Villas and Holiday homes in Oia

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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

Caldera Bliss Cave Villa Oia, Santorini Private Terrace Outdoor Hot Tub Breathtaking Caldera Views Traditional Cave-style Luxury Intimate, - Oia
9.5 474 reviews

Caldera Bliss Cave Villa Oia, Santorini Private Terrace Outdoor Hot Tub Breathtaking Caldera Views Traditional Cave-style Luxury Intimate,

house, Santorini
This cave dwelling is situated in Oia, a picturesque village on Santorini, just 14 miles from the port and 15 miles from the ancient site of Thera. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
This Santorini cave villa offers a unique and authentic experience. You'll find a fully equipped kitchen, a private hot tub, and a terrace with stunning sea views. The villa is also close to beaches, restaurants, and local attractions, making it a perfect base for exploring the island.
Casa Di Mare Luxury Villas - Oia
9.7 104 reviews

Casa Di Mare Luxury Villas

house, Santorini
These air-conditioned villas are situated in Imerovigli, a village perched on the caldera rim, just 4 kilometres from Skaros and 8 kilometres from Santorini Airport.
The two-bedroom villas offer spectacular sunrise views of the Aegean Sea and the caldera from their private verandas, along with private hot tubs, barbecues, and fully equipped kitchenettes.
Cycladic House In Finikia Oia - Oia
9.9 11 reviews

Cycladic House In Finikia Oia

house, Santorini
This Cycladic house in Finikia, Oia, Santorini, is situated 3.1km from Katharos Beach and 2.1km from Baxedes Beach, offering easy access to swimming and sunbathing, and is 11.7km from Santorini Airport and 21km from Santorini Port.
This 30 square metre property boasts one bedroom, one bathroom, sleeps three guests, and features a private pool with stunning views, a fully equipped kitchen, a terrace with sea views, and a hot tub; nearby attractions include the Archaeological Museum of Thera (11.7km).
Sophia Castle View - Oia
8.6 681 reviews

Sophia Castle View

house, Santorini
Sophia Castle View is a charming house in Oia, a picturesque village renowned for its stunning sunsets and charming architecture, just a short walk from Katharos Beach and a 15-minute drive from Santorini Port. The property has received consistently high ratings for its location, cleanliness, and overall experience.
The house has one bedroom and one bathroom, making it perfect for couples or solo travellers. Guests can enjoy a variety of amenities including a private terrace with sea views, a hot tub, a fully equipped kitchenette, air conditioning, and free Wi-Fi.

Best Oia villas and holiday homes with a kitchen

Palm Tree Hill - Oia
9.3 71 reviews

Palm Tree Hill

house, Santorini
Palm Tree Hill is located in the village of Foinikia, a peaceful setting just 11 miles from Athinios Port and 9.3 miles from Santorini Airport, offering stunning views of the Aegean Sea and nearby islands. This house consistently receives excellent ratings for cleanliness and user experience, with a very good location rating.
The property is a comfortable 50 square metre dwelling with one bathroom, perfect for a family getaway. Guests can enjoy a range of amenities including a terrace or balcony, a garden, free Wi-Fi, air conditioning, and a kitchen with a fridge, as well as access to concierge and room service.
Oia Waves Cave Houses - Oia
9.5 119 reviews

Oia Waves Cave Houses

house, Santorini
Oia Waves by SV, a recently renovated 1951 property in Oia village, Santorini, is a 14-minute walk from Katharos Beach and 14.5 kilometres from the Archaeological Museum of Thera.
This Santorini holiday home offers sea views, a jacuzzi, free Wi-Fi, a continental breakfast, and on-site car rental, with diving and fishing opportunities nearby, all within easy reach of Santorini (Thira) Airport (17.7 km).
Aetheroia Suites - Lithos - Oia
10 43 reviews

Aetheroia Suites - Lithos

house, Santorini
This modern one-bedroom house, part of a new 2025 development in Oia, Santorini, is located just 0.05km from the caldera, offering stunning views.
The property sleeps six, boasting a queen-size bed, two sofa beds, a well-equipped kitchen with fridge and microwave, a private hot tub, Starlink WiFi, and an Android Smart TV; enjoy caldera views and the nearby attractions of Oia.
Luxury Santorini Villa Villa Elysian Tessera Private Pool 1 Bedroom - Oia
No reviews

Luxury Santorini Villa Villa Elysian Tessera Private Pool 1 Bedroom

house, Santorini
Villa Elysian Tessera, a luxury Santorini villa in Foinikiá, is situated approximately 9km from Santorini Airport (JTR) and 8.8km from the Archaeological Museum of Fira, offering easy access to Oia and nearby beaches.
This one-bedroom, one-bathroom property boasts a private pool with sea views, a fully equipped kitchen, air conditioning, Wi-Fi, and a terrace; guests can enjoy cycling nearby and explore attractions such as Ancient Thera and Akrotiri, both within a 20km radius.

