50 Best Santorini Apartments on Holiday Lettings - Villas

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Villas Oia
166 properties
Villas Fira
101 properties
Imerovigli
91 properties
Perissa
67 properties
Megalochori
54 properties
Pyrgos
51 properties
Mesaria
35 properties
Apartments Akrotiri
34 properties
Firostefani
34 properties
Vourvoulos
30 properties
Kamari
28 properties
Emporio
27 properties
Perivolos
20 properties
Fira Firostefani
8 properties
Exo Gonia
8 properties
Monolithos
8 properties
Finikia
8 properties
Karterádhos
5 properties

Santorini

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830 Vacation rentals

20

Imerovigli Vacation villa rental

Santorini / Imerovigli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Deluxe Suite of the Azar Villas in Santorini is a private suite with amazing views to the sea, one bedroom, one bathroom and a veranda with an infinity pool with 2 seated hydro-massages. This suite is the perfect choice for those who seek undisturbed calmness and re …see more

from $318 / night

$2,226 / week

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Responds fast!
avg. 3 hours 14 minutes

from $318 / night

(17) Excellent 

20

Vacation villa with swimming pool in Pyrgos

Santorini / Pyrgos

2 4 4 nights min

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

from $295 / night

$1,297 - $2,888 / week

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from $295 / 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 $295 / night

$1,296 - $2,296 / week

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from $295 / night

(3) 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
Théa (Θέα), greek for "view" is a name righteously given to the apartment as it overlooks both the aegean sea, and the santorinian windmills. Shades of White is a newly constructed, traditionally designed complex of apartments located in the village of Emporio. The ma …see more

from $148 / night

$1,031 / week

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from $148 / night

(1) Excellent 

7

Vacation villa in Pyrgos

Santorini / Pyrgos

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 4 mi
  • Pet friendly
Pantelia-Pyrgos settled in a traditional family house that was completely reconstructed with respect to the local style. It is located in the peaceful and traditional village of Pyrgos, very close to the entrance of the Castle . This position permits a view over the …see more

from $212 / night

$1,484 / week

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from $212 / night

(31) Excellent 

Certificate of Excellence

13

Vacation villa in Fira

Santorini / Fira

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $448 / night

$2,920 - $5,511 / week

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from $448 / 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 $236 / night

$2,355 - $3,533 / week

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from $236 / night

(2) Good 

11

Perissa Vacation b&b rental

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 INDIGO STUDIO APARTME …see more

from $59 / night

$707 / week

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from $59 / night

(25) Excellent 

10

Oia Vacation cave house rental

Santorini / Oia

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
Rose's Cave House is a spacious and cozy cave house in the village of Oia, one of the most beautiful villages of Santorini, hanging on the cliff of the caldera. The view from the courtyard is breathtaking and panoramic, which allows the eyes to wonder to the endless blu …see more

from $283 / night

$1,978 / week

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from $283 / night

(5) Excellent 

21

Fira Vacation villa rental

Santorini / Fira

3 6 Min stay varies

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

from $277 / night

$1,937 / week

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Responds fast!
avg. 3 hours 17 minutes

from $277 / night

7

Mesaria Vacation studio rental

Santorini / Mesaria

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Kalitsi is a guesthouse in the picturesque village of Vothonas, Santorini, Greece which is located in the centre of the island in geographically advantageous position with the fast and direct access to Fira, the airport and most beaches. The traditional settlement of …see more

from $118 / night

$826 / week

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from $118 / 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 $136 / night

$1,031 - $1,313 / week

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Responds fast!
avg. 1 hour 11 minutes

from $136 / night

(11) 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 $471 / night

$2,944 - $6,476 / week

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from $471 / night

(10) 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 $2,237 / night

$15,660 / week

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Responds fast!
avg. 1 hour 22 minutes

from $2,237 / night

14

Vacation villa with shared pool in Vourvoulos

Santorini / Vourvoulos

2 4 2 nights min

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

from $236 / night

$1,531 - $2,885 / week

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from $236 / 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 $218 / night

