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We selected the 40 homes worth renting in this location

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Home spotlights in Oia

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.

Sweeping Azure

Sweeping Azure

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Looking for a picture-perfect location in Santorini? This whitewashed villa delivers traditional charm with a sea-facing hot tub and panoramic views over hilly Oia.

The Captain's Villa

The Captain's Villa

  • 8 guests

  • 4 bedrooms

Monastiri, Oia

An old sea captain’s house, this mansion of a villa sits in the postcard-perfect town of Oia. This is perhaps Santorini’s most photogenic town, where the classic blue-domed buildings cascade down the hillside towards the sea.

Aegean White

Aegean White

  • 6 guests

  • 3 bedrooms

Perivolas, Oia


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

Cave In

Cave In

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Dormant Dreams

Dormant Dreams

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

The Infinite Sky

The Infinite Sky

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Carved In Caldera

Carved In Caldera

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

A Bit of Blue Skies

A Bit of Blue Skies

  • 7 guests

  • 3 bedrooms

Monastiri, Oia

Eye to the Sea

Eye to the Sea

  • 5 guests

  • 2 bedrooms

Monastiri, Oia

Caldera Cliffs

Caldera Cliffs

  • 2 guests

  • 1 bedrooms

Monastiri, 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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