Rent Oia Homes with Swimming Pools

We selected the 568 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.

Set The Bar

Set The Bar

  • 4 guests

  • 2 bedrooms

Vourvoulos, Santorini

Summer in Santorini is lived outdoors. And at this particular villa, you're well catered for when it comes to comfortable alfresco areas – including several poolside sun loungers, an outside bar and a veranda terrace, complete with covered seating, a built-in barbecue and a dining table with enough space for extra guests.

Soothe My Soul

Soothe My Soul

  • 4 guests

  • 2 bedrooms

Santorini, Greece

There's an awe-inspiring stillness to this place that undoubtedly brings blissful serenity and a refreshed state of mind from the moment you step foot on its elevated terrace overlooking the Aegean Sea. While undeniably beautiful interiors present a truly comfortable space to relax inside, it seems somewhat of a waste when we are ninety-nine percent sure you'll want to spend most of your time outside on the villa's surrounding patio.

Storybook Ending

Storybook Ending

  • 8 guests

  • 3 bedrooms

Perivolas, Oia

We defy you not to be impressed by this beautifully-appointed villa overlooking the deep blues of the Aegean and the picturesque village of Oia, just 500m from your doorstep. Kitted out with several terraces and a bubbling jacuzzi plunge pool, when it comes to relaxation and tranquility, you couldn't wish for a more idyllic set up.


We selected the top 3% holiday homes in Oia Homes with Swimming Pools

Explore the 568 most perfect homes in our collection

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Most popular homes in Oia

The Captain's Villa

The Captain's Villa

  • 8 guests

  • 4 bedrooms

Monastiri, Oia

Santorini Serenade

Santorini Serenade

  • 4 guests

  • 1 bedrooms

Santorini, Greece

Moonstone Isle

Moonstone Isle

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

Eternal Blue

Eternal Blue

  • 2 guests

  • 1 bedrooms

Santorini, Greece

Golden Shades

Golden Shades

  • 4 guests

  • 2 bedrooms

Santorini, Greece

The Beautiful Blue

The Beautiful Blue

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

Cocooning Waves

Cocooning Waves

  • 2 guests

  • 1 bedrooms

Santorini, Greece

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Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Oia, Santorini, Greece. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Oia Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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