50 Best Santorini Apartments on Holiday Lettings - Villas

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866 Vacation rentals

(43) Excellent 

Certificate of Excellence

25

Villa rental in Exo Gonia with swimming pool

Santorini / Exo Gonia

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Located in the peaceful residential village of Exo Gonia, Cavern House Anthea is ideally located for exploring Santorini with the beaches of Kamari and the island's capital Fira both within just 15 minutes' drive. The award-winning taverna Metaximas is just a 3 minute w …see more

Certificate of Excellence

from $290 / night

$1,538 - $3,171 / week

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from $290 / night

13

Vacation villa in Karterádhos

Santorini / Karterádhos

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
K.Anna’s Cave House was built in 1950s by local residents of the island and their aim was to be safe and comfortable to live. It's worth mentioning that our House has been fully renovated in 2017. We have put a great deal of effort in order to maintain all the distinct …see more

from $249 / night

$1,744 / week

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from $249 / night

(17) Excellent 

51

Exo Gonia Vacation cave house rental

Santorini / Exo Gonia

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Vothonas is a village situated in the center of the island, 3 kilometers from capital Fira and 2 kilometers from Kamari beach. The village is quiet, not altered by tourism and very easy accessible.From Vothonas begins the natural canyon which have been made by the fo …see more

from $136 / night

$950 / week

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from $136 / night

6

Vacation apartment with shared pool in Oia

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The rooms are equipped with air conditioning, TV, kitchenette and refrigerator. Our hotel enjoys a privileged location by the sea. It is 4 km from the center of Oia, while just 600 meters from here you will find many taverns which serve local specialties. Very close …see more

from $136 / night

$950 / week

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from $136 / night

(9) Excellent 

14

Imerovigli Vacation studio rental

Santorini / Imerovigli

Studio 3 2 nights min

  • Studio
  • sleeps 3
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Hara's Houses - Studio 3 (namely "Yannis"), is built overlooking the Santorini volcano, the Caldera, the rock formations of Skaros and the Imerovigli village. It is of a typical Santorini architecture at the very edge of the rim of the Caldera. Studio 3 is part of a pr …see more

from $204 / night

$1,424 / week

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from $204 / night

(36) Excellent 

13

Vacation villa in Fira

Santorini / Fira

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
If you want to enjoy the tranquility and breathtaking views offered by the caldera, without leaving the center and the market of Fira you're in the right spot. Serenity Suites in Santorini is a small cluster of elegant suites, located between the capital of the i …see more

from $430 / night

$2,803 - $5,289 / week

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from $430 / night

(33) Excellent 

Certificate of Excellence

21

Exo Gonia Vacation villa rental

Santorini / Exo Gonia

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Located in the peaceful residential village of Exo Gonia, Cavern House Helios is ideally located for exploring Santorini with the beaches of Kamari and the island's capital Fira both within just 15 minutes' drive. The award-winning taverna Metaximas is just a 3 minute w …see more

Certificate of Excellence

from $241 / night

$1,292 - $2,552 / week

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from $241 / 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 $261 / night

$1,823 / week

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Responds fast!
avg. 1 hour 3 minutes

from $261 / night

19

Vacation home in Oia

Santorini / Oia

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
Nestled on the cliffs of the worldwide famous village of Oia, "Kalidoscope cave villas" welcome you to the beautiful island of Santorini. Gazing the deep blue, Kalidoscope is a complex of three traditional cave houses ideal for all visitors’ who wish to experience a tra …see more

from $295 / night

$2,061 / week

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Responds fast!
avg. 2 hours 32 minutes

from $295 / night

47

Vourvoulos Vacation apartment rental

Santorini / Vourvoulos

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The apartment is consisted of a bedroom and a living room - kitchen. It can fit 5-6 guests as there is a double bed plus one sofa bed in the bedroom and two more sofa beds in the living room / kitchen. In case you are more people, we can add a fold out bed with an ex …see more

from $91 / night

$634 / week

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from $91 / night

9

Vacation home in Firostefani

Santorini / Firostefani

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
The Apartment is very spacious, it has three bedrooms, one and a half bathrooms, a living room, a kitchen, a hall way, three balconies, its location is ideal for those that like to live close to the center but at the same time enjoy a quieter area. Near the apartment th …see more

from $142 / night

$1,130 - $1,526 / week

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avg. 1 hour 48 minutes

from $142 / night

(3) Excellent 

16

Villa rental in Fira with swimming pool

Santorini / Fira

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
The Desiterra complex, located at the southeast part of the island's capital, Fira, is consisted of 4 autonomous stone made suites that uniquely combine the minimalistic beauty of the Aegean architecture with contemporary aesthetics offering the visitor an unforgettable …see more

from $170 / night

$1,187 / week

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avg. 1 hour 14 minutes

from $170 / night

(14) Excellent 

44

Vacation villa in Imerovigli

Santorini / Imerovigli

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
"Ventus Paradiso Villa" is located In Imerovigli, one of the most beautiful villages of Santorini, 400 m. above sea level on the northwest side of the island. Built with respect for our Cycladic architectural tradition and regard for your comfort, our villa offers a un …see more

