMERALD'- Private Pool & Private Outdoor Heated Hydromassage Spa
    From $1103 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

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

    From $1103 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:
    1
    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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  • AQUA  TERRA LOFT HOUSE, HOT PLUNGE POOL, CALDERA VIEW
    From $924 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 $924 per night (USD)

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  • ANEMOLIA VILLA SANTORINI
    From $435 per night (USD)

    Expedia

    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 $435 per night (USD)

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    Details
  • Luxury Architect Designed Cycladic House
    From $460 per night (USD)

    VRBO

    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 $460 per night (USD)

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  • Gemma villa with Swimming Pool and Sunset View.
    Click For Pricing

    Expedia

    Gemma villa with Swimming Pool and Sunset View.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

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

    Click For Pricing

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  • Cactus Superior Suite | Santorini Heights
    From $808 per night (USD)

    VRBO

    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 $808 per night (USD)

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    Details
  • My Rental Homes - Villa Eros with terraces and an outdoor Jacuzzi plunge pool.
    From $963 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 $963 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 $276 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 $276 per night (USD)

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  • Oia Mansion 4 Bedroom Villa With Panoramic Sunset View
    From $1180 per night (USD)

    VRBO

    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 $1180 per night (USD)

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  • Romantic Villa Expansive View - Car Included
    From $448 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 $448 per night (USD)

    Expedia

    Details
  • Seascape Suite 1, Akrotiri
    From $739 per night (USD)

    VRBO

    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 $739 per night (USD)

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  • Seascape Suite 3, Akrotiri
    From $647 per night (USD)

    Expedia

    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 $647 per night (USD)

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    Details
  • Bluedome Suite with Hot Tub
    From $1155 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 $1155 per night (USD)

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  • Three bedroom villa with Caldera view and heated Jacuzzi pool
    From $1742 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 $1742 per night (USD)

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    Details
  • Alia Mansion by K&K
    From $308 per night (USD)

    VRBO

    Alia Mansion by K&K

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

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

    From $308 per night (USD)

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  • Michelangelo Beach Villa
    From $464 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 $464 per night (USD)

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  • Beautiful Home in Santorini
    From $780 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 $780 per night (USD)

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  • Mantilida villa The Cave
    From $250 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 $250 per night (USD)

    Expedia

    Details
  • Anima Residence by K&K (outdoor jacuzzi)
    From $547 per night (USD)

    VRBO

    Anima Residence 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 $547 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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    Details
  • Holiday house Vothonas for 4 persons with 2 bedrooms - Holiday house
    From $282 per night (USD)

    VRBO

    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 $282 per night (USD)

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  • Canava Emporio, Lovingly restored winery built
    From $479 per night (USD)

    Expedia

    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 $479 per night (USD)

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  • Seahorse Residence and wedding venue  : If you seek only the best !!
    From $4042 per night (USD)

    VRBO

    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 $4042 per night (USD)

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    Details
  • \Dafnes Villa 2\  Private Hydromassage
    From $306 per night (USD)

    Expedia

    \"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 $306 per night (USD)

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    Details
  • \Dafnes Villa 1\  Private Pool
    From $372 per night (USD)

    VRBO

    \"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 $372 per night (USD)

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    Details
  • the Dream honeymoon villa
    From $541 per night (USD)

    Expedia

    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 $541 per night (USD)

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    Details
  • deluxe the Dream villa
    From $805 per night (USD)

    VRBO

    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 $805 per night (USD)

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    Details
  • Hector Cave House Oia Santorini
    From $691 per night (USD)

    Expedia

    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 $691 per night (USD)

    Expedia

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

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

    Bedrooms:
    6
    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 $1386 per night (USD)

    Expedia

    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 $1386 per night (USD)

    Expedia

    Details
  • Afoura Houses by K&K - Olive
    From $154 per night (USD)

    VRBO

    Afoura Houses by K&K - Olive

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

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

    From $154 per night (USD)

    VRBO

    Details
  • Traditional house in middle-age castle of Emporio Santorini
    From $231 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 $231 per night (USD)

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    Details
  • Cozy 2 bedroom Villa with Caldera View and Private Hot Tub
    From $924 per night (USD)

    VRBO

    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 $924 per night (USD)

