50 Best Santorini Apartments on Holiday Lettings - Villas

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Villas Oia
167 properties
Villas Fira
96 properties
Imerovigli
87 properties
Perissa
54 properties
Megalochori
47 properties
Pyrgos
44 properties
Mesaria
35 properties
Firostefani
33 properties
Kamari
32 properties
Apartments Akrotiri
32 properties
Vourvoulos
28 properties
Emporio
19 properties
Fira Firostefani
10 properties
Exo Gonia
9 properties
Perivolos
9 properties
Monólithos
6 properties
Emborio
5 properties

Santorini

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759 Vacation rentals

(12) Excellent 

23

Vacation villa in Megalochori

Santorini / Megalochori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A beautiful villa that is ideal for an unforgettable honeymoon or a luxurious holiday. Beautifully restored, this large and very private villa has been renovated to a high standard yet retained its best Greek features. Situated in the traditional village of M …see more

from $258 / night

$1564 - $2460 / week

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from $258 / night

(28) Excellent 

24

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

from $221 / night

$1164 - $1944 / week

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from $221 / night

(37) Excellent 

25

Villa rental in Exo Gonia with swimming pool

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 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

from $280 / night

$1489 - $2464 / week

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from $280 / night

6

Vacation home in Exo Gonia

Santorini / Exo Gonia

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ask about pets
The house of the cluster is a small lovely bright house, ideal for couples or friends. It offers a one space living room with an equipped kitchenette, a sofa and a dining table, a bathroom and a bedroom. Its terrace gazes the Aegean sea and is ideal for relaxations. Sm …see more

from $68 / night

$471 / week

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from $68 / night

13

Vacation home in Exo Gonia

Santorini / Exo Gonia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask about pets
The first house of the cluster “Captain Revelis House” is a family house consisting of two bedrooms, a spacious living room with a fire place, an individual kitchen, a dining room and a bathroom. It offers a large equipped terrace with a dining table and a unique, magni …see more

from $135 / night

$943 - $1100 / week

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from $135 / night

(14) Excellent 

20

Vacation villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $281 / night

$1457 - $2746 / week

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from $281 / night

(23) Excellent 

26

Megalochori Vacation villa rental

Santorini / Megalochori

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • 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 bedr …see more

from $481 / night

$2594 - $7150 / week

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from $481 / night

(1) Excellent 

18

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning
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 comfor …see more

from $96 / night

$667 - $1037 / week

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from $96 / night

38

Windmill rental in Pyrgos

Santorini / Pyrgos

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Nestled in the picturesque medieval village of Pyrgos, the three storey imposing Anemoscope Windmill gazes in admiration at the Aegean Sea, the villages and Santorini’s famous Caldera. The Windmill has 120 sq. meters interior areas and is decorated with a composition of …see more

from $359 / night

$2511 / week

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from $359 / night

(10) Excellent 

23

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $107 / night

$555 - $1037 / week

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from $107 / night

(2) Excellent 

45

Vacation home in Emporio

Santorini / Emporio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Shades of White is a newly constructed , traditional complex of apartments located in the Village of Emporio. Fira the capital of Santorini is 7 klm away and the famous black beaches of Perivolos & Perissa are only 2 klm. The complex of Shades of White overlooks …see more

from $124 / night

$786 - $1453 / week

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from $124 / night

(5) Excellent 

64

Villa rental in Akrotiri

Santorini / Akrotiri

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning
The Vineyard villa is a fully renovated villa located at the heart of Akrotiri. The house has a wonderful outdoor area of 7 acres surrounded by vineyards,overlooking the sea and the beautiful medieval settlement of Akrotiri. A private traditional church "Saint Andreas" …see more

from $269 / night

$1883 / week

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from $269 / night

(12) Excellent 

16

Vacation villa in Emborio

Santorini / Emborio

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
A unique experience, combining a traditional winery, working artists studio and holiday villa. Lovingly restored and converted into holiday accommodation and studio by local artist Jon Call, the 'Canava' building dates back to 1835, situated in a semi rural locat …see more

