Oia apartment or villa with a private pool area | Holiday Lettings

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  • Greece
  • South Aegean
  • Cyclades
  • Santorini
  • Oia

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22 Holiday homes

Filters applied: Private pool (22)

Travellers going to Oia are booking August dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

1 / 64

Wineryhouse and 2 guest houses - Oia villa sleeps 10

Santorini / Oia

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: 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 £334 / night

£2334 - £3308 / week

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from £334 / night

(12) Excellent 

1 / 51

Wineryhouse, where dreams live - Oia house sleeps 6

Santorini / Oia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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 £173 / night

£1208 - £1803 / week

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from £173 / night

(2) Excellent 

1 / 40

Swinging Sunset Villa - Private Pool & Private Spa

Santorini / Oia

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Swimming pool;
Swinging Sunset 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 “civilization” to be peaceful and the same time quiet. Ammoudi bay is just in walkin  …see more

from £267 / night

£2865 - £4166 / week

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from £267 / night

1 / 7

Armeni Ambassador Villa GLAFKI - Oia villa sleeps 4

Santorini / Oia

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Glafki Ambassador Villa is a gorgeous villa of  …see more

from £278 / night

£1942 - £4677 / week

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from £278 / night

(6) Excellent 

1 / 20

The Diamond Rock Venue - Weddings - Oia villa sleeps 7

Santorini / Oia

3 bedroomsSleeps 72 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
Live your dream wedding at the Diamond Rock Venue, with panoramic views of the mysterious caldera, the stunning volcano and the magnificent blue of the Aegean Sea, feeling the vibrant energy and distinctive character of Santorini. Diamond Rock Venue can accommodate up  …see more

from £1933 / night

£0 / week

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from £1933 / night

1 / 13

Santorini / Oia

1 bedroomSleeps 52 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 2 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Car advised;
 …see more

from £250 / night

£0 / week

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from £250 / night

1 / 68

Santorini / Oia

3 bedroomsSleeps 10Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 1 km; Swimming pool; Suitable for children age 5+;
 …see more

from £334 / night

£2334 - £3308 / week

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from £334 / night

(4) Excellent 

1 / 8

Santorini / Oia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £209 / night

£3209 / week

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from £209 / night

(2) Excellent 

1 / 20

Santorini / Oia

2 bedroomsSleeps 93 nights min stay

  • 2 bedrooms
  • Sleeps 9
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £375 / night

£3209 / week

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from £375 / night

(2) Very Good 

1 / 48

Santorini / Oia

1 bedroomSleeps 6Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 1 km; Swimming pool; Suitable for children age 5+;
 …see more

from £167 / night

£1167 - £1803 / week

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from £167 / night

(1) Excellent 

1 / 29

Santorini / Oia

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £1009 / night

£0 / week

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from £1009 / night

1 / 25

Santorini / Oia

3 bedroomsSleeps 71 night min stay

  • 3 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £625 / night

£0 / week

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from £625 / night

(1) Excellent 

1 / 47

Santorini / Oia

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 1 km; Swimming pool; Suitable for children age 5+;
 …see more

from £249 / night

£1739 - £2462 / week

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from £249 / night

1 / 13

Santorini / Oia

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £2155 / night

£15080 / week

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from £2155 / night

1 / 17

Santorini / Oia

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £1650 / night

£11550 - £15080 / week

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from £1650 / night

1 / 15

Santorini / Oia

2 bedroomsSleeps 72 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £209 / night

£0 / week

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from £209 / night

1 / 10

Santorini / Oia

1 bedroomSleeps 51 night min stay

  • 1 bedroom
  • Sleeps 5
  • 1 night min stay
Key info: Swimming pool; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £269 / night

£1883 - £3148 / week

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from £269 / night

1 / 23

Santorini / Oia

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £334 / night

£0 / week

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from £334 / night

1 / 11

Santorini / Oia

2 bedroomsSleeps 33 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Nearest beach 5 km; Swimming pool; Ask owner if suitable for children;
 …see more

from £275 / night

£1925 - £4405 / week

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from £275 / night

1 / 21

Santorini / Oia

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Nearest beach 0.5 km; Swimming pool; Not suitable for children;
 …see more

from £400 / night

£2800 - £10850 / week

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from £400 / night

1 / 18

Santorini / Oia

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £817 / night

£5717 - £10150 / week

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from £817 / night

1 / 20

Santorini / Oia

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £1667 / night

£11667 - £21491 / week

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from £1667 / 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
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 - 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
Wineryhouse and 2 guest houses
Exactly what we needed

The place is a gem. The owners are great as not only they rented us a place with perfect condition, but also helped us organize our stay in Santorini. They suggested great places to visit and great restaurants, all with a human and very friendly touc … 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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