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  • Greece
  • South Aegean
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  • Akrotiri (14)
  • Emborio (3)
  • Emporio (3)
  • Exo Gonia (5)
  • Fira (32)
  • Fira Firostefani (6)
  • Firostefani (15)
  • Imerovigli (23)
  • Kaldera-Akrotiri (1)
  • Kamari (4)
  • Karterádhos (1)
  • Megalochori (28)
  • Mesaria (6)
  • Monólithos (5)
  • Oia (57)
  • Perissa (7)
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  • Pyrgos (11)
  • Vourvoulos (15)

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289 Holiday homes

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

(18) Excellent 

1 / 16

Windmill Villas-Lilac - Imerovigli villa sleeps 5

Santorini / Imerovigli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.7 km; Swimming pool;
The "Windmill Villas" is a newly built-Windmill at the unique and beautiful island of Santorini.The Windmill, equipped with a private pool with Jacuzzi jets, terrace, flower garden, entrance, parking space and can accommodate up to 5 persons.Its position offer  …see more

from £218 / night

£1521 - £2390 / week

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from £218 / night

1 / 21

Drops villas - Suite with Jacuzzi - Mesaria villa sleeps 4

Santorini / Mesaria

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
Drops of Hospitality Heaven! Three brand new, luxurious villas built like they dropped down from heaven! Welcome to Drops Villas, in the picturesque village of Vothonas in Santorini. In a serene location, in the heart of the island, surrounded by windmills and with sea  …see more

from £35 / night

£242 / week

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from £35 / night

(1) Very Good 

1 / 34

Traditional cave house for 5p - Exo Gonia cave house sleeps 5

Santorini / Exo Gonia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
A traditional cave house with 2 bedrooms (1 master bedroom) in the traditional village of Vothonas. The village is situated in the centre of the island about 3 klm from the nearest beach, 2 klm from the airport / 8 klm from the port and 4 klm from the capital of the Isl  …see more

from £82 / night

£574 / week

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from £82 / night

1 / 10

Mystic Luxury Villa I, Caldera View & Jacuzzi

Santorini / Oia

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
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

£1207 - £2535 / week

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from £173 / night

1 / 41

Romantic villa Dream with swimming Pool - Imerovigli villa sleeps 6

Santorini / Imerovigli

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; Pet friendly;
Dream villa awaits you in the quiet, picturesque village of Vourvoulos. It is a newly built, private property with uninterrupted view to the Aegean sea and the island of Anafi as it is Situated near the top of the hill a little below Imerovigli. The house interior is 9  …see more

from £156 / night

£1087 / week

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from £156 / night

(35) Excellent 

1 / 19

ANEMOLIA VILLA - Megalochori villa sleeps 6

Santorini / Megalochori

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Child friendly ;
''Villa Anemolia'' is a traditional renovated building of 120 square metres which can accommodate 2-6 guests with minimum three-night stay. The villa has two independent bedrooms each with its own private bathroom. The premises is so spacious that two more guests ca  …see more

from £302 / night

£2113 - £3078 / week

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from £302 / night

1 / 43

Greece Wedding Planners - Oia house sleeps 10

Santorini / Oia

5 10 1 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Car essential;
Greece and the Greek Islands Wedding Planners Tailor made packages exclusively for You - Choose from the perfect venue and honeymoon Villas on Homes2RentGreece. The Wedding Planners will organize everything up to the smallest detail, specialized in Athens Greece and th  …see more

from £3300 / night

£23100 / week

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from £3300 / night

1 / 32

Villa Green Breeze - Vourvoulos villa sleeps 5

Santorini / Vourvoulos

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
The romantic Villa Green Breeze is one of three newly built villas offering panoramic sea views of the Aegean, each with their own private pool, and within walking distance of the beach, and is incredibly designed in the form of a Greek windmill. The Villa Green Breez  …see more

from £285 / night

£1993 - £3578 / week

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from £285 / night

1 / 17

Sunset Chaser Villa, Jacuzzi, Sea & Sunset Views

Cyclades / Santorini

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 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 £359 / night

£3112 - £5206 / week

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from £359 / night

(2) Excellent 

1 / 53

Swinging Sunset Villa - Private Pool & Private Spa

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

1 / 7

Mystic Luxury Villa II with Sea View & Jacuzzi

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

1 / 17

Angelos Lovely house in Santorini - Mesaria house sleeps 4

Santorini / Mesaria

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
Apart from the architecture and history of this village. Vothonas is situated in the most privileged location, situated right in the center of the island, all shops and laundry are located within walking distance of this village. Located near the airport, near the por  …see more

from £25 / night

£175 / week

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from £25 / night

1 / 24

Villa IVI of The Divine Villas - Megalochori villa sleeps 6

Santorini / Megalochori

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Child friendly ;
Villa Ivy is a fully restored, historic cave house with an inner cobbled courtyard and an outdoor Jacuzzi. Located in Megalochori with its Venetian architecture, one of the most beautiful and traditional villages of Santorini, just a short drive away from all the main t  …see more

