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

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817 Holiday homes

Home rental in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 3

from £430 / night

£3,010 / week

1 / 76

Holiday villa in Oia

Oia villa

1 bedroom • 2 bathrooms • sleeps 3

from £373 / night

£2,609 / week

1 / 15

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 3

from £134 / night

£908 - £1,142 / week

1 / 21

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 3

from £134 / night

£908 - £1,142 / week

1 / 19

Villa accommodation in Oia

Oia villa

2 bedrooms • 2 bathrooms • sleeps 8

from £172 / night

£1,204 / week

1 / 52

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £134 / night

£753 / week

1 / 16

Holiday villa with swimming pool in Oia

Oia villa

3 bedrooms • 3 bathrooms • sleeps 8

from £325 / night

£2,274 / week

1 / 46

Oia holiday home rental

Oia house

3 bedrooms • 2 bathrooms • sleeps 6

from £469 / night

£3,277 / week

1 / 19

Holiday villa in Oia

Oia villa

2 bedrooms • 1 bathroom • sleeps 5

from £191 / night

£1,147 / week

1 / 20

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £134 / night

£841 / week

1 / 12

Holiday hotel apartment accommodation

Oia hotel apartment

2 bedrooms • 1 bathroom • sleeps 5

from £335 / night

£2,341 - £3,144 / week

1 / 28

Holiday villa in Oia

Oia villa

2 bedrooms • 3 bathrooms • sleeps 6

from £707 / night

£4,949 / week

1 / 24

Holiday villa in Oia

Oia villa

1 bedroom • 1 bathroom • sleeps 4

from £277 / night

£1,940 / week

1 / 23

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 3

from £152 / night

£1,064 / week

1 / 23

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £91 / night

£636 / week

1 / 34

Holiday home in Oia

Oia house

3 bedrooms • 3 bathrooms • sleeps 10

“Breathtaking view...” My husband and I stayed here on our honeymoon. It was exactly what you would expect from a cliff-side place in Santorini! Really incredible view from the balcony where we spent many hours sitting and soaking it all in. Anastasia and her husband were so kind and accommodating. The only thing I would let people know about is the stairs, it's 148 to the top - my husband and I are in good shape but even so it was a bit much. Also there is no air conditioning, I think we were in town during a particularly warm spell and we spent a lot of time at the apartment. The fans kept us comfortable at night though. We loved our trip to charming Santorini.

from £58 / night

£469 - £2,341 / week

1 / 36

Villa rental in Oia

Oia villa

2 bedrooms • 1 bathroom • sleeps 4

“The ultimate getaway!” This Greek cave house has a breath-taking view, unrivaled sunsets and Oia, was the perfect place to experience Greek hospitality and an amazing holiday. My friends and I stayed at 'Santorini Paradise' for approximately one week and would certainly recommend it. Maria is a fabulous host too!

