50 Best Santorini Apartments on Holiday Lettings - Villas

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Villas Oia
175 properties
Imerovigli
99 properties
Villas Fira
96 properties
Perissa
62 properties
Pyrgos
47 properties
Megalochori
46 properties
Mesaria
37 properties
Firostefani
36 properties
Apartments Akrotiri
34 properties
Kamari
30 properties
Vourvoulos
30 properties
Emporio
22 properties
Perivolos
11 properties
Fira Firostefani
10 properties
Exo Gonia
10 properties
Monólithos
6 properties
Finikia
5 properties
Karterádhos
5 properties
Emborio
5 properties

Santorini

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811 Vacation rentals

(25) 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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avg. 1 hour 59 minutes

from $481 / night

(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 $267 / night

$1620 - $2548 / week

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avg. 3 hours 9 minutes

from $267 / 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 $280 / night

$1229 - $2529 / week

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avg. 1 hour 59 minutes

from $280 / night

(29) 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

$1034 - $2009 / week

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avg. 1 hour 59 minutes

from $221 / 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 $469 / night

$3116 - $7051 / week

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from $469 / 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 $291 / night

$1509 - $2844 / week

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from $291 / night

(13) 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 $232 / night

$2261 / week

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from $232 / night

(1) Excellent 

16

Villa rental in Fira with swimming pool

Santorini / Fira

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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 $291 / night

$2206 / week

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avg. 2 hours 31 minutes

from $291 / night

(13) Excellent 

31

Villa rental in Akrotiri

Santorini / Akrotiri

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
SPECIAL OFFER!!!!! Book your stay within JUNE and JULY and get 10% DISCOUNT!!!!! Notes: The Special Discount will be applied on the quote! . The Villa is located on the Southern part of Santorini Island, at the historical Akrotiri. Akrotiri is one of the well-known tra …see more

from $188 / night

$1312 - $2975 / week

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from $188 / night

8

Vacation villa rental

Santorini / Fira

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 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 $192 / night

$1341 / week

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from $192 / night

(7) 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 $98 / night

$1088 - $1611 / week

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Responds fast!
avg. 2 hours 47 minutes

from $98 / night

(5) 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 $115 / night

$805 / week

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from $115 / night

29

Kamari Vacation apartment rental

Santorini / Kamari

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sellada Standard apartment is spacious comfortable apartment for 2-4 persons surrounded by a flower garden, situated very close to the beach, the resort center and all the restaurants and bars. The complex of Sellada Apartments , which was recently renovated, offers c …see more

from $71 / night

$492 / week

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from $71 / night

12

Vacation villa in Firostefani

Santorini / Firostefani

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
Offering a private pool, this exclusive open-plan villa comes with a 62-square-metre veranda and a spacious, indoor hot tub. It features total privacy, combined with the best view on the cliff. Comforts include: -King-size bed -Flat-screen TV screens and DVD/CD playe …see more

from $883 / night

$7940 / week

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from $883 / 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 $41 / night

$285 / week

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Responds fast!
avg. 3 hours 15 minutes

from $41 / night

(2) Excellent 

15

Villa rental in Fira with indoor pool

Santorini / Fira

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 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 $586 / night

$4100 / week

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from $586 / night

(2) Excellent 

18

Apartment rental in Monólithos

Santorini / Monólithos

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • 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 $99 / night

$691 - $1074 / week

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Responds fast!
avg. 1 hour 7 minutes

from $99 / night

26

Vacation home in Firostefani

Santorini / Firostefani

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Dimitrios Cave House is a Traditional Cave House located within the heart of Firostefani village, only 1 km away from Fira the capital of Santorini overlooking the Volcano and the Deep Blue Sea of Aegean . Fully renovated with comfort and style , offering a per …see more

from $208 / night

$1617 - $2836 / week

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from $208 / 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 $111 / night

