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28 Holiday homes

Filters applied: Smokers (28)

(3) Very Good 

20

Pina Caldera Residence with Pool - Oia villa sleeps 2

Santorini / Oia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children
  • Pet friendly
With its breath-taking views over the Oia cliffs, the Pina Caldera Residence is a stunning hideaway for any visitor to the beautiful island of Santorini. The pine tree in the property’s garden is a rare sight on the island and signals exclusivity with characterful cha  …see more

from £392 / night

£2740 / week

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from £392 / night

27

"Oia Cave Houses" Joy House with caldera view - Oia house sleeps 3

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
Nestled on the cliffs of the worldwide famous village of Oia, Oia Cave Houses welcome you to the beautiful island of Santorini. Gazing the deep blue, Oia Cave Houses is a cluster of four traditional cave houses ideal for all visitors’ who wish to experience a traditio  …see more

from £166 / night

£1157 - £1948 / week

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from £166 / night

14

"Oia Cave Houses" Love House - Oia house sleeps 5

Santorini / Oia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets
Nestled on the cliffs of the worldwide famous village of Oia, Oia Cave Houses welcome you to the beautiful island of Santorini. Gazing the deep blue, Oia Cave Houses is a cluster of four traditional cave houses ideal for all visitors’ who wish to experience a traditio  …see more

from £200 / night

£1392 - £3227 / week

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from £200 / night

(7) Excellent 

38

Sunny Winehouse - Oia house sleeps 2

Santorini / Oia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Pet friendly
The Sunny Winehouse, (Studio apartment on the terrace): This is a small house built in the traditional Santorinial way, on the top of an old winery (“Winery house”). Although connected to the winery's court via step stone stairs, this house has an independent entr  …see more

from £92 / night

£640 - £883 / week

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from £92 / night

(5) Excellent 

26

The house of the seven ships - Oia house sleeps 4

Santorini / Oia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Ask owner if suitable for children
  • Ask about pets
This is a 60 sq m house, with panoramic views over the Aegean Sea and the vineyards of Finikia from the terrace-balcony of 30 sq. m House is composed by the main domed chamber (living-dining room), one domed bedroom, sizeable bathroom and a fully equipped kitchen. The  …see more

from £100 / night

£700 - £1005 / week

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from £100 / night

(12) Excellent 

51

Wineryhouse, where dreams live - Oia house sleeps 6

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
An old Winery renovated and transformed into a very stylish villa with amazing oriental garden and a tiny swimming pool Situated in the peaceful and traditional village of "Finikia" in Oia The Winery House (main domain), part of the "Winery Villa" complex: This was th  …see more

from £144 / night

£1005 - £1887 / week

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from £144 / night

(1) Excellent 

20

Oia's nest - Oia house sleeps 4

Santorini / Oia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children age 5+
Oia ,is the most famous village of Santorini. Practically a vertical village on the edge of caldera with amazing view. Except the main street linking with the capital village of Fira, are no streets but only narrow paths between the labyrinth of white houses most of th  …see more

from £140 / night

£853 - £1766 / week

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from £140 / night

(6) Excellent 

37

House of the singing birds - Oia house sleeps 2

Santorini / Oia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Car not necessary
The House of the Birds (Guest house on the oriental garden)part of the "Winery Villa" complex: This small house is and Independent Studio of 30 sq. m. in three levels. It is including bedroom with “antique” style double bed, sizable bathroom, kitchenette with separ  …see more

from £81 / night

£567 - £688 / week

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from £81 / night

13

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask about pets

 …see more

from £148 / night

£1035 / week

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from £148 / night

(7) Very Good 

41

OIA SUNSET VILLAS - villa DIAMOND - Pool & Spa - Oia villa sleeps 8

Santorini / Oia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa "DIAMOND" at OIA SUNSET VILLAS is one of six boutique villas, elegantly decorated. The villa is located in the north of Santorini Island in the traditional settlement of Oia (Ia) village. It is just 400 m. from the village, but so far enough away from “civilizat  …see more

from £272 / night

£2441 - £3811 / week

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from £272 / night

(1) Excellent 

17

Lava Cave with outdoor Hot Tub and Panoramic View - Oia cave house sleeps 3

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Live the myth by staying in a cave that used to be a sailor’s domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls. The suite is luminous, with a cozy  …see more

from £218 / night

£1522 - £2314 / week

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from £218 / night

(9) Excellent 

64

Wineryhouse and 2 guest houses - Oia villa sleeps 10

Santorini / Oia

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
The main house and each one of the 2 independent guesthouses can be rented all together (for families or groups of friends), but also as individual units. This Old winery building complex, is restored to a luxury villa, consisting on 3 houses. It is located on the nort  …see more

from £305 / night

£2131 - £3452 / week

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from £305 / night

5

Seafront house in Santorini - Oia house sleeps 5

Santorini / Oia

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets
Amazing seafront house, located in Armeni picturesque small port, under the famous village of Oia with mesmerizing views to the volcano and the beautiful sunset. The house consists of 3 small bedrooms and one bigger one, it has traditional built in beds, small kitchen a  …see more

from £105 / night

£1740 / week

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from £105 / night

(6) Excellent 

17

Santorini / Oia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £140 / night

£974 - £1887 / week

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from £140 / night

(1) Excellent 

17

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £218 / night

£1522 - £2314 / week

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from £218 / night

(1) Excellent 

31

Santorini / Oia

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Nearest beach 1 km
  • Pet friendly

 …see more

from £96 / night

£670 - £700 / week

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from £96 / night

(1) Excellent 

20

Santorini / Oia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly

 …see more

from £148 / night

£957 - £3440 / week

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from £148 / night

(2) Very Good 

48

Santorini / Oia

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £163 / night

£1139 - £1881 / week

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from £163 / night

(4) Excellent 

19

Santorini / Oia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask about pets

 …see more

from £209 / night

£853 - £1279 / week

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from £209 / night

13

Santorini / Oia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £783 / night

£5479 / week

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from £783 / night

14

Santorini / Oia

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Nearest beach 3 km
  • Air conditioning

 …see more

from £74 / night

£518 - £670 / week

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from £74 / night

31

Santorini / Oia

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1,500 km
  • Suitable for children age 5+

 …see more

from £170 / night

£1187 - £1705 / week

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from £170 / night

(1) Excellent 

36

Santorini / Oia

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Suitable for children age 5+
  • Private garden

 …see more

from £418 / night

£2922 / week

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from £418 / night

(1) Excellent 

47

Santorini / Oia

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £218 / night

£1522 - £2058 / week

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from £218 / night

68

Santorini / Oia

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £305 / night

£2131 - £2679 / week

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from £305 / night

34

Santorini / Oia

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 1 km
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £79 / night

£548 / week

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from £79 / night

17

Santorini / Oia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £783 / night

£5479 - £14061 / week

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from £783 / night

22

Santorini / Oia

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £783 / night

£5479 - £10166 / week

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from £783 / night

Top Destination reviews

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 defi … see more
Lava Cave with outdoor Hot Tub and Panoramic View
Magnificent view-Impeccable service!

This holiday house was exceptional and we spent the most unfogettable vacations! Breathtaking view, great amenities and super service! The jacuzzi was like a cave, always so clean and we took so many pictures of and in it! Our friends saw it via skyp … 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 rent … 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 defi … 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 … 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 … see more

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