from $453 / night

$2,831 - $7,133 / week

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from $453 / night

7

Vacation home in Kamari

Santorini / Kamari

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
PLANNING ON VISITING SANTORINI? A BEAUTIFUL TRADITIONAL ISLAND HOUSE IS WAITING FOR YOU! KLEO'S HOUSE IS LOCATED 3 KM FROM THE FAMOUS BLACK BEACH OF KAMARI. IT HAS FULLY EQUIPED K ITCHEN WITH ALL AMENITIES AND PRIVATE BATHROOM WITH SHOWER. COMFORTABLY A …see more

from $79 / night

$678 / week

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from $79 / night

(1) Excellent 

12

Apartment rental in Kamari

Santorini / Kamari

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Boutique apartments Santorini Loft conveniently located in the center of Kamari, 100 meters from the the famous beach with black volcanic sand and in close proximity to restaurants, bars, Village Cinema, supermarkets, clothing stores, souvenir shops and the main attract …see more

from $339 / night

$2,373 / week

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from $339 / night

21

Vacation villa in Mesaria

Santorini / Mesaria

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly
Nomikos mansion is an old residence with a history dated back to 1930, completely renovated into a private comfortable and cozy villa with respect for our local tradition and our Cycladic architecture. It is ideally nested in peaceful traditional village of Karterados, …see more

from $204 / night

$1,243 - $2,825 / week

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from $204 / night

(3) Excellent 

31

Emporio Vacation villa rental

Santorini / Emporio

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Rock Villas Complex *Live the Myth* Welcome to a new world of luxury, privacy and tranquility! Welcome to a place where you can relax, find peace of mind and have your body and soul renewed, in a 110 sq.m. villa with external jacuzzi and unlimited comfort. Rock Myth …see more

from $170 / night

$1,187 / week

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Responds fast!
avg. 2 hours 49 minutes

from $170 / night

40

Vacation apartment in Vourvoulos

Santorini / Vourvoulos

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The apartment is consisted of a bedroom and a living room - kitchen. It can fit 4 guests as there is a double bed and two more beds in the living room / kitchen. In case you are more people, we can add a fold out bed with an extra charge. It has a bathroom and a sma …see more

from $91 / night

$634 / week

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from $91 / night

(10) Excellent 

44

Home rental in Mesaria with swimming pool

Santorini / Mesaria

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Zafira Residence welcomes you in a unsurpassed combination of Nature beauty, Cycladic minimalism and ultra-modern design. This-one-of-a-kind villa was built in 2016 and offers the opportunity to encounter the experience of ‘’Santorini Island’’ in a privileged property o …see more

from $293 / night

$2,045 / week

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from $293 / night

(8) Excellent 

22

Fira Vacation villa rental

Santorini / Fira

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Air conditioning
The Painters House is a lovingly restored traditional villa right in the heart of the old town of Fira. Just a few minutes walk from the famous Caldera and the main square, the villa offers luxurious accommodation in a quiet location whilst providing easy access to the …see more

from $265 / night

$1,854 / week

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Responds fast!
avg. 2 hours 1 minutes

from $265 / night

(31) 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 $552 / night

$3,110 - $9,076 / week

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from $552 / night

(2) Excellent 

38

Fira Vacation apartment rental

Santorini / Fira

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
Casa Santantonio is the transformation of a 18th century mansion, placed on three levels with its surroundings in three functionally independent, luxury homes, one per level. During the renovation maintained at all levels and highlighted the architectural elegance of …see more

from $110 / night

$768 / week

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avg. 3 hours 50 minutes

from $110 / night

(25) Excellent 

20

Vacation villa with swimming pool in Pyrgos

Santorini / Pyrgos

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Fantastic restored detached villa in the village of Exogonia, with a private plunge pool, sun terraces and fantastic sunrise views to the beach resort of Kamari and the island of Anafi. The villa has 2 double bedrooms, both en suite. The property sleeps 6 (with …see more

from $396 / night

$2,769 / week

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from $396 / night

14

Vacation villa with shared pool in Vourvoulos

Santorini / Vourvoulos

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Located in Vourvoulos, Dream Villa is the ideal place for those who seeking privacy and tranquility. The interior area of 70 sq.m. can spaciously accommodate up to 4 people. The Villa opens to a 60 sq.m. veranda overlooking the deep blue of the Aegean Sea. Guests can en …see more

from $249 / night

$1,582 - $3,221 / week

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from $249 / night

(4) Very Good 

15

Villa rental in Fira with indoor pool

Santorini / Fira

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Inspired by the black volcanic nature and infused with traditional Cycladic architecture, the Day Dream Luxury Suites are the perfect combination of minimal design, true style and pure luxury. Pamper yourself in one of its infinity pools or Jacuzzis and gaze at the hori …see more

from $494 / night

$3,456 / week

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from $494 / night

(5) Excellent 

53

Oia Vacation villa rental

Santorini / Oia

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • 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 walking di …see more

from $1,099 / night

$6,919 - $7,712 / week

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Responds fast!
avg. 3 hours 49 minutes

