50 Best Santorini Apartments on Holiday Lettings - Villas

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Villas Oia
174 properties
Imerovigli
97 properties
Villas Fira
95 properties
Perissa
52 properties
Megalochori
50 properties
Pyrgos
41 properties
Firostefani
39 properties
Mesaria
36 properties
Kamari
32 properties
Apartments Akrotiri
29 properties
Vourvoulos
28 properties
Emporio
21 properties
Fira Firostefani
10 properties
Perivolos
10 properties
Exo Gonia
9 properties
Monólithos
6 properties
Emborio
5 properties

Santorini

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819 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 $246 / night

$1488 - $2342 / week

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from $246 / 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 $92 / night

$640 - $1506 / week

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from $92 / 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 $251 / night

$1755 / week

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from $251 / 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 $160 / night

$890 - $1914 / week

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from $160 / 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 $299 / night

$2838 - $6422 / week

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from $299 / 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 $474 / night

$4841 / week

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from $474 / 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 $64 / night

$448 / week

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from $64 / 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 $267 / night

$1387 - $2614 / week

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from $267 / 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 $106 / night

$740 / week

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from $106 / 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 $171 / night

$1195 / week

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from $171 / 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 $474 / night

$2554 - $7040 / week

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from $474 / night

(36) 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 $224 / night

$1146 - $2426 / week

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from $224 / 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 $139 / night

$971 - $1643 / week

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from $139 / night

22

Vacation home in Emporio

Santorini / Emporio

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Pet friendly
Nestled at the peaceful medieval village of Emporio, Mesana stone houses occupy a beautiful spot at the foot of the rocky hill, which leads to the castle “Kasteli” that dates back the 13th century. These unique authentic stone houses were constructed from local material …see more

from $119 / night

$829 / week

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from $119 / night

(14) Excellent 

37

Oia Vacation apartment rental

Santorini / Oia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 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 $171 / night

$1195 / week

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from $171 / 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 $91 / night

$582 - $987 / week

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from $91 / night

(3) 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 $208 / night

$1387 - $4032 / week

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from $208 / 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 $102 / night

$528 - $987 / week

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from $102 / night

(3) Excellent 

38

Vacation farmhouse rental

Santorini / Exo Gonia

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
The country house/farm house is situated on the main road Fira- Kamari and is 1km far away from Kamari beach. ( 5 min with bus and 20 min by foot ). The country house is located in a big land with locust-trees, eucaluptus, vine-yards, pine trees, pistachio-trees and …see more

from $171 / night

$1174 / week

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from $171 / 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 $214 / night

$1280 - $2080 / week

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from $214 / 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 $118 / night

$747 - $1600 / week

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from $118 / night

15

Oia Vacation cave house rental

Santorini / Oia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
It is a 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 room-sitting room with 2 couches and an indoor jacuzzi. It i …see more

from $108 / night

$753 - $2786 / week

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from $108 / night

(2) Excellent 

11

Vacation home in Emborio

Santorini / Emborio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Nestled at the peaceful medieval village of Emporio, Mesana stone houses occupy a beautiful spot at the foot of the rocky hill, which leads to the castle “Kasteli” that dates back the 13th century. These unique authentic stone houses were constructed from local material …see more

from $123 / night

$859 - $1008 / week

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from $123 / night

38

Kamari Vacation studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The Studio is located at the eastern part of the island, at the Village Kamari.The amazing beach of Kamari is only 30 meters from the studio.The welcoming and comfortable studio is 25sq meters with 4 single beds.Is clean and bright equipped with everything you need to …see more

from $49 / night

$339 - $1280 / week

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from $49 / night

35

Kamari Vacation studio rental

Santorini / Kamari

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
The Studio is located at the eastern part of the island, at the Village Kamari.The amazing beach of Kamari is only 30 meters from the studio.The welcoming and comfortable studio is 25sq meters with 2single beds(we can create one double) and a sofa -bed for an extra gue …see more

from $48 / night

$336 - $1083 / week

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from $48 / night

26

Vacation villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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 $246 / night

$1494 - $2432 / week

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from $246 / night

(46) Very Good 

11

Oia Vacation studio rental

Santorini / Oia

Studio 3 3 nights min

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

from $112 / night

$640 - $1174 / week

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from $112 / night

75

Vacation home rental

Santorini / Fira

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Erofili Cave House nested at the traditional settlement of Kontochori ,very close to Fira , the capital of Santorini is the brand new sister property of Erofili Villa. Kontochori is a big traditional village regional built around Fira in a walkable distance. A folk a …see more

from $140 / night

$979 - $2929 / week

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from $140 / 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 $54 / night

$640 - $960 / week

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from $54 / night

(2) Excellent 

23

Fira Vacation apartment rental

Santorini / Fira

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Situated in the heart of the old town of Messaria, with its traditional kalderimia (paths for pedestrians only) and colorful churches, this recently renovated flat combines tranquility, modernity and functionality. Tranquility because on a very popular, noisy and bus …see more

from $33 / night

$226 - $420 / week

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from $33 / night

6

Perivolos Vacation apartment rental

Santorini / Perivolos

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in Perivolos, within 300 metres from the black sandy beach. The apartment includes a kitchenette well equipped with Electric kettle, Mini fridge and coffe maker, a dining area and a tv. The Air-conditioned apartment open out to terrace which has a private plunge …see more

from $139 / night

$907 - $1494 / week

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from $139 / night

21

Vacation villa in Mesaria

Santorini / Mesaria

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
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 $151 / night

$1055 / week

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from $151 / night

(1) Excellent 

30

Perissa Vacation studio rental

Santorini / Perissa

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Boutique Studio for 3, 5min away from the black Beach of Perissa Santorini. Built inside a green oasis, at Evizorzia Villas tastefully decorated can host spaciously 3 people, includes private bathroom, kitchenette and garden seating area, shared outdoor pool with the ot …see more

from $68 / night

$475 / week

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from $68 / night

29

Firostefani Vacation home rental

Santorini / Firostefani

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
OdysseysHouse with Loft is about twenty steps walk from this sweet location of Firostefani .A beautifull sweet home for those who like a private loft at their disposal.This is a cosy new house build in a traditional Santorinian style for couples or families.It's equipp …see more

from $21 / night

$162 - $452 / week

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from $21 / 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 $269 / night

$2259 - $4066 / week

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from $269 / night

5

Vacation villa in Fira

Santorini / Fira

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 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 $587 / night

$4104 / week

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from $587 / night

(29) Excellent 

40

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 $310 / night

$2166 / week

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from $310 / night

22

Studio rental in Kamari with shared pool

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Studio is located at the eastern part of the island, at the Village Kamari.The amazing beach of Kamari is only 30 meters from the studios. The welcoming and comfortable studio it is 25sq meters with 3 single beds- or we can make the 2 singles one double(flexible)- …see more

from $48 / night

$336 - $1270 / week

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from $48 / 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 $102 / night

$534 - $1067 / week

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from $102 / night

9

Vacation studio in Oia

Santorini / Oia

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 1 mi
  • Car not necessary
  • Air conditioning
Traditional exclusive cave studio This is a unique accommodation proposal. Nested within the historical heart of Oia's village, the cave studio is built within the volcanic rock according to the traditional island's architecture which is adapted to Santorini's unique …see more

from $183 / night

$1883 / week

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from $183 / night

1