from $225 / night

$1345 - $2186 / week

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from $225 / night

(43) Excellent 

24

Villa rental in Fira

Santorini / Fira

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
"Villa Dakoronia" was recently renovated from an old theran villa, is situated on the top of the cliff ridge along the traditional caldera path between Fira and Firostefani, facing the spectacular Caldera view. The sunlight villa is located between the cable car (90m …see more

from $314 / night

$2982 - $6747 / week

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from $314 / night

(6) Excellent 

32

Vacation cave house in Fira

Santorini / Fira

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning
The Raki Cave offers combination of traditional Santorinian architecture and an enviable central location within Fira. All the conveniences and attractions the capital has to offer are within easy walking distance. Guests are therefore able to take advantage of not havi …see more

from $96 / night

$1060 - $1569 / week

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from $96 / night

(2) 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 $57 / night

$673 - $1009 / week

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from $57 / night

(3) Excellent 

22

Oia Vacation villa rental

Santorini / Oia

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • 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 $387 / night

$2707 - $6629 / week

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from $387 / night

46

Vacation villa in Firostefani

Santorini / Firostefani

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Centrally located in Firostefani village, Morfes House offers unlimited views of the famous volcano and the Aegean Sea from its furnished terrace. Only 1 km from the lively Fira, it comes with tastefully decorated interior and free WiFi. Morfes House consists of 2 separ …see more

from $258 / night

$1805 / week

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from $258 / night

(3) Very Good 

11

Kamari Vacation home rental

Santorini / Kamari

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The Ammos Summer House is a Santorinian house that is located at the village of Kamari only 200 meters from the organized beach. It consists of one master bedroom, a second bedroom, one bathroom with shower, a well equipped kitchen and a large living room area. It is an …see more

from $146 / night

$1020 - $1726 / week

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from $146 / night

38

Vacation villa with swimming pool in Exo Gialos Thias

Fira / Exo Gialos Thias

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Sienna Resort offers the perfect setting for a relaxing holiday to be with friends or family. The Villas are located in Exo gialos, in a private and quiet area (2km from the centre of Fira), close to the beaches and local attractions. Each villa at Sienna Resort off …see more

from $494 / night

$5048 / week

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from $494 / night

(9) Excellent 

24

Villa rental in Fira Firostefani with swimming pool

Santorini / Fira Firostefani

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
The island has the shape of a crescent with the property located at its middle. Thus, the location of Sea Horse Residence gives its guests the opportunity to admire the view of the Caldera at its full width, from the village of Oia all the way to Akrotiri and the volcan …see more

from $2130 / night

$14906 / week

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from $2130 / night

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 $258 / night

$1569 - $2556 / week

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from $258 / night

(6) Very Good 

22

Vacation home in Megalochori

Santorini / Megalochori

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Situated in the traditional village of Megalachori (pop 350), near the ferry port of Athinios, this property is a few minutes walk from the main cobbled square of this beautiful and charming village. There you can enjoy two excellent restaurants and the local taverna.Th …see more

from $107 / night

$561 - $1121 / week

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from $107 / night

(3) Excellent 

19

Home rental in Monólithos with swimming pool

Santorini / Monólithos

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 $426 / night

$2825 - $4691 / week

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from $426 / night

9

Vacation guest house rental

Santorini / Imerovigli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
Wake up in the morning, open the door and get out to your private veranda just to find that you are standing on the highest spot of Imerovigli. Enjoy your breakfast at your balcony and then relax into your jetted hot tub. The interior is designed with curves and arches. …see more

from $225 / night

$1457 - $3363 / week

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from $225 / night

(12) Excellent 

10

Oia Vacation cave house rental

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Air conditioning
It is an appartment that can accomodate 2-3 persons.The appartment has private entrance and a private terrace, a fully equiped kitchen, a bathroom with shower, one double bed and one unfolded single bed, dining - sitting room with couch and an outdoor jacuzzi.It is a ca …see more

from $146 / night

$1177 - $2903 / week

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from $146 / night

25

Fira Vacation villa rental

Santorini / Fira

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
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 $264 / night

