Villas and Vaction Homes in Oia

Perched in Pyrgos, Santorini's highest village, this apartment offers unrivaled panoramic views of the caldera, town, and Oia village, with traditional Greek tavernas and Pyrgos castle just moments away.
This welcoming family-friendly apartment accommodates up to 7 guests and features a shared swimming pool, Jacuzzi, and garden, perfect for enjoying spectacular sunset views, with opportunities for wine tasting at a nearby family-run winery.

Spectacular sea and mountain views define this villa in Oia, Santorini, located 1.3 miles from Katharos Beach and 6.1 miles from the Archaeological Museum of Thera.
This family-friendly, 750 square foot holiday home accommodates up to 9 guests with 2 bedrooms and 1 bathroom, featuring a fully equipped kitchen, air conditioning, and a private terrace perfect for outdoor dining, with airport transfers and car rental services available.

Sunset Villa in Santorini offers unparalleled, unobstructed sunset and bird's eye views of the Santorini Caldera from its expansive private terrace, with the Castle of Oia just a short distance away.
This luxurious 420m2 villa boasts 4 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests with amenities including a state-of-the-art kitchen, a private outdoor Jacuzzi, and automatic climate control.

Located in the tranquil village of Baxedes, Michelangelo Suites offers a peaceful retreat just a 5-minute drive from Oia's renowned sunset views and close to local wineries.
This apartment accommodates up to 4 guests and features a private balcony with village views, a fully equipped kitchen, air conditioning, free WiFi, and an option for suites with outdoor hot tubs, making it an ideal holiday home.

Located just a 6-minute drive from Oia's famous caldera views and a short 6-minute walk to the beach, this villa offers immediate access to the Aegean Sea and breathtaking Santorini sunsets.
This exclusive accommodation features two adjacent villas with a guest capacity of 8, boasting private jacuzzis surrounded by lush greenery, air conditioning, a fridge, and internet for a comfortable and relaxing holiday home experience.

Located in Thólos, Fregata Luxury Villa is 7.6 miles from the Archaeological Museum of Thera and 13 miles from Santorini Port, offering a luxurious holiday home experience with stunning sea views from its private balcony.
This expansive 1670 sq ft villa features 3 bedrooms, 3 bathrooms, and accommodates up to 15 guests with amenities including a private swimming pool, full kitchen, air conditioning, and on-site bicycle and car rental services, perfect for exploring the island.

Located in Oia, this villa is a 14-minute walk from Baxedes Beach and 6.3 miles from the Archaeological Museum of Thera.
This 1290 square foot luxury villa accommodates up to 9 guests with 2 bedrooms, a private pool, hot tub, and a fully equipped kitchen, offering stunning sea views from its terrace and outdoor dining area.

Located in the quiet Imerovigli Community, this mill offers a peaceful retreat just 1.5 miles from Pori Beach and near Koloumbo and Vourvoulos beaches, with Imerovigli's famous sunset only 4 miles away.
This spacious 910 square foot villa, designed as a two-level maisonette, comfortably accommodates up to 6 guests and features a fully equipped kitchen, air conditioning, and a private outdoor patio, making it an ideal holiday home for exploring Santorini.

Perched on the Oia cliffside, this traditional cave house offers direct, full views of the Caldera and Aegean Sea, just steps from the main commercial path and a truly exclusive holiday home experience.
This 1-bedroom, 1-bathroom villa comfortably accommodates up to 4 guests and features a heated outdoor jacuzzi, private veranda, and authentic cave-style architecture for a unique Santorini escape.

Prime Oia location places this newly renovated cave dwelling within minutes of dining and shopping, offering breathtaking, iconic cliffside caldera views.
This welcoming villa accommodates up to 4 guests with a queen bedroom and a loft with two singles, featuring a small kitchen, a full bathroom with a rain shower, and a comfortable living area.

Located in the Santo Image House, an underground lodge in Oia, northern Santorini, this cottage offers unparalleled caldera and sunset views, just a short walk from the iconic Castle of Oia and the Maritime Museum.
This 750 sq ft cottage, accommodating up to 5 guests, features 2 bedrooms, 1 bathroom, air conditioning, a kitchen with a fridge, and a terrace, providing an exceptional holiday home experience with opportunities for scuba diving and sailing nearby.

Located in the historic, protected village of Finikia, this independent house offers a unique cultural experience just a 15-minute walk from Oia.
This fully renovated villa boasts three bedrooms, a spacious living area with an equipped kitchen, and terraces with stunning sea views, providing privacy and comfort for up to 5 guests.

Located just 1.2 miles from the renowned village of Oia, this exclusive villa offers direct access to a beautiful black sandy beach and stunning sunset views.
This one-bedroom holiday home accommodates two guests and features air conditioning, Wi-Fi, a mini-bar, and maid service, making it an ideal beach house retreat.

Located in the central village of Pyrgos, this villa offers breathtaking sea and island views, with unforgettable sunset views from the terrace, and is a 12-minute walk from free parking, putting you close to traditional village restaurants and cafes.
This luxury holiday home accommodates 6 guests in 3 bedrooms, each with a private en-suite bathroom, and features a private interior courtyard for dining, a turret with a plunge pool, modern amenities including internet and televisions, and daily cleaning.

Located in Mesaria, this villa is conveniently situated 1.2 miles from Santorini International Airport, 2.5 miles from the Archaeological Museum of Thera, and 4.1 miles from Santorini Port.
This welcoming holiday home offers 1400 square feet of living space with 2 bedrooms, a fully equipped kitchen, air conditioning, an infinity pool, and a garden, plus complimentary bicycles for exploring the area.

Located in Foinikiá, this villa is just steps from Pori Beach and within 3.8 miles of the Archaeological Museum of Thera and Skaros.
This 1-bedroom holiday home offers a private outdoor swimming pool, a fully equipped kitchen with a dishwasher, and breathtaking sea and mountain views, making it an ideal beach house for your Santorini getaway.

This luxury villa in Santorini offers breathtaking panoramic views of the azure sea and the majestic caldera, likely situated in a prime caldera-facing village such as Oia or Imerovigli, providing unparalleled vistas.
This welcoming holiday home features a private hot tub on an expansive terrace, a well-equipped kitchenette, and accommodates up to 3 guests in its 1 bedroom and 1 bathroom, making it ideal for a relaxing stay.

This villa offers a luxurious stay in Finikia, Santorini, just a ten-minute walk from the Oia caldera and its famous sunset, with convenience stores and local eateries nearby.
Enjoy a private jetted pool with sea and sunset views, two bedrooms with Aegean Sea views, and complimentary Starlink satellite WiFi in this exclusive holiday home, perfect for a party of four.

Located in Oia, this villa is a 16-minute walk to Katharos Beach and 8.7 miles from the Archaeological Museum of Thera.
This luxurious holiday home features 1180 square feet of living space with 2 bedrooms and 2 bathrooms, offering a private balcony with sea views, a swimming pool, jacuzzi, and full kitchen, plus access to snorkeling, cycling, and hiking.

Located in Oia, Villa Meloria offers uninterrupted views of the Aegean Sea and vineyards, just a short distance from the iconic Santorini landscape.
This family-friendly villa, accommodating up to 4 guests, features 2 bedrooms and 2 bathrooms, a fully equipped kitchen, a private swimming pool, and complimentary high-speed Wi-Fi, perfect for a self-catering holiday home experience.