$581 - $1161 / week

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Responds fast!
avg. 3 hours 9 minutes

from $111 / 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 $349 / night

$2438 - $4388 / week

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from $349 / night

27

Vourvoulos Vacation villa rental

Santorini / Vourvoulos

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Levantes is located in a new, beautiful holiday complex in Santorini. This private complex stretches over 6000 square meters and it is situated in the Santorini countryside, in a very quiet area, surrounded by vineyards and farms and it is only 400 meters from the …see more

from $375 / night

$2624 - $5329 / week

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from $375 / 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 $71 / night

$492 / week

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from $71 / night

(49) 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 $208 / night

$1381 - $2031 / week

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from $208 / night

(29) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $406 / night

$2667 - $5194 / week

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from $406 / night

(5) Very Good 

32

Cave house rental in Oia

Santorini / Oia

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Casa Sigala is located in the picturesque Oia and close to the Venetian, medieval castle of Oia, the "Castle of St. Nicholas." It is a traditional cave house, built in early 1800, fully restored and offering panoramic views of the Aegean Sea and the sunset. It has 2 bed …see more

from $175 / night

$1161 - $2438 / week

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from $175 / night

6

Vacation studio in Koloumpos

Santorini / Koloumpos

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Child friendly
In a quiet place in Oia, with the magnificent view of the Aegean sea and the amazing sunset of Santorini island you will find Villa Pezoula. The hotel is build in such a location that has a magnificent panoramic view to the world famous sunset of Oia, Santorini. You ca …see more

from $128 / night

$894 / week

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from $128 / 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 $111 / night

$575 - $1074 / week

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Responds fast!
avg. 1 hour 7 minutes

from $111 / 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 $372 / night

$2601 / week

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from $372 / night

(4) Excellent 

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 $211 / night

$1172 - $1464 / week

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from $211 / night

8

Vacation cave house in Exo Gonia

Santorini / Exo Gonia

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Ask about pets
"Mario" is charming cave house that offers a unique traditional accommodation to all those visitors who wish to enjoy and authentic stay at the Cycladic islands. The cave house offers a nice decorated living room with a fire place, an equipped kitchenette with a di …see more

from $123 / night

$861 / week

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from $123 / night

(5) Very Good 

23

Vacation studio with shared pool in Imerovigli

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 2 (namely "Dimitris"), 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 2 is part of a …see more

from $186 / night

$1300 / week

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from $186 / 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 $276 / night

$1927 / week

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from $276 / 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 $291 / night

$2032 - $4794 / week

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from $291 / night

10

Vacation villa in Firostefani

Santorini / Firostefani

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
It is a single floor villa with shared infinity pool, featuring a beautifully decorated living and dining area, and a fully equipped kitchenette. The bedroom is separated by an arch, a typical architectural element of Santorini, and has a king-size bed. The bathroom inc …see more

from $325 / night

$2275 / week

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from $325 / night

29

Vacation b&b rental

Santorini / Perissa

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
GREEK GODDESS SPICY is a complex of 6 private apartments pool and bar located in Perissa only 150 meters away from the famous Black Beach. 15 minutes drive from lively Fira a place to relax and enjoy family reunions and weddings. Zoi your hostess is always here to plan …see more

from $920 / night

$5172 - $5516 / week

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Responds fast!
avg. 3 hours 47 minutes

from $920 / night

(2) Excellent 

45

Vacation home in Emporio

Santorini / Emporio

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • 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 $135 / night

$861 - $1517 / week

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Responds fast!
avg. 2 hours 38 minutes

from $135 / night

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 $235 / night

$1453 - $2811 / week

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from $235 / night

(1) Very Good 

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 $293 / night

$1991 - $3198 / week

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from $293 / night

27

Villa rental in Akrotiri

Santorini / Akrotiri

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Love Nest Villa is located at the famous prehistoric village of Akrotiri.It is a fully renovated and equipped villa overlooking the stunning view of the Aegean sea, part of the famous caldera and the medieval castle of Akrotiri. Nestled at the heart of the traditional s …see more

from $192 / night

$1341 / week

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from $192 / 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 $53 / night

$366 - $1382 / week

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from $53 / night