Villas and Vaction Homes in Oia

Located in Finikia, this renovated 19th-century winemakers villa is a 15-minute walk from Oia, famous for its iconic sunsets.
This 650 sq ft house offers vaulted ceilings, a fully equipped kitchen with a dishwasher, and a shared terrace with vineyard and Aegean Sea views, accommodating up to 3 guests.

Located in Oia's oldest inhabited area, this house offers prime positioning adjacent to the historic Venetian castle, providing spectacular, unobstructed caldera views and exceptional proximity to Oia's shopping and dining scene.
This 1-bedroom, 1-bathroom holiday home accommodates up to 4 guests and features self-catering facilities with a fridge, air conditioning, and a garden, plus complimentary breakfast provisions and convenient access to two supermarkets within a 5-minute walk and the main bus terminal for island exploration.

Offering a secluded sandy beach within walking distance, this villa is located in Santorini's countryside, midway between Fira and Oia, each a 10-minute drive away.
This 540 square foot holiday home accommodates up to 4 guests with 1 bedroom and 2 bathrooms, featuring a private patio with sea views, a day bed, hammock, and access to a resort's swimming pool and restaurant.

Steps from the iconic Three Domes landmark in Oia, Santorini, this troglodyte offers an exclusive sanctuary with postcard-perfect views of the volcanic caldera and the Aegean Sea, blending Cycladic tradition with modern luxury.
This exceptional villa accommodates two guests with one bedroom and one bathroom, featuring a private furnished patio, air conditioning, a fridge, a freezer, and daily housekeeping, with convenient airport transfers and car rentals available for exploring the nearby cafés, bars, and top-rated restaurants.

Located in Oia, this villa is just 165 feet from Santorini's iconic caldera, offering unparalleled views and a prime position within a new development completed in 2025.
This welcoming holiday home accommodates up to four guests with one bedroom featuring a queen bed and Smart TV, a living room with two sofa beds and another Smart TV, a well-equipped kitchen, high-speed Starlink WiFi, air conditioning, and a private outdoor hot tub for ultimate relaxation.

Set amidst a serene vineyard in the Baxedes area, this welcoming villa is located just 4 kilometers from the cosmopolitan village of Oia and a short distance from Baxedes beach, offering a tranquil escape on Santorini.
This elegantly decorated 55 sq.m. holiday home comfortably accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, and a spacious yard with seating and views of the Foinikia settlement, with hosts available on-site for your needs and potential participation in local vine tending or wine production.

Just 164 feet from the iconic Santorini caldera and its breathtaking vistas, this modern Oia villa offers unparalleled sea views from its prime location.
This luxurious holiday home accommodates up to 4 guests with 1 bedroom, 2 bathrooms, and features a private hot tub, a well-equipped kitchen, and complimentary high-speed Starlink WiFi.

Villa Matilde Volcano View offers a prime Oia location with direct volcano views, situated a 3-minute walk from the Naval Museum of Oia and 14 minutes from Katharos Beach, with the Archaeological Museum of Thera 8.8 miles away.
This 750 sq ft villa comfortably accommodates up to 11 guests with 1 bedroom and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, and an in-unit washing machine for a convenient holiday home experience.

Located in Foinikiá, this villa is just steps from Pori Beach and within a few miles of Skaros (3.5 miles), Megaro Gyzi (3.7 miles), and the Archaeological Museum of Thera (3.8 miles).
This holiday home offers an exclusive private outdoor pool, a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary Wi-Fi, and on-site parking.

Centrally located in a prime Santorini district, this stylish villa offers convenient access to local landmarks and attractions, making it an ideal base for discovering the island's renowned beauty and culture.
This welcoming holiday home accommodates up to 8 guests with 1 bedroom and 2 bathrooms, featuring air conditioning, a full kitchen with a fridge, freezer, and microwave, and a garden for a memorable stay.

White Swallow Suite Santorini, a recently renovated vacation home, is located in Vourvoulos, offering sea and mountain views, 1.4 miles from the Archaeological Museum of Thera and 7.3 miles from Santorini Port.
This 540 sq ft villa accommodates up to 7 guests with 1 bedroom and 1 bathroom, featuring air conditioning, a fully equipped kitchen with a microwave, and an outdoor dining area on its sun terrace, with complimentary WiFi and shuttle service available.

Located in the exclusive Armeni Bay below Oia, this villa offers a unique, car-inaccessible setting with direct access to a volcanic pebble beach, just a short boat ride to Ammoudi Bay and Oia village.
This three-level beach house accommodates up to 7 guests and features a private seafront terrace, kayaks for exploring, and a private boat service for transport, ensuring an unforgettable holiday home experience.

Located in Vourvoulos, this villa is 2.3 miles from the Archaeological Museum of Thera and 1.6 miles from Skaros, offering convenient access to Santorini's key attractions.
Boasting 1180 square feet, this family-friendly holiday home features 2 bedrooms, 2 bathrooms, and a capacity for 11 guests, complemented by a private terrace, garden, swimming pool, jacuzzi, and a fully equipped kitchen.

Located in Imerovigli, Santorini, this villa boasts stunning sea views and is situated 1.7 miles from the Archaeological Museum of Thera and 7.6 miles from Santorini Port.
This luxurious villa offers 320 square feet of living space, featuring air conditioning, a swimming pool, a jacuzzi, and a terrace, making it an ideal holiday home for families.

Located in Imerovigli, this villa is a short walk from Skaros and 1.1 miles from the Archaeological Museum of Thera and Megaro Gyzi.
This recently renovated villa offers 1860 square feet of living space with 2 bedrooms, accommodating up to 10 guests with a private terrace featuring pool views and outdoor furniture, plus complimentary WiFi.

Located 700 meters from Oia central, this traditional Santorini residence offers a prime position for exploring the island, with Baxedes beach just 1.5 miles away and Cape Coloumbos 3 miles distant.
This 968 sq ft villa boasts three autonomous bedrooms, accommodating up to 8 guests, and features a heated Jacuzzi pool on the roof garden with panoramic sea and sunset views, alongside daily maid service.

Just 600 meters from the beach, Christina's Villa offers a secluded escape between Oia and Fira, providing uninterrupted views of the Aegean Sea and a unique sunrise experience.
This exclusive villa, accommodating up to 4 guests, boasts 2 bedrooms and 2 bathrooms, an infinity swimming pool, a garden, and a kitchen equipped with a fridge and freezer, ensuring a soulful atmosphere for your true island lifestyle holiday.

Centrally located in Santorini, this villa is a 10-minute walk from Santorini Caldera, Oia Blue Dome Church Viewpoint, Panagia Platsani Church, and Tramonto ad Oia.
This vacation home offers air conditioning, a kitchen with a fridge, a private hot tub, and complimentary WiFi in public areas, with each of the two homes featuring two bedrooms and smart TVs.

Centrally located in Santorini, this villa is a short distance from Oia Castle and Ancient Thira, offering convenient access to the Santorini Caldera and Kamari Beach.
This holiday home features a private terrace, a swimming pool, and an expansive yard, accommodating up to 6 guests with 2 bedrooms and 2 bathrooms, complete with air conditioning and Wi-Fi.

Located in the traditional settlement of Foinikia, this villa is just a 15-minute walk from Oia's center, offering spectacular Aegean Sea views and proximity to renowned local restaurants.
This newly built 2021 villa, accommodating up to 4 guests, boasts a private swimming pool, Jacuzzi, air conditioning, and a fully equipped kitchen, making it an ideal holiday home for exploring Santorini.