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44 Holiday homes

Filters applied: City breaks (44)

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

1 / 30

CASA SIGALA OIA SANTORINI - Oia cave house sleeps 5

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
Casa Sigala is located in the picturesque Oia and close to the Venetian, medieval castle of Oia, the "Castle of St. Nicholas." It is a traditional cave house, built in early 1800, fully restored and offering panoramic views of the Aegean Sea and the sunset. It has 2 bed  …see more

from £150 / night

£917 - £1800 / week

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from £150 / night

(4) Very Good 

1 / 30

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Ask owner if suitable for children;
 …see more

from £292 / night

£2042 - £3296 / week

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from £292 / night

(1) Excellent 

1 / 22

Poseidon Mansion in Santorini - Oia villa sleeps 8

South Aegean / Cyclades / Santorini / Oia

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
Poseidon Mansion occupies a privileged location in Santorini. It is a cultural heritage building known from the old years as Captain's house and dates back to 1890.Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Ae  …see more

from £288 / night

£2013 - £7350 / week

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from £288 / night

1 / 7

Mystic Luxury Villa II with Sea View & Jacuzzi

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Ask owner if suitable for children;
White Pearl Villas in Oia, Santorini, carved in the volcanic rocks of Theran land with the mystical beauty of the caldera cliff, stretching before them, open their doors to take you on a magic trip. Built on the edge of the cliff through the centuries, restored with res  …see more

from £167 / night

£2100 - £2450 / week

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from £167 / night

(2) Excellent 

1 / 40

Swinging Sunset Villa - Private Pool & Private Spa

South Aegean / Cyclades / 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

(4) Excellent 

1 / 26

The house of the seven ships - Oia house sleeps 4

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 1 km; Ask owner if suitable for children; Car advised;
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 £96 / night

£671 - £1080 / week

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from £96 / night

(6) Excellent 

1 / 13

Full Moon Villa, jacuzzi, volcano & sea view

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Great for children of all ages ;
White Pearl Villas in Oia, Santorini, carved in the volcanic rocks of Theran land with the mystical beauty of the caldera cliff, stretching before them, open their doors to take you on a magic trip. Built on the edge of the cliff through the centuries, restored with res  …see more

from £230 / night

£2170 - £2730 / week

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from £230 / night

(4) Excellent 

1 / 14

Secret Escape Private Villa with indoor jacuzzi

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Not suitable for children;
White Pearl Villas in Oia, Santorini, carved in the volcanic rocks of Theran land with the mystical beauty of the caldera cliff, stretching before them, open their doors to take you on a magic trip. Built on the edge of the cliff through the centuries, restored with res  …see more

from £267 / night

£0 / week

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from £267 / night

1 / 14

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

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
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 £192 / night

£1334 - £3092 / week

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from £192 / night

(1) Excellent 

1 / 17

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £209 / night

£1459 - £2917 / week

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from £209 / night

(13) Excellent 

1 / 36

Fava Eco Residences - Helios Suite - Oia apartment sleeps 4

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £117 / night

£735 - £1505 / week

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from £117 / night

(1) Excellent 

1 / 34

OIA SUNSET VILLAS - villa "TURQUOISE" - Pool & Spa

South Aegean / Cyclades / Santorini / Oia

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
Villa "TURQUOISE" at OIA SUNSET VILLAS is one of six traditional houses, 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 “civ  …see more

from £200 / night

£2025 - £3308 / week

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from £200 / night

1 / 28

South Aegean / Cyclades / Santorini / Oia

4 bedroomsSleeps 72 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min stay
Key info: Suitable for children age 5+; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £288 / night

£2013 - £6767 / week

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from £288 / night

(10) Excellent 

1 / 29

Fava Eco Residences - Aeolos Suite - Oia apartment sleeps 3

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £117 / night

£735 - £1330 / week

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from £117 / night

(3) Excellent 

1 / 37

OIA SUNSET VILLAS - villa TOPAZ - Pool & Spa

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
Villa "TOPAZ" of OIA SUNSET VILLAS is one of six traditional houses, 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  …see more

from £184 / night

£1815 - £3098 / week

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from £184 / night

(1) Very Good 

1 / 29

Fava Eco Residences - Levante Suite - Oia apartment sleeps 4

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £125 / night

£788 - £1663 / week

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from £125 / night

(1) Excellent 

1 / 17

Lava Cave with outdoor Hot Tub and Panoramic View

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
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 £209 / night