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    Details
  • Summer Lovers Villa  Private Outdoor Pool  Hot Tub and Panoramic Caldera View
    From $1323 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 $1323 per night (USD)

    Expedia

    Details
  • Artemis Suite with outdoor Jacuzzi, Caldera and Volcano view
    From $1247 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 $1247 per night (USD)

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    Details
  • Azure Suite with Caldera and Volcano view
    From $756 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 $756 per night (USD)

    Expedia

    Details
  • Mystic Luxury Villa With Sea View & Private Outdoor Plunge Pool
    From $774 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 $774 per night (USD)

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    Details
  • 7 Bedroom Luxury Villa with Private Pool - Breakfast incl.,Concierge,Daily Maid
    From $1830 per night (USD)

    Expedia

    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 $1830 per night (USD)

    Expedia

    Details
  • Catamaran cruise with skipper and hostess
    From $1270 per night (USD)

    VRBO

    Catamaran cruise with skipper and hostess

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

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

    From $1270 per night (USD)

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  • 270 Oia's View House IV, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $959 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    2
    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 $959 per night (USD)

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  • Executive Suite Sea View
    From $299 per night (USD)

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    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 $299 per night (USD)

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  • Saligari Villa with private pool & outdoor hot tub
    From $830 per night (USD)

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    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 $830 per night (USD)

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  • 270 Oia's View House III, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $1310 per night (USD)

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    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 $1310 per night (USD)

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  • Kota Villa with private pool
    From $584 per night (USD)

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    Kota Villa with private pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

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

    From $584 per night (USD)

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  • Chelona Villa private pool
    From $695 per night (USD)

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    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 $695 per night (USD)

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  • 2-Bedroom Apt. sea view shared pool
    From $311 per night (USD)

    Expedia

    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 $311 per night (USD)

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    Details
  • 270 Oia's View House I, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $889 per night (USD)

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

    Bedrooms:
    3
    Bathrooms:
    2
    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 $889 per night (USD)

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    Details
  • 270 Oia's View Cavehouse V with private swimming pool
    From $621 per night (USD)

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    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 village of Oia, the Aegean islands and th ...

    From $621 per night (USD)

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  • Adrales Cave House by K&K
    From $516 per night (USD)

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    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 $516 per night (USD)

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  • Calderimi Traditional Family House
    From $164 per night (USD)

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    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 $164 per night (USD)

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    Details
  • AV Sea View Villa with Private Pool - Breakfast included, Concierge, Daily Maid
    From $1101 per night (USD)

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

    Bedrooms:
    3
    Bathrooms:
    4
    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 $1101 per night (USD)

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  • Elysian Two Bedroom Villa with Private Pool with Sea & Sunset View
    From $577 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 $577 per night (USD)

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  • Luxurious private villa with 3 bedrooms, private pool and amazing views
    From $3395 per night (USD)

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    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 $3395 per night (USD)

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  • Private villa in Santorini by Akrorama villas and suites
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    Expedia

    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 ...

    Click For Pricing

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  • Saint John Oia - Private Hideaway Heated Pool Villas Oia
    From $589 per night (USD)

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    Saint John Oia - Private Hideaway Heated Pool Villas Oia

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

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

    From $589 per night (USD)

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  • Le Grand Blue Villa Santorini
    From $497 per night (USD)

    Expedia

    Le Grand Blue Villa Santorini

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    From $497 per night (USD)

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  • 3-Bedroom Apt sea view shared pool
    From $422 per night (USD)

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    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 $422 per night (USD)

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    Details
  • Ruby Premium Suite | Diamond Luxury Suites
    From $716 per night (USD)

    Expedia

    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 $716 per night (USD)

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    Details
  • Als Mansion by K&K
    From $412 per night (USD)

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    Als Mansion by K&K

    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 $412 per night (USD)

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    Details
  • Stunning Caldera Views Villa | Short Walk to Fira |  Villa Quintessence |  Firostefani | Fira
    From $3269 per night (USD)

    Expedia

    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 $3269 per night (USD)

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  • Chef included by Fantasia Villas: Ambassador Villas
    From $2043 per night (USD)

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    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 $2043 per night (USD)

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  • Chef included by Fantasia Villas: San Nicholas Villa
    From $3261 per night (USD)

