Book Luxury Monthly Rentals in Oia

We selected the 62 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.

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.

Moonstone Isle

Moonstone Isle

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

Santorini’s diverse history and landscapes make for a truly magical setting. In the northern region, this villa sets the tone for your visit to this incredible island.

Dormant Dreams

Dormant Dreams

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Overlooking the submerged caldera, this coastal villa sits by the sights on Oia's cliffside. You'll find the Blue Domed Church and Santorini Maritime Museum within strolling distance, plus yachts and helicopter trips are available.


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

Explore the 62 most perfect homes in our collection

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Most popular homes in Oia

Angel of the Sky

Angel of the Sky

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

Majestic Mirage

Majestic Mirage

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

The Horizon's Cradle

The Horizon's Cradle

  • 8 guests

  • 3 bedrooms

Monastiri, Oia

Aegean Haven

Aegean Haven

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Santorini Escape

Santorini Escape

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

Eyes of Oia

Eyes of Oia

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Oia, Santorini, Greece, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Oia Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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