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Book Luxury Holiday Rentals in Oia

Award-winning homes from £98

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Home spotlights in Oia

Drifting Through Dreams

Drifting Through Dreams

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

If a trip to Santorini is top of your holiday wishlist, then we have the perfect place for you to stay. This traditional cave home is built right into the cliff, and offers stunning views across the Aegean Sea, along with easy access to the village of Oia and beyond.

Eyes of Oia

Eyes of Oia

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

With its stunning views over the southern Aegean Sea, this petite yet perfectly scenic home is just the ticket for those looking to explore dreamy Oia and the island of Santorini’s many picturesque sights. Inside, typical Cycladic architecture makes a beautiful welcome with whitewashed walls and curved ceilings, while its contemporary decor offers all the comforts you could need.

Volcano View

Volcano View

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

This home, part of a small complex of villas, is perfectly positioned to make the most of Santorini's stunning coastline. Whether you're travelling alone or as part of a couple, you're sure to fall in love with this magical spot, and make some lasting memories.

The Radiant Muse

The Radiant Muse

  • 7 guests

  • 4 bedrooms

Perivolas, Oia

There are some homes that stand out – not because they are filled with flashy features, but because they have a unique and authentic quality that can’t be replicated. And this home, sitting on the clifftops of Oia, has the kind of atmosphere that just makes you smile.


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

Explore the 62 most perfect homes in our collection

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Most popular homes in Oia

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

Sanctuary of Solitude

Sanctuary of Solitude

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Boho Retreat

Boho Retreat

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Caldera Cliffs

Caldera Cliffs

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

All In White

All In White

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Santorini Escape

Santorini Escape

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Oia, Santorini, Greece. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Oia, Santorini, Greece has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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