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Villas in Oia and Apartments - Holiday Lettings - Holiday Rentals Oia

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431 Holiday homes

Holiday villa in Oia

Oia villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £342 / night

£2,392 / week

1 / 30

Holiday home in Oia

Oia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £415 / night

£2,904 / week

1 / 23

Oia ski villa to rent.

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £597 / night

£4,180 / week

1 / 30

Home rental in Oia

Oia house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £482 / night

£3,371 / week

1 / 30

Holiday home rental

Oia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £171 / night

£1,194 / week

1 / 24

Oia holiday villa rental

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £462 / night

£3,234 / week

1 / 30

Holiday villa rental

Oia villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from £997 / night

£6,979 / week

1 / 30

Oia holiday villa rental

Oia villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £831 / night

£5,813 / week

1 / 30

Holiday home in Oia

Oia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £460 / night

£3,217 / week

1 / 30

Oia ski home to rent.

Oia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £205 / night

£1,436 / week

1 / 30

Holiday villa in Oia

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £436 / night

£3,052 / week

1 / 20

Holiday villa in Oia

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £413 / night

£2,887 / week

1 / 30

Oia ski villa to rent.

Oia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £224 / night

£1,568 / week

1 / 30

Holiday villa in Oia

Oia villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £705 / night

£4,933 / week

1 / 30

Holiday villa in Oia

Oia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £220 / night

£1,540 / week

1 / 30

Oia ski villa to rent.

Oia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £514 / night

£3,597 / week

1 / 24

Holiday home in Oia

Oia house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £584 / night

£4,086 / week

1 / 17

Holiday villa rental

Oia villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £861 / night

£6,027 / week

1 / 30

Villa rental in Oia

Oia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £317 / night

£2,216 / week

1 / 28

Villa accommodation in Oia

Oia villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £364 / night

£2,546 / week

1 / 30

Oia ski villa to rent.

Oia villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,056 / night

£7,391 / week

1 / 30

Oia holiday home rental

Oia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £515 / night

£3,602 / week

1 / 24

Holiday home in Oia

Oia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £530 / night

£3,707 / week

1 / 30

Holiday villa in Oia

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £441 / night

£3,085 / week

1 / 14

Holiday villa in Oia

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £249 / night

£1,744 / week

1 / 30

Holiday villa rental

Oia villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £227 / night

£1,590 / week

1 / 12

Holiday home in Oia

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £271 / night

£1,892 / week

1 / 19

Oia holiday villa rental

Oia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £637 / night

£4,455 / week

1 / 30

Oia holiday villa rental

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £656 / night

£4,592 / week

1 / 30

Oia holiday villa rental

Oia villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £308 / night

£2,150 / week

1 / 30

Holiday home in Oia

Oia house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £271 / night

£1,892 / week

1 / 22

Holiday home in Oia

Oia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £256 / night

£1,788 / week

1 / 24

Home rental in Oia

Oia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £128 / night

£897 / week

1 / 23

Ski home to rent in Oia

Oia house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £199 / night

£1,392 / week

1 / 30

Villa rental in Oia

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,132 / night

£7,924 / week

1 / 30

Ski villa to rent in Oia

Oia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £723 / night

£5,059 / week

1 / 30

Holiday apartment in Oia

Oia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £191 / night

£1,337 / week

1 / 25

Oia holiday villa rental

Oia villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £220 / night

£1,540 / week

1 / 27

Holiday home letting

Oia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £198 / night

£1,386 / week

1 / 30

Oia ski villa to rent.

Oia villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £747 / night

£5,230 / week

1 / 30

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Oia holidays

It may be a popular destination for cruise ships, but the pretty village of Oia on Santorini has lost none of its charm.

Its location on the caldera affords visitors stunning sea views, with quaint houses nestled in the volcanic rock – a picture perfect location for your break.

About Oia

The island of Santorini is actually formed from the remains of a huge volcanic eruption, which destroyed a single island, creating the caldera and giant lagoon as we see them today.

Oia itself is as popular with artists and photographers as it is with cruise ship passengers and tourists, who come to enjoy this corner of the island of Santorini. Exploring on foot is a must, winding your way up and down the caldera through pretty cobbled streets and past traditional Greek houses and tavernas.

The Mediterranean climate means Santorini is pleasant to visit all year round, but for milder temperatures (and a less crowded atmosphere), April-June or September-October are the best months to explore Oia.

With over 800 holiday rentals in Oia to choose from on Holiday Lettings, you'll find cottages, luxury villas with sea views, and traditional cave houses for an authentic Greek experience.

What to do

Pack your most comfortable shoes, as you’ll want to explore every corner of the caldera!

Ammoudi Port lies some 300 steps below Oia. although it can be a sticky trek down and up again, it’s well worth it for the views of the harbour surrounded by red cliffs. While you’re here, why not take a boat tour to Thirasia, or stop for lunch at a tavern by the water’s edge?

If it’s art and culture you’re looking for, visit the Maritime Museum for a fascinating stroll through the island’s maritime history. Then stop off at Iatis Gallery. You can see the owner creating pottery and handcrafted jewellery – perfect for a souvenir of your trip.

No sunny day is complete without ice cream, and Lolita’s, near the bus station, has a range of classic and more unusual flavours to try – the rosewater is refreshing and so delicious!

Top Oia travel tips

Most of Oia’s attractions are reachable on foot and it’s possible to rent donkeys locally, as well as cars and scooters, if you wish to explore the rest of the island.

Oia is known for its sunsets, and one of the best places to enjoy the view is at one of the tavernas of Ammoudi Bay – here you can also enjoy grilled seafood caught fresh that day. Delicious!

If you decide to come to Santorini off season, try to avoid December to March. It can be cold, wet and windy here, and many businesses shut up shop for the winter.

There are few more charming clifftop villages than Oia, where you can dine on the freshest seafood, enjoy spectacular sunsets and relax in your Holiday Lettings apartment or villa – why not search for your perfect holiday rental, today?

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