from £163 / night

£1,137 / week

1 / 43

Holiday home in Oia

Oia house

2 bedrooms • 1 bathroom • sleeps 5

from £163 / night

£1,099 - £2,246 / week

1 / 31

Holiday studio rental

Oia studio

Studio • 1 bathroom • sleeps 2

from £211 / night

£1,472 / week

1 / 13

Oia holiday home rental

Oia house

1 bedroom • 1 bathroom • sleeps 4

from £254 / night

£1,773 / week

1 / 6

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 4

from £254 / night

£1,773 / week

1 / 6

Home rental in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £86 / night

£602 / week

1 / 37

Holiday villa in Oia

Oia villa

3 bedrooms • 3 bathrooms • sleeps 6

from £468 / night

£3,275 - £5,373 / week

1 / 34

Holiday villa in Oia

Oia villa

4 bedrooms • 3 bathrooms • sleeps 8

from £1,302 / night

£9,112 - £17,172 / week

1 / 20

Cave house rental in Oia

Oia cave house

1 bedroom • 1 bathroom • sleeps 2

from £574 / night

£4,013 / week

1 / 16

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 5

from £153 / night

£1,051 - £1,930 / week

1 / 17

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 5

from £172 / night

£1,147 - £2,293 / week

1 / 29

Oia holiday home rental

Oia house

1 bedroom • 1 bathroom • sleeps 4

from £115 / night

£803 - £1,271 / week

1 / 30

Holiday home rental

Oia house

2 bedrooms • 2 bathrooms • sleeps 4

from £418 / night

£2,921 - £4,731 / week

1 / 32

Holiday home in Oia

Oia house

2 bedrooms • 2 bathrooms • sleeps 4

from £418 / night

£2,921 - £4,731 / week

1 / 32

Apartment rental in Oia

Oia apartment

1 bedroom • 1 bathroom • sleeps 1

from £86 / night

£560 / week

1 / 42

Home rental in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 4

from £153 / night

£956 - £1,911 / week

1 / 20

Holiday villa with swimming pool in Oia

Oia villa

4 bedrooms • 4 bathrooms • sleeps 10

from £430 / night

£3,010 / week

1 / 63

Holiday home rental

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £309 / night

£2,161 - £4,048 / week

1 / 28

Holiday home rental

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £309 / night

£2,161 - £4,048 / week

1 / 26

Holiday home in Oia

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £459 / night

£3,210 / week

1 / 11

Holiday apartment rental

Oia apartment

1 bedroom • 1 bathroom • sleeps 2

from £105 / night

£684 / week

1 / 41

Holiday apartment in Oia

Oia apartment

1 bedroom • 1 bathroom • sleeps 2

from £95 / night

£616 / week

1 / 45

Holiday home in Oia

Oia house

2 bedrooms • 1 bathroom • sleeps 5

from £478 / night

£3,344 / week

1 / 67

Oia holiday home rental

Oia house

1 bedroom • 1 bathroom • sleeps 2

from £105 / night

£736 / week

1 / 24

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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?

Top Destination reviews

Fava Eco Residences - Gaia Suite
Amazing

Like last year we have to say, that this is a wonderfull place to stay. It is quiet with a large view and the sun downing is amazing! The host was wonderfull - can't be better! … see more
Magic view of the Caldera from Thea Studios
Amazing View with the best access to the pedestrian street.

This rental is awesome. The views are amazing, with the location being just as good. You can walk out your own private entrance from the pedestrian street and within 20 meters find the boat tour counter, a market, 3 restaurants and car/motorbike rental. The operators are ever helpful and are more than willing to help organize anything you wish. Excellent place, and we will be back again when we are next in Santorini!see more
Fava Eco Residences - Anemos Suite
Santorini

This place is a hike to get to. The place was very nice and we were able to sleep 3 people. 2 people upstairs and one downstairs. You could have fit a 4th person on the couch downstairs. The place was very clean. The drawback was that we were told to throw our own garbage out but we couldn't find the trash. The walk out to downtown Oia was tricky at first but we were able to figure our way there. There is a great restaurant near where we stay. I would highly recommend it.see more
Fava Eco Residences - Helios Suite
Most Beautiful Villa with an amazing view

We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, local shops and even bus stops. I would definitely come back here in a heart beat- Thank you Antonis & Ms Eri for an unforgettable experience!see more
OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa
Great Location & personal service

Complex of 5 villas with shared pool, 1 villa with private pool & extended grounds.. great location 5 mins from Oia..fabulous sunsets! Lovely villas, only downside shower rooms are really small! Site Manager Konstantinos will do anything you ask, no job too small, will also book cabs, get shopping/food deliveries, book trips/restaurants etc.see more
OIA SUNSET VILLAS - villa "EMERALD" - Pools & Spa
Everything we could hope for!

Sunset Villas offered everything we needed for our family holiday. The location is beautiful and lives up to the description and photographs. There was plenty to do locally with Oia and Ammoudi Bay just a short walk away. … see more

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