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35 Holiday homes

Filters applied: Walking holidays (35)

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

(13) Very Good 

1 / 11

Magic view of the Caldera from Thea Studios - Oia studio sleeps 3

Santorini / Oia

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Suitable for children age 5+;
Thea Studios is located just below the main promenade street in Oia with a stunning view of the Caldera. Surrounded by exclusive hotels we offer an affordable alternative with the same amazing view. The studios and apartments sleep 2-4 people and are simply furnished wi  …see more

from £82 / night

£512 - £1018 / week

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from £82 / night

(10) Excellent 

1 / 29

Fava Eco Residences - Aeolos Suite - Oia apartment sleeps 3

Santorini / Oia

2 3 1 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: 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 £120 / night

£754 - £1365 / week

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from £120 / night

(13) Excellent 

1 / 36

Fava Eco Residences - Helios Suite - Oia apartment sleeps 4

Santorini / Oia

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: 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 £120 / night

£754 - £1544 / week

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from £120 / night

1 / 14

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

Santorini / Oia

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: 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 £197 / night

£1368 - £3171 / week

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from £197 / night

(1) Excellent 

1 / 20

Oia's nest - Oia house sleeps 4

Santorini / Oia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car not necessary;
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 £137 / night

£958 - £1736 / week

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from £137 / night

(8) Very Good 

1 / 29

Fava Eco Residences - Estia Suite - Oia apartment sleeps 3

Santorini / Oia

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: 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 £112 / night

£700 - £1257 / week

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from £112 / night

(5) Excellent 

1 / 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
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 £99 / night

£689 - £1107 / week

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from £99 / night

(4) Excellent 

1 / 14

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

Santorini / Oia

2 4 1 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 £274 / night

£1915 / week

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from £274 / night

(6) Excellent 

1 / 13

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

Santorini / Oia

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: 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 £236 / night

£2226 - £2800 / week

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from £236 / night

(12) Excellent 

1 / 31

Fava Eco Residences - Gaia Suite - Oia apartment sleeps 4

Santorini / Oia

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: 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 £129 / night

£808 - £1706 / week

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from £129 / night

1 / 7

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

Santorini / Oia

1 2 1 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 £171 / night

£2154 - £2513 / week

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from £171 / night

(4) Excellent 

1 / 34

Fava Eco Residences - Scirocco Suite - Oia apartment sleeps 4

Santorini / Oia

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: 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 £129 / night

£808 - £1706 / week

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from £129 / night

(6) Excellent 

1 / 37

House of the singing birds - Oia house sleeps 2

Santorini / Oia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Not suitable for children;
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 £80 / night

£557 - £677 / week

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from £80 / night

(7) Excellent 

1 / 64

Wineryhouse and 2 guest houses - Oia villa sleeps 10

Santorini / Oia

4 10 Min 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 £342 / night

£2394 - £3393 / week

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from £342 / night

(1) Very Good 

1 / 19

Absolut peace north villa - Oia villa sleeps 4

Santorini / Oia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 0.5 km; Child friendly ; Car essential;
Quiet and spacious, laid out on two levels, our home is the ideal accommodation for a couple or a family of four.The upper level has the master bath and bedroom as well as a balcony to watch your most memorable sunrises from. The ground level consists of a living room w  …see more

from £69 / night

£479 - £684 / week

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from £69 / night

(7) Excellent 

1 / 38

Sunny Winehouse - Oia house sleeps 2

Santorini / Oia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Not suitable for children;
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 £90 / night

£629 - £868 / week

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from £90 / night

1 / 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
Key info: Child friendly ; 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 £163 / night

£1137 - £2214 / week

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from £163 / night

(12) Excellent 

1 / 51

Wineryhouse, where dreams live - Oia house sleeps 6

Santorini / Oia

2 6 Min 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 £154 / night

£1077 - £1478 / week

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from £154 / night

(1) Excellent 

1 / 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
Key info: Beach / lakeside relaxation; Child friendly ; 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 £214 / night

£1496 - £2992 / week

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from £214 / night

(1) Very Good 

1 / 29

Fava Eco Residences - Levante Suite - Oia apartment sleeps 4

Santorini / Oia

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: 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 £129 / night

£808 - £1706 / week

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from £129 / night

(6) Very Good 

1 / 30

Fava Eco Residences - Eos Suite - Oia apartment sleeps 3

Santorini / Oia

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: 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 £112 / night

£700 - £1257 / week

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from £112 / night

(3) Excellent 

1 / 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
Key info: 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 £189 / night

£1861 - £3177 / week

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from £189 / night

(5) Very Good 

1 / 28

Fava Eco Residences - Anemos Suite - Oia apartment sleeps 4

Santorini / Oia

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: 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 £129 / night

£808 - £1706 / week

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from £129 / night

(2) Excellent 

1 / 27

Santorini / Oia

2 4 2 nights min stay

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

from £248 / night

£1736 - £3112 / week

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from £248 / night

(3) Very Good 

1 / 23

The sunset windmill - Oia house sleeps 6

Santorini / Oia

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
A traditional Aegean island windmill has been transformed into a fully equipped 74 sq. mt. house with modern facilities. The mill has an attic where children love to sleep and a private yard ideal for breakfast or night cocktails with guests. Guests have access to the c  …see more

from £154 / night

£855 - £1069 / week

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from £154 / night

(1) Excellent 

1 / 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
Key info: 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 £206 / night

£2077 - £3393 / week

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from £206 / night

(1) Excellent 

1 / 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
Key info: 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 £231 / night

£2077 - £3393 / week

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from £231 / night

(4) Very Good 

1 / 24

Absolut peace - Oia villa sleeps 4

Santorini / Oia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 0.5 km; Child friendly ; Car essential;
Quiet and spacious, laid out on two levels, our home is the ideal accommodation for a couple or a family of four. The upper level has the master bath and bedroom as well as a balcony to watch your most memorable sunrises from. The ground level consists of a living room  …see more

from £69 / night

£479 - £684 / week

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from £69 / night

(1) Very Good 

1 / 22

Absolut peace hideaway - Oia villa sleeps 6

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 0.6 km; Child friendly ; Car essential;
Peaceful and spacious this villa can offer perfect relaxation to a couple or a family of four or even six people. It has a beautiful garden and you can enjoy the serenity of the area. The upper level has the master bath and bedroom as well as a balcony to watch your mos  …see more

from £77 / night

£539 - £1026 / week

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from £77 / night

(2) Excellent 

1 / 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
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 £274 / night

£2938 - £4273 / week

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from £274 / night

(2) Excellent 

1 / 40

Fava Eco Residences - Unique Villa - Oia villa sleeps 11

Santorini / Oia

4 11 2 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min stay
Key info: 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 £402 / night

£2531 - £5565 / week

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from £402 / night

(2) Excellent 

1 / 33

Fava Eco Residences - Villa Maestro - Oia villa sleeps 6

Santorini / Oia

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: 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 £146 / night

£916 - £2442 / week

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from £146 / night

(3) Excellent 

1 / 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
Key info: 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 £189 / night

£1861 - £3177 / week

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from £189 / night

(7) Very Good 

1 / 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
Key info: 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 £231 / night

£2400 - £3746 / week

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from £231 / night

1 / 17

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

Santorini / Oia

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Child friendly ; 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 £274 / night

£1915 - £2812 / week

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from £274 / night

Top Destination reviews

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 - 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
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

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