50 Best Santorini Apartments on Holiday Lettings - Villas

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Villas Oia
175 properties
Villas Fira
100 properties
Imerovigli
90 properties
Perissa
66 properties
Megalochori
55 properties
Pyrgos
51 properties
Firostefani
40 properties
Vourvoulos
34 properties
Mesaria
33 properties
Apartments Akrotiri
29 properties
Emporio
25 properties
Kamari
25 properties
Perivolos
15 properties
Fira Firostefani
10 properties
Exo Gonia
10 properties
Monolithos
7 properties
Finikia
6 properties
Karterádhos
5 properties

Santorini

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828 Vacation rentals

(3) Excellent 

85

Villa rental in Fira Firostefani

Santorini / Fira Firostefani

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Stilvi Suite is a Duplex Suite located in Firostefani village, only 500 meters away from Fira the capital of Santorini overlooking the Volcano and the Deep Blue Sea of Aegean . Brand new Suite with traditional comfort and style , surprises every guest with …see more

from $496 / night

$3,469 / week

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Responds fast!
avg. 1 hour 1 minutes

from $496 / night

(10) Excellent 

Certificate of Excellence

23

Vacation villa in Imerovigli

Santorini / Imerovigli

2 4 2 nights min

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

Certificate of Excellence

from $372 / night

$2,478 - $6,691 / week

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from $372 / night

23

Vacation home in Megalochori

Santorini / Megalochori

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Anemos is a nice property located in Megalochori, a lovely village in the centre of Santorini, with white painted houses, beautiful churches, narrow pebbled streets and a quaint village atmosphere surrounded by vineyards. It is a perfect starting point, thanks to its st …see more

from $380 / night

$2,654 - $3,759 / week

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from $380 / night

(17) Excellent 

20

Vacation villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

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 $310 / night

$1,673 - $3,036 / week

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from $310 / night

15

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 $186 / night

$1,549 - $3,717 / week

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from $186 / night

(13) Excellent 

16

Vacation villa in Emporio

Santorini / Emporio

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 $310 / night

$1,673 - $2,416 / week

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from $310 / night

(5) Very Good 

23

Vacation studio with shared pool in Imerovigli

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 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 $223 / night

$1,561 / week

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from $223 / 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 $223 / night

$1,561 / week

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from $223 / night

(7) 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 $366 / night

$2,559 / week

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from $366 / night

(2) Excellent 

20

Apartment rental in Monolithos

Santorini / Monolithos

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 $118 / night

$440 - $1,382 / week

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Responds fast!
avg. 1 hour 19 minutes

from $118 / night

(31) 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 $471 / night

$3,073 - $5,551 / week

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from $471 / night

(6) Very Good 

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 $123 / night

$946 / week

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from $123 / night

(43) Excellent 

24

Villa rental in Fira

Santorini / Fira

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • 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 $471 / night

$3,296 / week

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from $471 / night

(28) Excellent 

Certificate of Excellence

26

Megalochori Vacation villa rental

Santorini / Megalochori

5 14 Min stay varies

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

Certificate of Excellence

from $518 / night

$2,793 - $8,477 / week

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from $518 / 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 $75 / night

$930 / week

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Responds fast!
avg. 3 hours 40 minutes

from $75 / 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 $471 / night

$3,123 - $5,185 / week

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Responds fast!
avg. 2 hours 44 minutes

from $471 / night

(5) Excellent 

38

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 $248 / night

$1,487 - $2,230 / week

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from $248 / night

(1) Excellent 

18

Vacation b&b with shared pool in Perissa

Santorini / Perissa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
GREEK GODDESS SPICY PAPAYA, is located in Perissa only 200 meters from the famous Black Beach and 50 meters from bus stop, supermarkets , café, traditional restaurants,bars and car or ATV rental agencies. Breakfast is included in the price. Enjoy yourself a …see more

from $50 / night

$744 / week

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Responds fast!
avg. 3 hours 40 minutes

from $50 / night

29

Firostefani Vacation home rental

Santorini / Firostefani

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • 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 $19 / night

$130 / week

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from $19 / 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 $310 / night

$2,169 / week

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Responds fast!
avg. 3 hours 31 minutes

from $310 / 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
Guest House 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 fr …see more

from $418 / night

$2,919 - $6,010 / week

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from $418 / night

10

Vacation apartment rental

Santorini / Koloumpos

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
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 Family Beach Apartment (55m2) is located in Columbo Village, 3km away from Oia and Villa Pezoula, accommodates easily a fami …see more

from $180 / night

$1,258 / week

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from $180 / night

(2) Excellent 

16

Villa rental in Fira with swimming pool

Santorini / Fira

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 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 $285 / night

