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Oia holiday homes
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1001 Villa rentals in Oia

Best Oia villas and holiday homes with a pool

Among the 1001 accommodations in Oia, here are the 4 best villas and holiday homes with a pool

Parathyra Cave Houses By Cycladica - Oia
No reviews

Parathyra Cave Houses By Cycladica

house, Santorini
Parathyra Cave Houses by Cycladica offers a unique cave dwelling experience in a secluded area of Santorini, providing convenient access to the island's attractions. This family-friendly villa spans 150 square meters and features air conditioning, a kitchen with a fridge, a swimming pool, a jacuzzi, and a terrace, with complimentary breakfast and in-room coffee/tea facilities available in select rooms.
Koniko Santorini Private Pool Villas - Oia
9.7 17 reviews

Koniko Santorini Private Pool Villas

house, Santorini
Koniko Santorini Private Pool Villas offers a luxurious two-bedroom property, 70 square metres in size, situated 1.9km from Santorini Airport, 7km from Ancient Thera and the Santorini Port, and 4.7km from the Archaeological Museum of Thera.
This self-catering villa boasts a private pool and hot tub (note: hot tub closed March 31, 2026 - December 1, 2025), a sun terrace with stunning sea and mountain views, free Wi-Fi, and convenient access to paid airport shuttle services and on-site car rental.
Cycladic House In Finikia Oia - Oia
No reviews

Cycladic House In Finikia Oia

house, Santorini
House rental. You will stay in Santorini.
Services and facilities: free parking, a kitchen and air conditioning. Take advantage of the terrace in this house in Santorini.
Astrea Suites Villa Finikiasea View - Oia
No reviews

Astrea Suites Villa Finikiasea View

house, Santorini
This Santorini villa is located less than 2 kilometres from Oia Castle, the blue-domed churches of Oia, and the caldera, with Sigalas Winery and Byzantine Castle Ruins also within 2 kilometres.
The two-villa property boasts a seasonal outdoor swimming pool, free Wi-Fi, a concierge service, and is a smoke-free environment, offering guests proximity to Santorini's stunning natural beauty.

Best Oia villas and holiday homes with a kitchen

270 Oias View - Oia
9.8 379 reviews

270 Oias View

house, Santorini
270 Oias View is situated in Oia, a short distance from the village centre, offering panoramic views of the Aegean Sea and the caldera. This property has consistently received excellent ratings for user experience, location, and cleanliness.
The villa features separate bedrooms, each with a private bathroom, and a fully equipped kitchen, offering comfort and privacy. Guests can enjoy a private pool, a terrace with breathtaking views, a spa, and a restaurant, all within the property.
Art Canava Luxury Villas - Oia
9.6 31 reviews

Art Canava Luxury Villas

house, Santorini
Art Canava Luxury Villas, located in Fira, Santorini, offers easy access to Thermis Beach (a 9-minute walk), Santorini Port (4.5km), Akrotiri archaeological site (6km), and the Archaeological Museum of Thera (8.2km).
This 79 square metre villa features a well-equipped kitchenette, air conditioning, a Jacuzzi, a terrace, a garden, and free Wi-Fi; guests also benefit from a concierge service.
Sunset Views From Sideras House In Oia Center - Oia
10 300 reviews

Sunset Views From Sideras House In Oia Center

house, Santorini
This Oia house enjoys a peaceful location on a quiet street, offering easy walking access to Oia's main attractions while being removed from the caldera's many stairs.
The one-bedroom, one-bathroom property sleeps two guests and features a garden, parking, air conditioning, a kitchen with fridge and freezer, a private balcony with stunning sunset views, and access to a shared terrace; nearby are seafarers' houses, offering a glimpse into Oia's history.
Gtk Santorini Oia Sunset Villa Artemis - Oia
9.7 7 reviews

Gtk Santorini Oia Sunset Villa Artemis

house, Santorini
GTK Villa Artemis is located in Finikia, Santorini, a 0.8km walk from the village and a 1.6-2.4km walk from Oia's caldera, offering easy access to both areas.
This one-bedroom villa, sleeping four with a sofa bed, boasts a private jacuzzi with Aegean Sea and vineyard views, a well-equipped kitchen, private parking, and free Wi-Fi; ideal for couples or small families seeking a tranquil Santorini escape.

