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42 Holiday homes

Filters applied: City breaks (42)

(6) Excellent 

13

Full Moon Villa, jacuzzi, volcano & sea view - Oia cave house sleeps 2

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
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 £238 / night

£2245 - £2825 / week

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from £238 / night

(4) Excellent 

14

Secret Escape Private Villa with indoor jacuzzi - Oia cave house sleeps 4

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Car not necessary
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 £276 / night

£1932 / week

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from £276 / night

(11) Very Good 

29

Fava Eco Residences - Aeolos Suite - Oia apartment sleeps 3

Santorini / Oia

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £121 / night

£761 - £1268 / week

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from £121 / night

(3) Very Good 

30

CASA SIGALA OIA SANTORINI - Oia cave house sleeps 5

Santorini / Oia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • 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 £156 / night

£949 - £1733 / week

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from £156 / 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

£694 - £996 / week

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from £100 / 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 £164 / night

£1147 - £1932 / week

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from £164 / night

7

Mystic Luxury Villa II with Sea View & Jacuzzi - Oia villa sleeps 2

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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 £173 / night

£2173 - £2535 / week

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from £173 / night

(14) Excellent 

36

Fava Eco Residences - Helios Suite - Oia apartment sleeps 4

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £121 / night

£761 - £1449 / week

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from £121 / night

(1) Excellent 

38

OIA SUNSET VILLAS - villa "TURQUOISE" - Pool & Spa - Oia villa sleeps 6

Santorini / Oia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa "TURQUOISE" at OIA SUNSET VILLAS is one of six Boutique Villas with Hotel Services, 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 enoug  …see more

from £233 / night

£2094 - £3422 / week

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from £233 / 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 £199 / night

£1380 - £3199 / week

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from £199 / night

(14) Excellent 

31

Fava Eco Residences - Gaia Suite - Oia apartment sleeps 4

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £130 / night

£815 - £1557 / week

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from £130 / night

(5) Excellent 

33

Fava Eco Residences - Villa Maestro - Oia villa sleeps 6

Santorini / Oia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £147 / night

£924 - £2137 / week

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from £147 / night

(3) Excellent 

40

OIA SUNSET VILLAS - villa TOPAZ - Pool & Spa - Oia villa sleeps 6

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa "TOPAZ" of 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 “civilizati  …see more

from £209 / night

£1877 - £3205 / week

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from £209 / night

(8) Very Good 

29

Fava Eco Residences - Estia Suite - Oia apartment sleeps 3

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £113 / night

£707 - £1159 / week

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from £113 / night

(5) Excellent 

34

Fava Eco Residences - Scirocco Suite - Oia apartment sleeps 4

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £130 / night

£815 - £1557 / week

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from £130 / night

(7) Very Good 

30

Fava Eco Residences - Eos Suite - Oia apartment sleeps 3

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £113 / night

£707 - £1159 / week

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from £113 / night

(2) Very Good 

29

Fava Eco Residences - Levante Suite - Oia apartment sleeps 4

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £130 / night

£815 - £1557 / week

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from £130 / night

(6) Very Good 

28

Fava Eco Residences - Anemos Suite - Oia apartment sleeps 4

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £130 / night

£815 - £1557 / week

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from £130 / night

(3) Excellent 

48

OIA SUNSET VILLAS - villa "PEARL" - Pool & Spa - Oia villa sleeps 6

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Villa "PEARL" 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 “civilizatio  …see more

from £209 / night

£1877 - £3205 / week

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from £209 / 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 £216 / night

£1509 - £2294 / week

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from £216 / night

(3) Excellent 

53

Swinging Sunset Villa - Private Pool & Private Spa - Oia villa sleeps 8

Santorini / Oia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 £330 / night

£2963 - £4310 / week

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from £330 / night

(2) Excellent 

40

Fava Eco Residences - Unique Villa - Oia villa sleeps 11

Santorini / Oia

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
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 £406 / night

£2553 - £4635 / week

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from £406 / night

(2) Excellent 

43

OIA SUNSET VILLAS - villa "EMERALD" - Pool & Spa - Oia villa sleeps 8

Santorini / Oia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa "EMERALD" 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 “civiliz  …see more

from £233 / night

£2094 - £3422 / week

Book View

from £233 / 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 £269 / night

£2420 - £3778 / week

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from £269 / night

17

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

Santorini / Oia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • 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 £276 / night

£1932 - £2837 / week

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from £276 / night

(4) Very Good 

28

Santorini / Oia

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Ask owner if suitable for children

 …see more

from £302 / night

£2113 - £3410 / week

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from £302 / night

(2) Excellent 

13

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £121 / night

£845 / week

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from £121 / 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 £216 / night

£1509 - £2294 / week

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from £216 / night

(1) Excellent 

29

Santorini / Oia

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £690 / night

£4828 / week

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from £690 / night

(3) Very Good 

11

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+

 …see more

from £164 / night

£1087 - £1837 / week

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from £164 / night

(11) Very Good 

31

Santorini / Oia

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £121 / night

£761 - £1268 / week

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from £121 / night

(14) Excellent 

31

Santorini / Oia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £130 / night

£815 - £1557 / week

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from £130 / night

(2) Excellent 

34

Santorini / Oia

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £406 / night

£2553 - £4635 / week

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from £406 / night

(14) Excellent 

30

Santorini / Oia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £121 / night

£761 - £1449 / week

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from £121 / night

(8) Very Good 

26

Santorini / Oia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £113 / night

£707 - £1159 / week

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from £113 / night

(5) Excellent 

37

Santorini / Oia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £147 / night

£924 - £2137 / week

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from £147 / night

(7) Very Good 

26

Santorini / Oia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £113 / night

£707 - £1159 / week

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from £113 / night

(2) Excellent 

54

Santorini / Oia

2 9 2 nights min

  • 2 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £285 / night

£1992 / week

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from £285 / night

(3) Excellent 

27

Santorini / Oia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £242 / night

£1690 / week

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from £242 / night

(5) Excellent 

28

Santorini / Oia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £130 / night

£815 - £1557 / week

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from £130 / 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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