Book Luxury Monthly Rentals in Oia

We selected the 62 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Oia

Caldera Bliss

Caldera Bliss

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

The Caldera Bliss villa is a stunning and unique haven located in Oia, Santorini. Perched atop the ancient castle, it offers an extraordinary view of the caldera landscape.

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.

Sweet Peony

Sweet Peony

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

200 years ago, this windmill produced bread for the whole of Santorini. Today, it’s a dreamy retreat just for two.

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.


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

Explore the 62 most perfect homes in our collection

View on map

Most popular homes in Oia

Angel of the Sky

Angel of the Sky

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

Light of the Moon

Light of the Moon

  • 4 guests

  • 2 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

Moonstone Isle

Moonstone Isle

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

The Beautiful Blue

The Beautiful Blue

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

View all

Check upcoming rates & availability for Oia Monthly Rentals


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.

Search Our Collection