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Best Oia villas and holiday homes with air conditioning

Spirtea Villa Oia Santorini - Oia
10 71 reviews

Spirtea Villa Oia Santorini

house, Santorini
This two-bedroom Santorini house is situated in Oia, a 15-minute walk (approximately 1.2km) from Oia's town centre and a 2-minute walk (approximately 0.16km) from a bus stop.
The property offers a peaceful atmosphere, sunset balcony views, private parking, and sleeps up to five guests, boasting a kitchen with a fridge, air conditioning, and a garden.
Casa Paradiso Private Villas - Oia
9.9 118 reviews

Casa Paradiso Private Villas

house, Santorini
This luxury villa, named Casa Paradiso, is situated in Oia, Santorini, a mere 6-minute walk from the caldera and sunset views, and 7 minutes on foot from Oia's restaurants and bars.
This brand-new 2024 property offers a private heated jacuzzi and terrace with unobstructed Aegean Sea views, private parking, and accommodates up to 3 guests with amenities including air conditioning and a swimming pool.
Amarie House With Sea View & Sunset View - Oia
10 91 reviews

Amarie House With Sea View & Sunset View

house, Santorini
Amarie House, a three-bedroom property in Oia, Santorini, offers stunning sea and sunset views, a short 2.6km walk from Katharos Beach and approximately 22.5km from Santorini Port and Ancient Thera.
This 100 square metre villa boasts a fully equipped kitchen, private parking, Wi-Fi, air conditioning, a terrace, garden, and concierge service, comfortably sleeping up to six guests and providing easy access to local shuttle and car rental services.
Oia Breeze House - Oia
9.3 26 reviews

Oia Breeze House

house, Santorini
Oia Breeze House offers a self-catering property in Oia, Santorini, a short walk from the Naval Museum of Oia and a 15-minute walk (approximately 1.5km) from Katharos Beach, with major attractions such as the Archaeological Museum of Thera within a 14-26km radius.
This two-bedroom, two-bathroom villa provides 55 square metres of space, sleeping up to nine guests and boasting a fully equipped kitchen, air conditioning, a private terrace, and free Wi-Fi.

Best Oia villas and holiday homes with jacuzzi

Beautiful Oia Villa Spectacular Sea Views Sunset & Caldera Views Aegean - Oia
9.6 247 reviews

Beautiful Oia Villa Spectacular Sea Views Sunset & Caldera Views Aegean

house, Santorini
This Aegean Serenity Villa is situated in Oia, a short walk from Katharos Beach and within 15 kilometres of the Archaeological Museum of Thera, Santorini Port, and Ancient Thera. It has received excellent ratings for user experience, location, and cleanliness.
This 4-bedroom property is ideal for families or groups of friends. Guests can enjoy a fully equipped kitchen, a hot tub, free Wi-Fi, a concierge service, a terrace with stunning sea views, and a garden.
Namaste Suites By Oias Local Cavehouses - Oia
9.7 848 reviews

Namaste Suites By Oias Local Cavehouses

house, Santorini
Caldera Houses Oia is situated in the village of Oia, a 16-minute walk from Katharos Beach and 14.5 kilometres from the Archaeological Museum of Thera. The accommodation has received excellent reviews for its location, cleanliness, and overall user experience.
The property offers a range of amenities, including a private hot tub, a fully equipped kitchen, air conditioning, and a swimming pool. Guests can enjoy stunning views from the terrace, relax in the spa, or take advantage of the concierge and room service.
Villa Orpheus Santorini - Oia
9.7 53 reviews

Villa Orpheus Santorini

house, Santorini
Villa Orpheus Santorini, located in Megalochori, is an 8-minute walk from Thermis Beach, 4.5km from Santorini Port, and offers easy access to Akrotiri and the Archaeological Museum of Thera.
This two-bedroom villa sleeps nine, boasts a private plunge pool (hot tub currently closed), a terrace with stunning sea and mountain views, free Wi-Fi, and airport transfers, plus a fully equipped kitchen and tennis court.
Santorini 180 Degrees - Oia
9.8 65 reviews

Santorini 180 Degrees

house, Santorini
This Santorini property is situated in Pyrgos, just 5.3 km from Santorini Port and 8.2 km from Ancient Thera, offering a peaceful escape from the bustling tourist areas. It has received excellent ratings for user experience, location and cleanliness.
The two-bedroom villa spans 100 square metres and includes a fully equipped kitchen, a private balcony, a sun terrace, a hot tub, a garden, parking, and air conditioning. Guests can enjoy sea views, relax in the soundproof room with a fireplace, and dine al fresco in the outdoor dining area.
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