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We selected the 40 homes worth renting in this location

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Home spotlights in Oia

Carved In Caldera

Carved In Caldera

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Carved into the cliffs of Oia with stunning views over the deep blue Aegean, this two-bedroom villa is a dreamy holiday home. The whitewashed stone exterior is classic Cycladic style, hiding a cool and chic interior.

Power of the Earth

Power of the Earth

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

This home, perched on a clifftop on Santorini, is a very special place indeed. Based on the island's distinctive architectural style, and with stunning views across the Aegean Sea, it's guaranteed to take your breath away.

Bougainvillea on the Breeze

Bougainvillea on the Breeze

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

If you're looking for something simple, laid-back, but effortlessly luxurious and strikingly beautiful, then look no further than this gorgeous holiday apartment. Offering stunning views over the glittering turquoise waters of the Aegean Sea and the iconic Caldera of Santorini, this home encapsulates many of the things that we love about Greece – and the things that make it one of the most special, enduringly popular destinations in the world.

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.


We selected the top 3% holiday homes in Oia Family Friendly Rentals

Explore the 40 most perfect homes in our collection

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Most popular homes in Oia

Eye to the Sea

Eye to the Sea

  • 5 guests

  • 2 bedrooms

Monastiri, Oia

Azure Perch

Azure Perch

  • 3 guests

  • 1 bedrooms

Perivolas, Oia

Peach Rays

Peach Rays

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

The Way of Bliss

The Way of Bliss

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Cycladic Charm

Cycladic Charm

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Storybook Ending

Storybook Ending

  • 8 guests

  • 3 bedrooms

Perivolas, Oia

Moonstone Isle

Moonstone Isle

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

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Check upcoming rates & availability for Oia Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Oia, Santorini, Greece. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Oia Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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