$1,525 / week

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from $218 / night

27

Vacation villa in Akrotiri

Santorini / Akrotiri

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
On this land, blessed by the gods, Akrotiri Private Residence is an architectural jewel perched on the hills of Akrotiri. The villa’s aesthetics harmoniously combine the island’s ancient history with modern demand for luxury and comfort. Built in an area of 2000 sq.m. t …see more

from $2,355 / night

$28,846 - $47,802 / week

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from $2,355 / night

56

Villa rental in Fira

Santorini / Fira

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
Pleasure Rooms are part of the full Pleasure Experience, which also includes the restaurant and the beach. Pleasure Rooms is a small complex of 9 recently renovated and relaxing rooms, each of which accommodates 2 to 4 people and is conveniently located next to the blac …see more

from $71 / night

$495 / week

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from $71 / 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 $802 / night

$4,373 - $8,159 / week

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from $802 / 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 $129 / night

$900 / week

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from $129 / night

(11) 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 Restored Traditional Artisan House (sleeps up to 6 in 2 Double and 2 Single bedrooms) Situated in the trendy mediaeval hilltop village of Pyrgos - benefiting from direct sunset views - Spiti Stelios originally served as an old artisan house and winery dat …see more

from $158 / night

$1,107 - $1,905 / week

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Responds fast!
avg. 3 hours 17 minutes

from $158 / night

(2) Excellent 

44

Vacation b&b rental

Santorini / Perissa

6 20 1 night min

  • 6 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
GREEK GODDESS SPICY is a complex of 7 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 $942 / night

$6,594 / week

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from $942 / night

(3)  

16

Vacation studio in Fira Firostefani

Santorini / Fira Firostefani

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • 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 $48 / night

$354 / week

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Responds fast!
avg. 2 hours 32 minutes

from $48 / night

7

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 $131 / night

$918 / week

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from $131 / 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

$3,297 / week

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from $471 / night

(4) Excellent 

26

Vacation villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 6 2 nights min

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

from $318 / night

$2,120 - $3,945 / week

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from $318 / 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 $277 / night

$1,402 - $2,291 / week

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from $277 / night

22

Vacation home in Emporio

Santorini / Emporio

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • 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 $130 / night

$907 / week

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from $130 / 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 $71 / night

$883 / week

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from $71 / 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 $230 / night

$1,609 - $2,435 / week

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from $230 / 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 $301 / night

$2,102 / week

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from $301 / 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 $330 / night

$2,179 - $4,928 / week

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Responds fast!
avg. 2 hours 45 minutes

from $330 / 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 $102 / night

$709 / week

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from $102 / night

4

Vacation villa in Oia

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
As soon as 2000 meters from the world famous village of Oia. Includes: Bedroom with large king size bed, dining area, bathroom with shower, and wonderful sea views This villa can accommodate 2 people …see more

from $71 / night

$495 / week

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from $71 / 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 $106 / night

$742 / week

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Responds fast!
avg. 3 hours 17 minutes

from $106 / night

32

Exo Gialos Thiras Vacation villa accommodation

Fira / Exo Gialos Thiras

2 5 3 nights min

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

from $389 / night

$2,720 / week

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Responds fast!
avg. 1 hour 50 minutes

from $389 / night

(6) 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 $212 / night

$1,484 / week

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from $212 / night

(1) Excellent 

71

Studio rental in Perivolos

Santorini / Perivolos

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.01 mi
  • Child friendly
  • Car not necessary
Welcome to Pleasure Studios! If Santorini is your dream holiday destination then Pleasure Studios are your top choice. Pleasure Studios are part of the complete Pleasure experience which also includes our restaurant and beach. Pleasure Studios is a small complex of thr …see more

from $45 / night

$314 / week

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from $45 / 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 $71 / night

$707 / week

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from $71 / 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 $212 / night

$1,484 / week

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from $212 / night