£1459 - £2917 / week

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from £209 / night

(3) Excellent 

1 / 45

OIA SUNSET VILLAS - villa "PEARL" - Pool & Spa

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
Villa "PEARL" at OIA SUNSET VILLAS is one of six traditional houses, 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 “civiliza  …see more

from £184 / night

£1815 - £3098 / week

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from £184 / night

(4) Excellent 

1 / 34

Fava Eco Residences - Scirocco Suite - Oia apartment sleeps 4

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £125 / night

£788 - £1663 / week

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from £125 / night

(1) Very Good 

1 / 11

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £159 / night

£1050 - £2235 / week

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from £159 / night

(2) Excellent 

1 / 13

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £117 / night

£0 / week

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from £117 / night

(1) Excellent 

1 / 41

OIA SUNSET VILLAS - villa "EMERALD" - Pool & Spa

South Aegean / Cyclades / Santorini / Oia

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
Villa "EMERALD" at OIA SUNSET VILLAS is one of six traditional houses, 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 “civi  …see more

from £200 / night

£2025 - £3308 / week

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from £200 / night

(1) Excellent 

1 / 29

South Aegean / Cyclades / 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 £1000 / night

£0 / week

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from £1000 / night

(12) Excellent 

1 / 31

Fava Eco Residences - Gaia Suite - Oia apartment sleeps 4

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £125 / night

£788 - £1663 / week

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from £125 / night

(6) Very Good 

1 / 30

Fava Eco Residences - Eos Suite - Oia apartment sleeps 3

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £109 / night

£683 - £1225 / week

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from £109 / night

(2) Very Good 

1 / 33

Fava Eco Residences - Villa Maestro - Oia villa sleeps 6

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £142 / night

£893 - £2380 / week

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from £142 / night

(7) Very Good 

1 / 37

OIA SUNSET VILLAS - villa DIAMOND - Pool & Spa

South Aegean / Cyclades / Santorini / Oia

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Villa "DIAMOND" at OIA SUNSET VILLAS is one of six traditional houses, 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  …see more

from £225 / night

£2340 - £3652 / week

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from £225 / night

(8) Very Good 

1 / 29

Fava Eco Residences - Estia Suite - Oia apartment sleeps 3

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £109 / night

£683 - £1225 / week

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from £109 / night

(5) Very Good 

1 / 28

Fava Eco Residences - Anemos Suite - Oia apartment sleeps 4

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £125 / night

£788 - £1663 / week

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from £125 / night

(12) Excellent 

1 / 31

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £125 / night

£788 - £1663 / week

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from £125 / night

(10) Excellent 

1 / 31

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 32 nights min stay

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

from £117 / night

£735 - £1330 / week

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from £117 / night

(2) Excellent 

1 / 40

Fava Eco Residences - Unique Villa - Oia villa sleeps 11

South Aegean / Cyclades / Santorini / Oia

4 bedroomsSleeps 112 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
Welcome home to Fava! An unforgettable experience. Our goal is to make you feel that Fava is your own home and Santorini, your island. The Fava Eco-Residences are housed in a group of splendid and unique captain houses of the mid 19th century, located at the highest poi  …see more

from £392 / night

£2468 - £5425 / week

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from £392 / night

(13) Excellent 

1 / 30

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £117 / night

£735 - £1505 / week

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from £117 / night

(2) Excellent 

1 / 34

South Aegean / Cyclades / Santorini / Oia

5 bedroomsSleeps 112 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £392 / night

£2468 - £5425 / week

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from £392 / night

(2) Very Good 

1 / 37

South Aegean / Cyclades / Santorini / Oia

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £142 / night

£893 - £2380 / week

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from £142 / night

(8) Very Good 

1 / 26

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £109 / night

£683 - £1225 / week

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from £109 / night

(2) Excellent 

1 / 54

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 92 nights min stay

  • 2 bedrooms
  • Sleeps 9
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £275 / night

£0 / week

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from £275 / night

(6) Very Good 

1 / 26

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £109 / night

£683 - £1225 / week

Book Book View

from £109 / night

(3) Excellent 

1 / 27

South Aegean / Cyclades / Santorini / Oia

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £234 / night

£0 / week

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from £234 / night

1 / 17

"Oia Cave Houses" Optimism House - Oia house sleeps 3

South Aegean / Cyclades / Santorini / Oia

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Great for children of all ages ; No pets allowed;
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 £267 / night

£1867 - £2742 / week

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from £267 / night

Top Destination reviews

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
OIA SUNSET VILLAS - villa DIAMOND - Pool & 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 … 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
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
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 - 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

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