Book Luxury Monthly Rentals in Oia

We selected the 58 homes worth renting in this location

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Home spotlights in Oia

Azure Perch

Azure Perch

  • 3 guests

  • 1 bedrooms

Perivolas, Oia

Nestled among the craggy cliffs of Santorini, this cosy nook offers a peaceful respite from the hustle and bustle of everyday life. Ideal for romantic retreats and solo getaways alike, the cave-like home boasts sweeping views of the Aegean Sea and a private tucked-away hot tub – all with the benefit of having the island's main town, Oia, on its doorstep.

Santorini Escape

Santorini Escape

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

This compact villa offers open-plan studio-style space which is best suited to a couple, although the two sofa beds in the living area could be used for children. The wow factor here is the spectacular view across the Aegean Sea to the caldera, which can be enjoyed from the private hot tub, balcony and living area.

Caldera Cliffs

Caldera Cliffs

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Feeling like something hand-carved out of Santorini's volcanic cliffs, this cave-styled villa presents an incredibly unique stay in the heart of one of the Greek island's most picturesque villages, Oia. Facing out onto the deep blue of the Aegean ocean, you'll feel like you have your very own cliffside perch to enjoy the wonders of the scenery around.

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.


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

Explore the 58 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

Sweeping Azure

Sweeping Azure

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

The Coastal Igloo

The Coastal Igloo

  • 5 guests

  • 3 bedrooms

Perivolas, Oia

Let's Chill in the Cave

Let's Chill in the Cave

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

Corinthian Base

Corinthian Base

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Aegean White

Aegean White

  • 6 guests

  • 3 bedrooms

Perivolas, Oia

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

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Discover the ultimate collection of luxury Monthly Rentals in Oia, Θήρα, 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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