50 Best Vacation Rentals in Megalochori - Holiday Lettings - Cabins

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824 Vacation rentals

(28) Excellent 

Certificate of Excellence

26

Megalochori Vacation villa rental

Santorini / Megalochori

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Following a seven year restoration, this exceptional 17th century residence is now accepting reservations. Situated in a beautiful setting, our spacious and elegantly appointed "Winery Estate" accommodates 12 guests in complete privacy with 5 comfortably sized bedroom …see more

Certificate of Excellence

from $530 / night

$2,853 - $8,659 / week

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from $530 / night

(5) Excellent 

58

Vacation villa with swimming pool in Megalochori

Santorini / Megalochori

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Villa Klytia is a traditional private villa elegantly decorated with antique items with private pool build in Cycladic column. It is located in santorini island in traditional and quiet village megalochori within 2.5 km from Perissa Beach and 100m from caldera where you …see more

from $494 / night

$3,452 / week

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Responds fast!
avg. 2 hours 27 minutes

from $494 / night

(50) Excellent 

19

Vacation villa in Megalochori

Santorini / Megalochori

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • 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 $247 / night

$2,158 / week

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Responds fast!
avg. 2 hours 36 minutes

from $247 / night

(2) Very Good 

24

Villa accommodation in Megalochori

Santorini / Megalochori

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • 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 $185 / night

$1,295 / week

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from $185 / night

20

Vacation villa in Megalochori

Santorini / Megalochori

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
Stone House is a tiny treasure for two, nestled in the heart of picturesque Megalochori village. This little gem is just a two minute stroll from the quaint village square, with its famous local restaurants beneath pretty Venetian bell towers. The gently sloping path to …see more

from $488 / night

$3,243 / week

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from $488 / night

(42) Excellent 

55

Vacation villa with swimming pool in Megalochori

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
If one follows the narrow winding road from the square, he will eventually come across the welcoming doors of Mansion Kyani. Situated on a hill top, overlooking the surrounding vineyards, the village of Megalohori and the sparkling Aegean in the distance, this harmonic …see more

from $481 / night

$3,366 / week

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Responds fast!
avg. 2 hours 12 minutes

from $481 / night

(29) Excellent 

53

Vacation home in Megalochori

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
The peaceful village of Megalochori makes a much sought after and appreciated alternative to the bustling and jostling of the busy city of Fira. Mansion Sophia, a rare find, is a just short stroll from the central village square with its pretty churches and picturesque …see more

from $358 / night

$2,507 / week

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Responds fast!
avg. 2 hours 12 minutes

from $358 / night

11

Vacation home with swimming pool in Megalochori

Santorini / Megalochori

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful detached and enclosed property comprises of two separate buildings, with a 4 mtr x 3 mtr pool in the courtyard, decked with plants. The first building has an entrance hall with fridge, a bathroom, a living room with seating and a sofa bed and built-in war …see more

from $284 / night

$1,720 - $2,706 / week

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Responds fast!
avg. 3 hours 53 minutes

from $284 / night

22

Megalochori Vacation villa rental

Santorini / Megalochori

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
Exceptional island escape enriched with barefoot luxury ! Land in the private helipad and dive in the Estate’s large pool overlooking the volcano in surroundings of 4000 sq.m. including a grape yard, BBQ and sitting area enjoying unique sunsets This beautiful 360 sq. m. …see more

from $8,630 / night

$60,406 / week

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from $8,630 / night

(2) Excellent 

20

Villa rental in Megalochori with swimming pool

Santorini / Megalochori

5 9 3 nights min

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min
  • Nearest beach 3 mi
  • 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 $701 / night

$4,905 / week

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from $701 / night

(2) Excellent 

20

Vacation villa in Megalochori

Santorini / Megalochori

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Kampanario Villa is located within the traditional narrow streets of Megalochori ,100 meters from the main square and 500 meters from the Caldera cliffs. It has been twice renovated with great care and attention in order to maintain the traditional architecture of the i …see more

from $246 / night

$1,718 / week

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from $246 / night

44

Villa rental in Megalochori with swimming pool

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful and Traditional Santorini Mansion with Private Infinity Pool and Sun Deck with Breathtaking Surrounding Views ! Follow the narrow winding footpath from the square and you will reach the welcoming doors of Mansion Kyani. This villa with Feng Shui certification …see more

from $480 / night

$3,354 - $8,334 / week

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from $480 / night

23

Megalochori Vacation villa rental

Santorini / Megalochori

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
This peaceful family hideaway is tucked away in a secluded alcove along a winding footpath, lined with white walls and cascading fuschia flowers, leading from the Megalochori village square. Villa Io is just a two minute walk from the village square and a million miles …see more

from $763 / night

$5,074 / week

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from $763 / night

34

Megalochori Vacation villa rental

Santorini / Megalochori

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
Villa Aegeon Grande is a private luxury villa with jacuzzi.is in the middle of the village Megalochori with very nice view the old houses and the dom of the churches.there is vice tavernas and mini market near to the villa for your shops.At 200 metres from villa is the …see more