$1844 / week

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from $264 / night

(5) Excellent 

14

Imerovigli Vacation studio rental

Santorini / Imerovigli

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • 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 $180 / night

$1257 / week

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from $180 / night

(12) Excellent 

34

Apartment rental in Oia

Santorini / Oia

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • 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 $180 / night

$1257 / week

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from $180 / night

26

Vacation villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Livas is located in the countryside of Santorini, in a tranquil area, surrounded by vineyards and farms, only 400 meters away from the black pebble beach of Vourvoulos, where there is a small fishermen port and a beachside tavern, where guests can taste fresh fish …see more

from $281 / night

$1962 - $4629 / week

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from $281 / night

(4) Excellent 

22

Vacation villa in Pyrgos

Santorini / Pyrgos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 7 mi
  • Child friendly
  • Car not necessary
Small Architect's House is privately owned two story Stylish house that is part of the traditional village of Pyrgos. As most residences in this picturesque village it follows the architecture and style of the cycladic area. The lower level is partially into the volcani …see more

from $111 / night

$777 / week

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from $111 / night

7

Vacation villa in Fira

Santorini / Fira

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 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 $174 / night

$1218 / week

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from $174 / night

(1) Excellent 

8

Vacation home in Pyrgos

Santorini / Pyrgos

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Private garden
Flora’s house is a group of old undercut self contained traditional suites in PYrgos , which have been carefully restored following strict criteria and showing respect to their architecture and fitting in with the environment. All suites are fully furnished and decorate …see more

from $169 / night

$1177 / week

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from $169 / night

(3) Very Good 

23

Vacation home in Oia

Santorini / Oia

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • 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 $202 / night

$1121 - $1401 / week

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from $202 / night

10

Villa rental in Pyrgos

Santorini / Pyrgos

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kamini Exclusive Luxury Santorini Villa is a villa built on a large gated property of 10.000 m2.The villa is situated at the top of a steep slope, at the east part of the Santorini island and it enjoys a 360˚view of the Aegean Sea, the caldera and the breathtaking sunse …see more

from $1682 / night

$11768 / week

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from $1682 / night

(1) Excellent 

7

Vacation villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
Anema Residence of Santorini is a 6000 square meter property overlooking the Aegean Sea and stunning views of the islands of Anafi and Amorgos. On the 3000 square meters is located the house of the owners and 2 adjacent guest houses. On the remaining 3000 square met …see more

from $303 / night

$2119 / week

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from $303 / night

(1) Excellent 

30

Perissa Vacation studio rental

Santorini / Perissa

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
A nicely decorated studio only a 5min walk, away from the black Beach of Perissa Santorini. Built inside a green oasis, at Evizorzia Villas tastefully decorated can host spaciously up to 3 people, includes private bathroom, kitchenette and garden seating area, shared o …see more

from $71 / night

$495 / week

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from $71 / night

(6) Excellent 

24

Vacation home in Pyrgos

Santorini / Pyrgos

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Spiti Stelios Traditional Restored Artisan House (sleeps 6 in 4 bedrooms) Situated in the trendy mediaeval hilltop village of Pyrgos. Spiti Stelios originally served as an old artisan house and winery dating back to the early 18th century. This traditional building wit …see more

from $121 / night

$845 - $1560 / week

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from $121 / night

(2) Excellent 

25

Vacation villa in Megalochori

Santorini / Megalochori

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
Nereids private villa is located in Megalochori Santorini. Nereids is a 300 years old canava cave houses complex restored by the Nomicos family and named after the goddesses of the sea. Three houses Meliti, Alia and Nimertis (located in the lower terrace of the complex) …see more

from $281 / night

$2356 - $4241 / week

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from $281 / night

5

Vacation apartment in Kamari

Santorini / Kamari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
A great and brand new apartment in the heart of Kamari and only 100 meters from the beach. Can be combined with Ammos 1 and accommodate larger groups of families. Ideal place as it is centraly located and maximum 150 meters from the major mini markets and restaurants an …see more

from $101 / night

$707 - $1334 / week

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from $101 / night

1