$1,995 / week

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Responds fast!
avg. 1 hour 58 minutes

from $285 / night

(52) 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 $242 / night

$1,692 - $2,559 / week

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from $242 / night

(1) Excellent 

27

Vacation villa in Firostefani

Santorini / Firostefani

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
At the highest spot in the capital, on the way to Imerovigli, the guest reaches Firostefani, a picturesque village with spectacular views. The villa interior consists of three spacious bedrooms, three bathrooms, a comfy living room and a fully-equipped kitchen and can a …see more

from $744 / night

$5,204 - $8,673 / week

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from $744 / 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 $316 / night

$2,212 / week

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from $316 / night

(32) 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 $287 / night

$1,225 - $2,380 / week

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from $287 / night

(6) Excellent 

22

Villa rental in Pyrgos

Santorini / Pyrgos

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Air conditioning
Ultimately perfect, prepare to have your expectations exceeded... While the island offers wonderful views from each angle, there are not many places which encompass Santorini and it's surrounding beauty from one standpoint. Large spacious lounge, dining , fully equipped …see more

from $686 / night

$4,802 / week

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from $686 / night

(13) 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 $118 / night

$741 - $2,672 / week

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from $118 / 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 $137 / night

$954 / week

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from $137 / night

(5) Very Good 

26

Monolithos Vacation home rental

Santorini / Monolithos

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning
Alexandro's House On The Beach. Monolithos Area Is A Very Peaceful Area And Very Close To Everywhere That You Want To Go. Sleeps 6 (2 bedrooms) The property is just on the beach! In front of the house there is a small traditional harbor which you can easily buy fresh …see more

from $230 / night

$1,605 / week

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from $230 / night

(3) 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 $155 / night

$1,084 / week

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Responds fast!
avg. 2 hours 36 minutes

from $155 / night

(1) Excellent 

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 $222 / night

$2,255 - $3,296 / week

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from $222 / night

(3) Very Good 

30

Vacation villa rental

Santorini / Imerovigli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
360° Santorini is a 4 bedroom luxury villa located on the top of a 300m cliff called caldera, offering panoramic, 360° views, of the island of Santorini. The villa is situated in a private land of 4000 sq. meters outside the village of Imerovigli. It is secluded without …see more

from $1,487 / night

$10,407 / week

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from $1,487 / night

(5) Excellent 

58

Vacation villa with swimming pool in Megalochori

Santorini / Megalochori

4 6 2 nights min

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

from $496 / night

$3,469 / week

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Responds fast!
avg. 2 hours 27 minutes

from $496 / night

16

B&b rental in Perissa with shared pool

Santorini / Perissa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome To GREEK GODDESS SPICY BEACH APARTMENTS. Hosts Zoi Metaxa and John Lutfey specialize in unique, relaxing, comfortable accommodations with a personal touch, and are committed to making your stay a memory that you will cherish forever. Our mission is for …see more

from $50 / night

$744 / week

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Responds fast!
avg. 3 hours 40 minutes

from $50 / night

(1) Excellent 

11

Vacation private room with shared pool in Perissa

Santorini / Perissa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
GREEK GODDESS SPICY JASMINE is a private room of GREEK GDDESS SPICY complex in the heard of PERISSA IN SANTORINI island. It has its own private yard next the pool and the bar area. The famous black beach of Perissa is only 200 meters away. Within walking distance you ca …see more

from $75 / night

$806 / week

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Responds fast!
avg. 3 hours 40 minutes

from $75 / night

61

Agios Georgios Vacation cottage rental

Perivolos / Agios Georgios

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Welcome to Pleasure Rooms! Pleasure Rooms are part of the complete Pleasure experience which also includes our restaurant and beach. Pleasure Rooms is a small complex of 9 recently renovated and relaxing rooms, each accommodating 2-5 people and conveniently located next …see more

from $75 / night

$521 / week

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from $75 / night

17

Vacation home in Mesaria

Santorini / Mesaria

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
Apart from the architecture and history of this village. Vothonas is situated in the most privileged location, situated right in the center of the island, all shops and laundry are located within walking distance of this village. Located near the airport, near the por …see more

from $36 / night

$252 / week

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Responds fast!
avg. 3 hours 43 minutes

from $36 / night

(2)  

16

Vacation studio in Fira Firostefani

Santorini / Fira Firostefani

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
OdysseysSofitas means your comfortable and unforgettable holiday in new-age Cycladean style on the most beautiful island of Aegean - Santorini. Newly built cozy and comfortable studios in distinguished Cycladean architecture style with arch-ceiling and comfortable …see more

from $21 / night

$130 - $372 / week

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from $21 / night