Book Luxury Vacation Rentals in Oia

Award-winning homes from £98

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Home spotlights in Oia

Moonstone & Olive

Moonstone & Olive

  • 6 guests

  • 2 bedrooms

Monastiri, Oia

Occupying an enviable spot on Santorini’s northwestern tip, this apartment guarantees an unforgettable family holiday. The home features a private terrace with a covered area for dining, a hot tub and sweeping views of the Caldera and Aegean Sea.

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

Discover the epitome of elegance at Villa Serenity, a stunning luxury villa located at the entrance of Oia Village in Santorini. With its prime location and breathtaking views, this villa offers a serene and unforgettable experience.

Angel of the Sky

Angel of the Sky

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

This apartment is located in the picturesque village of Oia, the most famous village in Santorini. With its traditional narrow streets, blue-domed churches and sun-drenched verandas, Oia offers a serene and beautiful setting for a relaxing retreat.

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Boasting unfettered views of the Aegean Sea, this Cycladic-style house is ideal for anyone who’s looking for a restful stay on Santorini’s northwest coast. The home has a loft apartment, with its own living room, kitchenette, bedroom and bathroom – ideal for teenagers or those who like their privacy.


We selected the top 3% holiday homes in Oia Vacation Rentals

Explore the 62 most perfect homes in our collection

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Most popular homes in Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

Caldera Bliss

Caldera Bliss

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Charming Caldera Retreat

Charming Caldera Retreat

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

The Radiant Muse

The Radiant Muse

  • 7 guests

  • 4 bedrooms

Perivolas, Oia

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

Cave In

Cave In

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Aegean White

Aegean White

  • 6 guests

  • 3 bedrooms

Perivolas, Oia

Drifting Through Dreams

Drifting Through Dreams

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Oia, Santorini, Greece. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Oia Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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