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Best Oia villas and holiday homes with air conditioning

Feggera Heritage Home: A Peaceful Retreat Near Oia - Oia
9.8 73 reviews

Feggera Heritage Home: A Peaceful Retreat Near Oia

house, Santorini
Feggera Suite, a renovated house in Oia, Santorini, is located at the entrance of Finikia village, a 10-minute walk (approximately 0.8 km) from the caldera offering breathtaking views.
This one-bedroom self-catering property sleeps three, boasting a private terrace with Aegean Sea views, a Cocomat queen-sized bed, a sofa bed, Smart LED Satellite TV, unlimited Wi-Fi, and 24-hour check-in; nearby amenities include restaurants and a mini-market.
Arcadoia - Oia
9.4 6 reviews

Arcadoia

house, Santorini
This Oia holiday home is situated steps from the Tramonto ad Oia sunset viewpoint and Oia's Blue Dome Church, less than 0.4km from the Santorini caldera and Oia Castle.
The property features a kitchenette with a stovetop, free WiFi, an LED TV, a minibar, rainfall shower, and coffee/tea maker; enjoy a peaceful garden and express check-in.
Pano Meria Studio One In Oia - Oia
9.9 433 reviews

Pano Meria Studio One In Oia

house, Santorini
This Oia holiday home, situated in the oldest part of the village next to the Venetian castle and a 0.8km walk from the main bus terminal, offers spectacular caldera and Oia village views.
The self-catering apartment, sleeping two guests in a double bed, includes a kitchen with a fridge, air conditioning, a garden, parking, and one bathroom; a minimum three-night stay is required.
White Grape Suites - Oia
9.2 193 reviews

White Grape Suites

B&B, Santorini
White Grape Suites is located in Oia, a charming village on Santorini's northern tip, just a short distance from Baxedes Beach and within easy reach of the island's main attractions. This guesthouse has received excellent ratings for its cleanliness, location, and overall experience, making it an ideal choice for travellers seeking a peaceful and comfortable stay.
Each room at White Grape Suites has its own private entrance and patio, offering guests a sense of privacy and space to enjoy the stunning sea views. Amenities include air conditioning, free Wi-Fi, a fully equipped kitchenette in select rooms, a sun terrace, and a fitness centre, ensuring a comfortable and enjoyable stay.

Best Oia villas and holiday homes with jacuzzi

Old Castle Oia By Mr And Mrs White - Oia
9.1 1164 reviews

Old Castle Oia By Mr And Mrs White

house, Santorini
Old Castle Oia is a short walk from the famous Oia village, known for its stunning sunsets and charming streets, offering a peaceful escape with breathtaking Aegean Sea views. The property enjoys excellent user, location and cleanliness ratings.
This one-bedroom house features a private outdoor hot tub, a terrace with sunset views and a kitchen with a fridge. Guests can enjoy breakfast served in their suite, relax by the swimming pool or jacuzzi, and benefit from concierge services, a restaurant, room service, and parking.
Kaleidoscope Cave Houses - Oia
9.6 942 reviews

Kaleidoscope Cave Houses

aparthotel, Santorini
Kaleidoscope Cave Houses in Oia is located just 200 metres from the Naval Museum of Oia and 4.2 kilometres from Cape Columbo Beach, offering stunning views of the caldera and the surrounding area. This aparthotel has received excellent ratings for its location, cleanliness, and user experience.
The accommodation is housed in traditional cave houses, providing a unique Santorini experience. Guests can enjoy a range of amenities, including a swimming pool, hot tub, restaurant, fitness centre, and a terrace with views of the caldera.
Church And Cave - Santorini Private Residences - Oia
9.7 75 reviews

Church And Cave - Santorini Private Residences

house, Santorini
Church and Cave - Santorini Private Residences is situated in Mesaria, Santorini, just 1.9 kilometres from Santorini Airport and a short distance from attractions including the Archaeological Museum of Thera, Santorini's port, Ancient Thera, and the Akrotiri archaeological site.
This family-friendly property offers self-catering units with private entrances, hot tubs, free Wi-Fi, swimming pools, and Jacuzzis; family rooms are available, and each unit features air conditioning, a flat-screen TV, and a private patio with outdoor dining.
Hyperion Oia Suites - Oia
9.7 765 reviews

Hyperion Oia Suites

house, Santorini
Hyperion Oia Suites is located in Oia, a short distance from the beach and a 12-mile drive from Santorini Airport and Port, offering stunning views of the caldera and Aegean Sea. The suites have received excellent ratings for location, cleanliness, and user experience.
The suites offer a comfortable living space with a fully equipped kitchen, bedrooms, and a bathroom with a shower. Guests can enjoy modern amenities like air conditioning, a flat-screen satellite TV, and free Wi-Fi, as well as an outdoor heated pool and hot tub, a restaurant, a bar, and a fitness centre.
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