Book Luxury Holiday Rentals in Oia

Award-winning homes from £98

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Home spotlights in Oia

Postcard from Oia

Postcard from Oia

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Sweeping views of the Caldera and Aegean Sea take all the glory at this Santorini hideaway for two, set in the traditional village of Oia. Part of an exclusive suite complex, a small shared pool offers knockout sunsets panoramas, and breakfast is taken care of at the communal poolside terrace.

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 Beautiful Blue

The Beautiful Blue

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

A stay on the serene island of Santorini is made even more special when you choose this glorious villa. Based in the peaceful village of Oia, you'll be within easy reach of some magnificent beaches here – and although there's no kitchen, the great location means you're within walking distance of some fabulous restaurants too.

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.


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

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

Light of the Moon

Light of the Moon

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Whispering Moon

Whispering Moon

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Santorini Close-Ups

Santorini Close-Ups

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Azure Perch

Azure Perch

  • 3 guests

  • 1 bedrooms

Perivolas, Oia

Caldera Bliss

Caldera Bliss

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Moonstone & Olive

Moonstone & Olive

  • 6 guests

  • 2 bedrooms

Monastiri, Oia

Aegean Haven

Aegean Haven

  • 2 guests

  • 1 bedrooms

Monastiri, 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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