
Oia
09/13 – 09/17
$232/nighttotal: $928 (4 )
The Cave-volcano View
2 2apartment, Santorini
Perched directly on Santorini's famous Caldera Cliffs in Oia, this unique cave house offers unparalleled sea, caldera, and volcano views from its private balcony, located just a short walk from Oia's main pedestrian pathway and 7 minutes from the village center.
This exclusive villa accommodates up to 3 guests across 2 bedrooms and 1 bathroom, featuring traditional Santorini architecture, a furnished balcony perfect for enjoying the view, and daily maid and porter services for a comfortable stay.
This exclusive villa accommodates up to 3 guests across 2 bedrooms and 1 bathroom, featuring traditional Santorini architecture, a furnished balcony perfect for enjoying the view, and daily maid and porter services for a comfortable stay.

Oia
06/07 – 06/11
$223/nighttotal: $892 (4 )
Villa Of The 7 Angels (New Listing) Old Winery Transformed To A Cycladic Villa
1 2house, Santorini
Located in Finikia, a traditional village just a short walk from Oia, this authentic 18th-century renovated winery offers stunning sea and vineyard views, placing you close to the Santorini Caldera and Kamari Beach.
This expansive 1450 sq ft villa features two independent living spaces, private terraces, and a garden, providing ample room and unique architectural elements for an unforgettable stay, with nearby opportunities for jet skiing, kayaking, hiking, and rock climbing.
This expansive 1450 sq ft villa features two independent living spaces, private terraces, and a garden, providing ample room and unique architectural elements for an unforgettable stay, with nearby opportunities for jet skiing, kayaking, hiking, and rock climbing.

Oia
09/13 – 09/17
$291/nighttotal: $1164 (4 )
Thetis Cave Houses
1 2house, Santorini
Located in Oia, this villa is steps from Tramonto ad Oia and Oia Blue Dome Church Viewpoint, placing you within a 5-minute walk of Santorini Caldera and Oia Castle.
This holiday home offers complimentary WiFi, a kitchenette with a stovetop, daily housekeeping, and tour assistance, providing a peaceful retreat with private yards.
This holiday home offers complimentary WiFi, a kitchenette with a stovetop, daily housekeeping, and tour assistance, providing a peaceful retreat with private yards.

Oia
06/07 – 06/11
$196/nighttotal: $784 (4 )
Gemini Cave Tzimara ,With Mini Plunge Pool And Hot Tub
2 2house, Santorini
Gemini Cave Tzimara, a welcoming villa in Oia, Santorini, offers stunning sea views and is located 1.3 miles from Baxedes Beach and 7 miles from the Archaeological Museum of Thera.
This 690 square feet holiday home accommodates up to 7 guests with 2 bedrooms and features a private mini plunge pool, hot tub, fully equipped kitchen, and complimentary WiFi.
This 690 square feet holiday home accommodates up to 7 guests with 2 bedrooms and features a private mini plunge pool, hot tub, fully equipped kitchen, and complimentary WiFi.

Oia
09/13 – 09/17
$1144/nighttotal: $4576 (4 )
Oia Mansion
1 2apartment, Santorini
Iconic Oia Mansion, a historic landmark offering uninterrupted ocean views, is situated in the renowned village of Oia, Santorini, just 1000 feet from its famed sunset viewpoints and Cycladic architecture.
This luxurious 4-bedroom apartment provides a family-friendly retreat with a jacuzzi, private balconies, and a garden, alongside a full kitchen, air conditioning, and concierge services, making it an excellent holiday home option.
This luxurious 4-bedroom apartment provides a family-friendly retreat with a jacuzzi, private balconies, and a garden, alongside a full kitchen, air conditioning, and concierge services, making it an excellent holiday home option.

Oia
04/20 – 04/27
$382/nighttotal: $2674 (7 )
The "It" Cave At The Blue Dome
2 4troglodyte, Santorini
Perched in Oia, Santorini, this luxurious troglodyte villa offers exclusive access to the iconic blue dome and breathtaking caldera views, just 20 steps from the highest point of the cliffs.
This exceptional holiday home accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a private rooftop terrace, a fully equipped kitchen, and air conditioning, all within steps of Oia's premier shops and restaurants.
This exceptional holiday home accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a private rooftop terrace, a fully equipped kitchen, and air conditioning, all within steps of Oia's premier shops and restaurants.