    Expedia

    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 $3261 per night (USD)

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  • Honeymoon Villa Selini by Fantasia Villas
    From $1478 per night (USD)

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    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 $1478 per night (USD)

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  • stunning windmill villa
    From $544 per night (USD)

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    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 $544 per night (USD)

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  • Old Vourvoulos Houses - Santorini - Stylish House for 4-6!
    From $254 per night (USD)

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

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

    From $254 per night (USD)

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  • Santorini yacht - Yacht in Santorini - Ferretti 55 by Fantasia Villas
    From $1940 per night (USD)

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    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 $1940 per night (USD)

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    Details
  • Santorini Yacht - Yacht in Santorini - Funseeker by Fantasia Villas
    From $2887 per night (USD)

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    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 $2887 per night (USD)

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    Details
  • SWINGING SUNSET villa - Private Swimming pool & Private outdoor heated spa
    From $1282 per night (USD)

    Expedia

    SWINGING SUNSET villa - Private Swimming pool & Private outdoor heated spa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Swinging Sunset Villa is located in the north of Santorini Island in the traditional settlement of Oia (Ia) village. It ...

    From $1282 per night (USD)

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  • 270 Oia's View House II, Private Swimming Pool, outdoor Hot Tub, Sunset View
    From $1467 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

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

    From $1467 per night (USD)

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    Details
  • Luxury Cave Suite, Caldera View, Outdoor heated Jacuzzi
    From $678 per night (USD)

    Expedia

    Luxury Cave Suite, Caldera View, Outdoor heated Jacuzzi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Amazing Cave House, recently renovated, located in Imerovigli village, on the edge of the cliff. It offers panoramic and ...

    From $678 per night (USD)

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    Details
  • Luxury Cave Villa with Outdoor Hot Tub with Sea & Sunset View
    From $462 per night (USD)

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    Luxury Cave Villa with Outdoor Hot Tub with Sea & Sunset View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Luxury Cave villas belong to the Elysian Santorini properties family and are ideal for two guests who want to enjoy the ...

    From $462 per night (USD)

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  • Mardanza Cave House, Mardanza House
    From $574 per night (USD)

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    Mardanza Cave House, Mardanza House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    A traditional cave house at the edge of the cliff, located at the most breath taking spot of the famous Imerovigli, San ...

    From $574 per night (USD)

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  • Villa Aesthesis by Fantasia Villas
    From $1432 per night (USD)

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    Villa Aesthesis by Fantasia Villas

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    1

    This 110 square meter holiday house is positioned within the inclined, volcanic landscape of the traditional town of Fir ...

    From $1432 per night (USD)

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  • SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera
    From $374 per night (USD)

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    SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    For a 360 virtual tour of PARADISE cave house you may visit: https://my.matterport.com/show/?m=F5kKkgpPBiT This beaut ...

    From $374 per night (USD)

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    Details
  • Silver Suite | Outdoor Pool Hot Tub & Panoramic Caldera View
    From $771 per night (USD)

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    Silver Suite | Outdoor Pool Hot Tub & Panoramic Caldera View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Silver Suite is where all your summer dreams come true; an exquisite space inspired by the breath-taking views to th ...

    From $771 per night (USD)

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  • Gold Suite | Private Hot Tub & Panoramic Caldera View
    From $470 per night (USD)

    Expedia

    Gold Suite | Private Hot Tub & Panoramic Caldera View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Gold Suite is the perfect accommodation proposal for up to two couples who seek privacy, romance and sophisticated comfo ...

    From $470 per night (USD)

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    Details
  • Bronze Suite  Indoor Sauna and Private Outdoor Hot Tub
    From $327 per night (USD)

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    Bronze Suite Indoor Sauna and Private Outdoor Hot Tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bronze Suite ensures that you can enjoy all spa treatments and facilities with your loved ones. With the addition of the ...

    From $327 per night (USD)

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    Details
  • Luxury Cave Villa, Caldera View, Outdoor Heated Plunge Pool
    From $882 per night (USD)

    Expedia

    Luxury Cave Villa, Caldera View, Outdoor Heated Plunge Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    With breathtaking views of the caldera and volcano, Ventus Paradiso Private Villa is located on the cliff of Imerovigli ...

    From $882 per night (USD)

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    Details