from $210 / night

$1,467 / week

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Responds fast!
avg. 1 hour 33 minutes

from $210 / night

(2) Excellent 

8

Megalochori Vacation villa rental

Santorini / Megalochori

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
The villa is a newly built residence that combines modern and Cycladic architecture while facing the unique Caldera and the volcanic island Aspronisi (White Island). Aspronisi Island consists of a small part of land that used to be a part of Santorini island before the …see more

from $321 / night

$2,244 / week

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from $321 / night

27

Villa rental in Megalochori

Santorini / Megalochori

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Ask about children
Located in the tranquil Megalochori Village of Santorini, the 19-century Simantiri is a Cycladic-style villa with private outdoor pool, an outdoor tub and a furnished sun terrace overlooking the village. Caldera is 100 m from the property. Fitted with dark-wooden furni …see more

from $729 / night

$5,100 / week

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from $729 / night

44

Villa rental in Megalochori with swimming pool

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully Renovated Traditional Santorini Mansion with Private Pool and Garden in the Courtyard ! Mansion Sofia, a house beloved by photographers and featured in many magazines around the world, is located in the peaceful traditional village of Megalochori, a short d …see more

from $358 / night

$2,501 - $5,946 / week

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from $358 / night

27

Vacation villa in Megalochori

Santorini / Megalochori

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Ask about pets
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 Fira and Oia. The property is two minute s …see more

from $936 / night

$6,222 - $9,846 / week

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from $936 / night

41

Vacation villa in Megalochori

Santorini / Megalochori

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
The "Villa Blanca" is a private a luxury villa located at the highest point of the traditional village Megalochori with panoramic view of it and the Aegean sea. It is a new residence, built in 2016 in a traditional Cycladic architecture with modern touches while respect …see more

from $494 / night

$3,458 / week

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from $494 / night

(3) Excellent 

60

Vacation home in Megalochori

Santorini / Megalochori

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 6 mi
  • Swimming pool
  • Air conditioning
Vigneti Luxury Villa is located in the picturesque village of Megalochori Santorini. It is a 2 story traditional Cycladic building offering beautiful views of the vineyards, the Megalochori caldera, the ancient windmills of Emporeio, the villages of Pyrgos and Akrotiri, …see more

from $371 / night

$2,593 / week

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Responds fast!
avg. 37 minutes

from $371 / night

21

Villa rental in Megalochori

Santorini / Megalochori

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Ask about pets
In the authentic heart of Santorini, away from the noisy and touristy Oia and Fira, you can relax and indulge in luxurious holidays, with all your friends or family, in the privacy of your own villa. Megalochori, just minutes away from the caldera, is a white-washed vil …see more

from $850 / night

$5,946 - $8,362 / week

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from $850 / night

19

Vacation villa in Megalochori

Santorini / Megalochori

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 mi
  • Air conditioning
  • Private garden
Dear valuable guest, We welcome you to Caldera View Villa at the beautiful island of Santorini. Caldera View Villa, one of the jewels of Santorini, is positioned in an ideal location. Alone on top of the Caldera’s cliffs, in the middle of our 10.000 square meters prop …see more

from $604 / night

$4,229 / week

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from $604 / night

54

Villa accommodation in Megalochori

Santorini / Megalochori

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Air conditioning
Vigneti Luxury Villa is located in the picturesque village of Megalochori Santorini. It is a 2 story traditional Cycladic building offering beautiful views of the vineyards, the Megalochori caldera, the ancient windmills of Emporeio, the villages of Pyrgos and Akrotiri, …see more

from $481 / night

$3,366 / week

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Responds fast!
avg. 37 minutes

from $481 / night

(2) Excellent 

33

Vacation villa in Megalochori

Santorini / Megalochori

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Dear valuable guest, We welcome you to Caldera View Villa at the beautiful island of Santorini. Caldera View Villa, one of the jewels of Santorini, is positioned in an ideal location. Alone on top of the Caldera’s cliffs, in the middle of our 10.000 square meters prop …see more

from $604 / night

$4,229 / week

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from $604 / night

(36) Excellent 

70

Vacation villa with swimming pool in Megalochori

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
The peaceful village of Megalochori makes a much sought after and appreciated alternative to the bustling and jostling of the busy city of Fira. Mansion Sophia, a rare find, is a just short stroll from the central village square with its pretty churches and picturesque …see more

from $318 / night

$2,222 / week

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Responds fast!
avg. 2 hours 40 minutes

from $318 / night

26

Villa rental in Megalochori with swimming pool

Santorini / Megalochori

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a truly unique Santorini house set in a private Mediterranean garden and accessed through an electronic gate and private driveway.The domed and barrel shaped Cycladic architecture on the upper floors echoes the ancient designs of indigenous cave dwellings and th …see more