Oia
03/21 – 03/28
$125/nighttotal: $875 (7 )
Gtk Santorini Oia Sunset Villa Erato
1 2house, Santorini
GTK VILLA Erato is located in Finikia, a traditional village, offering a 5-minute walk to the village center and a 20-25 minute walk to the Oia caldera, providing an authentic Santorini experience.
This welcoming villa boasts a private terrace with a warm jacuzzi, air conditioning, a fully equipped kitchen, and free WiFi, accommodating up to 4 guests and featuring private parking.
This welcoming villa boasts a private terrace with a warm jacuzzi, air conditioning, a fully equipped kitchen, and free WiFi, accommodating up to 4 guests and featuring private parking.

Oia
03/21 – 03/28
$209/nighttotal: $1463 (7 )
Alafouzou Cave Loft
1 2house, Santorini
Experience a luxurious cave house villa in Santorini, situated near iconic Oia Castle and Ancient Thira, with the stunning Santorini Caldera and Kamari Beach just a short distance away.
This exclusive holiday home offers 970 square feet of living space, accommodating up to 5 guests with 2 bedrooms and 2 bathrooms, featuring an open-plan living area, a well-equipped kitchen, and a terrace perfect for enjoying the Mediterranean air.
This exclusive holiday home offers 970 square feet of living space, accommodating up to 5 guests with 2 bedrooms and 2 bathrooms, featuring an open-plan living area, a well-equipped kitchen, and a terrace perfect for enjoying the Mediterranean air.

Oia
04/20 – 04/27
$361/nighttotal: $2527 (7 )
Alius Residence By K&k
1 4apartment, Santorini
Located in Oia, Alius Residence offers an extraordinary caldera view and is close to Oia Castle and Ancient Thira, just 0.5 miles away.
This 560 sq ft apartment accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a kitchen with a fridge, air conditioning, and a terrace perfect for enjoying the island's unique scenery, making it an ideal holiday home.
This 560 sq ft apartment accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a kitchen with a fridge, air conditioning, and a terrace perfect for enjoying the island's unique scenery, making it an ideal holiday home.

Oia
08/15 – 08/18
$279/nighttotal: $837 (3 )
Kostantinos House-volcano View
1 2apartment, Santorini
Spectacular cliffside apartment in Oia, Santorini, offers unparalleled panoramic views of the caldera and volcano from its private veranda, just a 5-minute walk from the village center and 10 minutes from public transport.
This unique cave house villa provides luxurious accommodation for up to 4 guests, featuring 1 bedroom, 1 bathroom, a fully equipped kitchen, daily maid service, complimentary Wi-Fi, and arrangement services for island tours, making it an ideal holiday home.
This unique cave house villa provides luxurious accommodation for up to 4 guests, featuring 1 bedroom, 1 bathroom, a fully equipped kitchen, daily maid service, complimentary Wi-Fi, and arrangement services for island tours, making it an ideal holiday home.

Oia
07/16 – 07/31
$219/nighttotal: $3285 (15 )
Expectation Villa Oia Santorini
2 3house, Santorini
Experience breathtaking sunset views from the private balcony of this exceptional villa, located just a 15-minute scenic walk from the renowned center of Oia, Santorini, with a bus stop only two minutes away and mini-markets conveniently close.
This welcoming holiday home accommodates up to 5 guests across 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and espresso machine, air conditioning, internet-connected TV, a garden, and private parking.
This welcoming holiday home accommodates up to 5 guests across 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and espresso machine, air conditioning, internet-connected TV, a garden, and private parking.

Oia
06/26 – 06/28
$252/nighttotal: $504 (2 )
Anelia House
1 2apartment, Santorini
Offering unparalleled sunset views directly from its balcony, this apartment is located in Ammoudi Bay, just below the iconic village of Oia, providing direct access to the sea and waterfront tavernas.
This 484 sq ft, two-level residence features a comfortable open-plan living area with a kitchenette, one bedroom, and accommodates up to three guests, with amenities including complimentary Wi-Fi, air conditioning, and daily maid service, making it an ideal holiday home.
This 484 sq ft, two-level residence features a comfortable open-plan living area with a kitchenette, one bedroom, and accommodates up to three guests, with amenities including complimentary Wi-Fi, air conditioning, and daily maid service, making it an ideal holiday home.