from $1,099 / night

(2) Excellent 

22

Vacation home with swimming pool in Monolithos

Santorini / Monolithos

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful house near the beach with large, private, swimming pool. Cycladic architecture, with special decoration. There is a fully equipped kitchen and a gas barbeque. The grounds around the pool are big enough to relax, enjoy and play with the family and friends. The …see more

from $317 / night

$2,102 - $3,628 / week

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Responds fast!
avg. 3 hours 21 minutes

from $317 / night

14

Oia Vacation private room rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Museo Grand Hotel is located in the heart of Oia and it offers a breathtaking view of caldera. Every room is air-conditioned and features a flat-screen TV. A terrace or balcony are featured in certain rooms.Rooms are equipped with a private bathroom.Family Suite can ac …see more

from $103 / night

$722 / week

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from $103 / night

(1) Excellent 

32

Vacation villa in Fira

Santorini / Fira

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Air conditioning
Akron Cliff Suite is a traditional cave suite in Fira , sitting on the edge of the caldera cliff offering panoramic views of Fira Bay and the volcano. Akron Suite was fully renovated in 2016 according to the unique traditional Cycladic architecture combining th …see more

from $169 / night

$1,182 / week

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from $169 / night

(11) Excellent 

32

Apartment rental in Monolithos

Santorini / Monolithos

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Rodothea on the Beach is a typical one bedroom greek island decorated apartment based at Monolithos area, which is just few steps from the well – known Monolithos Beach. The apartment has been tastefully furnished and decorated aiming at offering you the ultimate comfo …see more

from $153 / night

$1,102 / week

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avg. 1 hour 2 minutes

from $153 / night

25

Vacation villa rental

Santorini / Firostefani

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Our Villa means your comfortable and unforgettable holiday in new-age Cycladean style on the most beautiful island of Aegean - Santorini. Newly built cozy and comfortable house in distinguished Cycladean architecture style with arch-ceiling and comfortable new furnitur …see more

from $57 / night

$397 / week

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from $57 / night

(3) Very Good 

13

Perissa Vacation b&b rental

Santorini / Perissa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Our SPICY CAYENNE APARTMENT sleeps four adults comfortably, and features an upstairs loft, private balcony, full kitchen and flat screen TV. The main room has a new queen sized bed and dining table, adjacent to the bathroom and kitchen, and a cute wooden staircase bri …see more

from $91 / night

$1,189 / week

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from $91 / night

(4) Excellent 

17

Home rental in Monolithos with swimming pool

Santorini / Monolithos

3 9 2 nights min

  • 3 bedrooms
  • sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful house near the beach with private swimming pool. Cycladic architecture, with special decoration. There is a fully equipped kitchen and a gas barbeque. The grounds around the pool are big enough to relax, enjoy and play with the family. The house is surrounded …see more

from $431 / night

$2,854 - $4,631 / week

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avg. 3 hours 21 minutes

from $431 / night

(6) Excellent 

16

Vacation b&b rental

Santorini / Perissa

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
OUR SAPPHIRE STUDIO APARTMENT is extremely cozy, and sleeps three adults comfortably, with a double sized bed and additional single bed. There is a flat screen TV adjacent to the bathroom. Please enjoy the swimming pool or try one of our Spicy cocktails at the p …see more

from $68 / night

$850 / week

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from $68 / night

13

Emporio Vacation villa rental

Santorini / Emporio

1 5 1 night min

  • 1 bedroom
  • sleeps 5
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
We invite you to have your holidays in our special and cozy villa. Very well located house. You will be able to Have a private rest in the island at the same time you are very close to the sea and another places for rest. The house has 1 big bed in the bedroom, 2 sofa b …see more

from $90 / night

$631 / week

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from $90 / night

(2) Excellent 

32

Exo Gialos Thiras Vacation villa accommodation

Fira / Exo Gialos Thiras

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Desiterra is a place to marvel at the old and experience the new, in the most breathtaking and magical place of Greece, the island of Santorini. It's located 10 minutes walking distance from the Exo Gialos Beach and 2,5 from the Fira Center. Desiterra suites are fully …see more

from $249 / night

$1,741 / week

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Responds fast!
avg. 1 hour 14 minutes

from $249 / night

(4) Excellent 

26

Vacation villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A Villa ideal for those who seeking privacy and tranquility. Our neighborhood is quiet and unspoiled but close to the center of the island and its traditional village. The Villa is located high on a cliff at Vourvoulos village, with a stunning view of the Aegean, away f …see more

from $283 / night

$2,152 - $3,991 / week

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from $283 / night

37

Vacation villa rental

Santorini / Firostefani

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child friendly
Located in Firostefani village, the most beautiful secret of Santorini’s Caldera, right across the island’s volcano with incredibly beautiful views to the volcano and the deep blue Aegean Sea. An emblematic cave-style architecture, typical of Santorini, minimally decora …see more

from $668 / night

$4,676 / week

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from $668 / night

10

Vacation villa in Oia

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Galatia Grand Family Suite, which is the great …see more

from $305 / night

$2,132 / week

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from $305 / 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 $7,910 / night

$55,369 / week

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from $7,910 / night