from $1,144 / night

$8,781 - $17,160 / week

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from $1,144 / night

(16) Very Good 

36

Vacation villa rental

Santorini / Megalochori

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
Villa Ivi is a fully restored, historic cave house with an inner cobbled courtyard and an outdoor heated Jacuzzi. It is located in Megalochori with its Venetian architecture, one of the most beautiful and traditional villages of Santorini, just a short drive away from a …see more

from $210 / night

$1,467 / week

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from $210 / night

(1) Excellent 

38

Villa rental in Megalochori

Santorini / Megalochori

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
This brand new stunning villa is located in the heart of the traditional village of Megalochori. It comfortably sleeps 6 in with it's two bedrooms and sofa bed. Decorated in a modern style, with touches of traditional Santorini items. The villa also offers a open conc …see more

from $309 / night

$2,158 / week

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Responds fast!
avg. 3 hours 45 minutes

from $309 / night

27

Megalochori Vacation villa rental

Santorini / Megalochori

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
Once an 18th century canava, this village home has been meticulously renovated, without dampening its authentic vibe. Located skipping distance from the island's best beaches, it is a fun-loving and cozy habitat, with playful curves guaranteed to make the whole family s …see more

from $426 / night

$2,978 / week

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Responds fast!
avg. 3 hours 25 minutes

from $426 / night

(1) Excellent 

44

Vacation home in Megalochori

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
With a marvelous view overlooking a quaint Greek village, this Santorini villa for rent is the perfect setting for an authentic island holiday. Enjoy the aesthetic delights of this traditional home, relax on a terrace in the sun, or venture down the footpath into the vi …see more

from $621 / night

$4,342 - $10,561 / week

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from $621 / night

25

Vacation villa in Megalochori

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Owner's description:Outside this property 6 km from Fira Town: Very large, child friendly, comfortable villa "this property", built in 1945. 5 km from the beach. For shared use: property 200 m2, courtyard. Private: whirlpool, patio, terrace. In the house: sun terrace, a …see more

from $644 / night

$2,224 - $4,512 / week

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from $644 / night

25

Megalochori Vacation home rental

Santorini / Megalochori

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Ask about children
This is a very eco friendly, minimal style, zen house. Done with tons of attention to natural elements and Santorini's culture!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!! …see more

from $185 / night

$1,295 / week

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from $185 / night

(47) Excellent 

102

Vacation villa rental

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
If one follows the narrow winding road from the square, he will eventually come across the welcoming doors of Mansion Kyani. Situated on a hill top, overlooking the surrounding vineyards, the village of Megalohori and the sparkling Aegean in the distance, this harmonic …see more

from $426 / night

$2,978 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from $426 / night

27

Vacation villa with swimming pool in Megalochori

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private terrace with view | Private swimming pool | Sophisticated interior WHAT WE OFFER BlueVillas Award Winning Concierge …see more

from $358 / night

$2,503 - $5,955 / week

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from $358 / night

42

Vacation home rental

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
This Santorini villa is ideal if you're ready to switch off your cell phone, put your feet up, and enjoy Greek island life from a different perspective. Relax inside or outside with the private pool... or stroll into the local village square to relax some more! A compli …see more

from $469 / night

$3,281 - $7,629 / week

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from $469 / night

14

Vacation apartment in Megalochori

Santorini / Megalochori

1 5 4 nights min

  • 1 bedroom
  • Sleeps 5
  • 4 nights min
  • Suitable for children age 5+
  • Air conditioning
Nice fine tradinional style decorated 2 rooms apartment at the peaceful village of Megalochori Santorini This apartment is located at the most astonishing village in Greece, the peaceful Megalochori. It is part of an apartment complex called "Atlantica", of 6 apartment …see more

from $124 / night

$740 - $1,258 / week

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from $124 / night

16

Vacation villa with swimming pool in Megalochori

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
2016 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private pool with jacuzzi jets | Hydro massage jet shower | Private terrace with amazing view WHAT WE OFFER BlueVillas’ Award winni …see more

from $401 / night

$2,805 - $11,443 / week

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from $401 / night

24

Megalochori Vacation villa rental

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
2016 & 2017 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private swimming pool | Private terrace | Sophisticated interior WHAT WE OFFER BlueVillas Award Winning Concierge Service …see more

from $481 / night

$3,366 - $8,371 / week

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from $481 / night

14

Megalochori Vacation villa rental

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
2016 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private pool with jacuzzi jets | Unlimited sea view | Modern and minimal WHAT WE OFFER BlueVillas’ Award winning Concierge Service …see more

from $401 / night

$2,805 - $11,443 / week

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from $401 / night

24

Vacation home rental

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Mansion Kyani is located on a hilltop overlooking the vineyards and quant village of Megalochori in Santorini, with the beautiful Aegean Sea in the distance. As soon as you enter the house you will find a big courtyard, which is characterized by the traditional “Plakoto …see more

from $492 / night

$3,439 - $8,553 / week

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from $492 / night