from £173 / night

£1207 - £2190 / week

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from £173 / night

(4) Excellent 

1 / 67

Morfes Luxury Residence - Fira Firostefani villa sleeps 2

Santorini / Fira Firostefani

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Child friendly ;
Morfes Private Residence it is a seclude residence located in Firostefani only 1 km away from Fira the capital of Santorini overlooking the Volcano and the Aegean Sea. Enhanced with extra space and a private outdoor Jacuzzi ( Not Heated ), this is an exclusive front -ro  …see more

from £180 / night

£1256 / week

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from £180 / night

(6) Excellent 

1 / 13

Full Moon Villa, jacuzzi, volcano & sea view

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

(1) Excellent 

1 / 38

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

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 / 16

Azalea Houses Cave - Finikia Traditional Houses

Santorini / Oia

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
Located in Finikia, within a 20-minute walk from the the scenic Oia, the 18th-century Azalea Houses offers elegantly decorated suites overlooking the Aegean Sea and the village. Equiped with a kingsizebed is perfect for couples in romantic holidays.The SpaceThe house wa  …see more

from £147 / night

£1026 - £1690 / week

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from £147 / night

(7) Excellent 

1 / 14

Villa DEUS Private Traditional - Pyrgos villa sleeps 11

Santorini / Pyrgos

5 11 3 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min stay
Key info: Nearest beach 4 km; Swimming pool; Child friendly ;
Villa Deus is a Magnificent Traditional Cave House, built a century ago,situated in a spectacular location., (below the village of Pyrgos,in the quiet,residential area of Exo Gonia, officially designated by the E.U. as a "Protected Traditional Settlement".). The Cave  …see more

from £595 / night

£4052 - £4742 / week

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from £595 / night

(3) Excellent 

1 / 40

OIA SUNSET VILLAS - villa TOPAZ - Pool & Spa

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

(11) Excellent 

1 / 17

Windmill Villas-Green - Imerovigli villa sleeps 5

Santorini / Imerovigli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
"Windmill Villas" is a newly built-Windmill at the unique and beautiful island of Santorini. The Windmill, equipped with a private pool with Jacuzzi jets, terrace, flower garden, entrance, parking space and can accommodate up to 5 persons. Its position offers panorami  …see more

from £218 / night

£1738 - £2390 / week

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from £218 / night

(2) Excellent 

1 / 33

Archipel Mansion: accomodates 10! - Fira villa sleeps 10

Santorini / Fira

5 10 1 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Ask owner if suitable for children;
The location of Archipel Mansion is hard to beat. Unsurpassed views overlooking the world famous Volcano, nestled in an unspoiled and discreet neighbourhood - and rather importantly - easy access to the Mansion. This translates into no endless footpaths, uphill and hard  …see more

from £776 / night

£5432 - £6035 / week

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from £776 / night

(3) Excellent 

1 / 24

Astraea House Sleeps 8 Amazing Views! - Fira house sleeps 8

Santorini / Fira

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Nearest beach 2 km; Child friendly ; Car advised;
An original captain's house located in Firostefani, close to the Capital of Santorini ( Fira ), overlooking the famous Volcano and the Aegean Sea. The 2 floor house comprises 4 bedrooms, 3 en suite bathrooms with showers, 1 built sofa bed with spacious living and dinin  …see more

from £517 / night

£3615 / week

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from £517 / night

(2) Excellent 

1 / 22

Traditional Heritage House - Megalahori Santorini

Santorini / Megalochori

5 9 3 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min stay
Key info: Nearest beach 3 km; Swimming pool; Child friendly ;
Property ID Lux104 - Megalohori, Santorini This beautifully restored, traditional two-storey Mansion dating back to 17th Century offers a luxury escape to those seeking to experience the pace and charm of life on Santorini away from the jostling summer crowds found in  …see more

from £640 / night

£8999 / week

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from £640 / night

(4) Excellent 

1 / 14

Secret Escape Private Villa with indoor jacuzzi

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 £276 / night

£1932 / week

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from £276 / night

(4) Excellent 

1 / 23

Blue Canaves Villa - Oia villa sleeps 2

Santorini / Oia

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 3 km; Not suitable for children; Car advised;
It is located 150 meters above the dazzling blue waters of Caldera in the picturesque village of Oia, famous for its legendary sunsets, a lively cultural scenery and an impressive array of exquisite, high-end boutiques.Blue Canaves Villa is strategically located in the  …see more

from £345 / night

£2414 / week

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from £345 / night

1 / 17

Windmill Villas-Master Blue - Imerovigli villa sleeps 6

Santorini / Imerovigli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
The "Windmill Villas" is a newly built-Windmill at the unique and beautiful island of Santorini. The Windmill, equipped with a private pool with Jacuzzi jets, terrace, flower garden, entrance, parking space and can accommodate up to 6 persons. Its position offers pano  …see more

from £249 / night

£1738 - £2662 / week

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from £249 / night

(1) Excellent 

1 / 22

Poseidon Mansion in Santorini - Oia villa sleeps 8

Santorini / Oia

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
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 £298 / night

£2082 - £7604 / week

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from £298 / night

(39) Excellent 

1 / 36

Amazing Santorini villa with private pool and car

Santorini / Megalochori

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Follow the narrow winding footpath from the square and you will reach the welcoming doors of Mansion Kyani. This villa, ideal for any type of holiday, is situated on a hill top overlooking the vineyards and quant village of Megalochori in Santorini, with the sparkling A  …see more

from £328 / night

£2294 / week

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from £328 / night

(6) Good 

1 / 24

OdysseysHouse - Fira Firostefani house sleeps 10

Santorini / Fira Firostefani

4 10 1 night min stay

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Nearest beach 3 km; Child friendly ; Car not necessary;
OdysseysHouse is a cosy new house build in a traditional Santorinian style with 4 bedrooms overlooking to the East Aegean, with it's spacious yard where your can enjoy your barbeque looking your children having fun around and with the upper large veranda where you can e  …see more

from £61 / night

£423 / week

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from £61 / 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

1 / 37

Great location, Fantastic view at Archipel Mansion

Santorini / Fira

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
Centrally located in Fira, the neoclassical Archipel is housed in an old mansion and features spacious, furnished terraces with an outdoor hot tub and panoramic views over the Aegean Sea. The split-level villa has a living room with fireplace and offers free Wi-Fi throu  …see more

from £690 / night

£6035 / week

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from £690 / night

(1) Excellent 

1 / 24

Villa Kisiris Accommodates 8 - Imerovigli villa sleeps 8

Santorini / Imerovigli

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Child friendly ;
Villa Kisiris located in Imerovigli. Away from the crowd and yet, so close to Fira town (15 min by foot, 2 km). Our Villa is a cool heaven of relaxation in one of Greece's most vibrant islands. It makes the perfect base to explore the nearby tourist attractions of the i  …see more

from £344 / night

£2408 / week

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from £344 / night

(3) Excellent 

1 / 48

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

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

(2) Excellent 

1 / 27

Architect's house - Fira villa sleeps 7

Santorini / Fira

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Renowned as Santorini's most celebrated villa, the Architect's House is truly one-of-a-kind! Just minutes away from the vibrant town of Fira, yet worlds apart, this dazzling villa blends the ultimate architectural style and mesmerizing interior design with the  …see more

from £949 / night

£6638 / week

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from £949 / night

(1) Excellent 

1 / 43

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

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

(2) Poor 

1 / 23

Zen Villa Santorini - Akrotiri villa sleeps 8

Santorini / Akrotiri

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
Nestked in Akrotiri, the split-level Zen Villa features a private pool and a sun terrace with panoramic views over the Aegean Sea, the Caldera and the Volcano. The Cycladic-style villa offers free WiFi throughout and includes a room with fitness equipment. Fitted with  …see more

from £325 / night

£2394 - £4872 / week

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from £325 / night

(1) Excellent 

1 / 15

Insolito Villa - Emborio villa sleeps 8

Santorini / Emborio

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
Villa Insolito offers guests an authentic and truly unique holiday experience. Located in the hillsides above the beautifully preserved Medieval village of Emporio, Villa Insolito captures the true essence of Santorini's traditional way of life within a luxurious, priva  …see more

from £182 / night

£1268 / week

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from £182 / night

(2) Very Good 

1 / 17

Villa Estelle - Imerovigli villa sleeps 8

Santorini / Imerovigli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
Situated at the highest point of Imerovigli the Villa Estelle offers amazing views of the caldera, the volcano and the cruise ships bellow. Consists of 3 bedrooms with king size beds, en suite bathrooms with shower, A/C, LCD TVs, bathrobes and bathroom amenities. Spaci  …see more

from £690 / night

£4828 - £7845 / week

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from £690 / night

(2) Very Good 

1 / 30

360 Santorini - Imerovigli villa sleeps 10

Santorini / Imerovigli

5 10 1 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
360° Santorini is a 4 bedroom luxury villa located on the top of a 300m cliff called caldera, offering panoramic, 360° views, of the island of Santorini. The villa is situated in a private land of 4000 sq. meters outside the village of Imerovigli. It is secluded witho  …see more

from £898 / night

£6283 / week

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from £898 / night

1 / 26

GREEK GODDESS Santorini JUICY Cave - Fira cave house sleeps 6

Santorini / Fira

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
Santorini JUICY Cave is located in the old village of Karterados in FIRA.Only 1 minute from the center of the lively capital FIRA the cave hosts 6 guests. The narrow walking path that leads to the cave with the white private cavehouses of the village offers the essence  …see more

from £87 / night

£1294 / week

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from £87 / night

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