50 Best Santorini Apartments on Holiday Lettings - Villas

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Villas Oia
167 properties
Villas Fira
97 properties
Imerovigli
88 properties
Perissa
65 properties
Megalochori
55 properties
Pyrgos
49 properties
Apartments Akrotiri
36 properties
Vourvoulos
36 properties
Mesaria
35 properties
Firostefani
33 properties
Emporio
32 properties
Kamari
26 properties
Perivolos
20 properties
Fira Firostefani
8 properties
Finikia
8 properties
Monolithos
8 properties
Exo Gonia
7 properties
Karterádhos
5 properties

Santorini

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820 Vacation rentals

(20) 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 $285 / night

$1,653 - $2,792 / week

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from $285 / 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 $57 / night

$680 / week

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from $57 / night

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 $306 / night

$2,142 / week

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Responds fast!
avg. 3 hours 14 minutes

from $306 / night

(7) Excellent 

21

Fira Vacation villa rental

Santorini / Fira

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • 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 $267 / night

$1,865 / week

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Responds fast!
avg. 2 hours 44 minutes

from $267 / night

7

Vacation home in Kamari

Santorini / Kamari

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
PLANNING ON VISITING SANTORINI? A BEAUTIFUL TRADITIONAL ISLAND HOUSE IS WAITING FOR YOU! KLEO'S HOUSE IS LOCATED 3 KM FROM THE FAMOUS BLACK BEACH OF KAMARI. IT HAS FULLY EQUIPED K ITCHEN WITH ALL AMENITIES AND PRIVATE BATHROOM WITH SHOWER. COMFORTABLY A …see more

from $80 / night

$680 - $1,020 / week

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from $80 / 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 $68 / night

$476 / week

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from $68 / night

(42) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $274 / night

$1,520 - $2,721 / week

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from $274 / night

(16) 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 $284 / night

$1,757 - $2,210 / week

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from $284 / night

(33) Excellent 

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

from $433 / night

$2,823 - $5,327 / week

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from $433 / night

(3) Very Good 

13

Perissa Vacation b&b rental

Santorini / Perissa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Our SPICY CAYENNE APARTMENT sleeps four adults comfortably, and features an upstairs loft, private balcony, full kitchen and flat screen TV. The main room has a new queen sized bed and dining table, adjacent to the bathroom and kitchen, and a cute wooden staircase bri …see more

from $91 / night

$1,196 / week

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from $91 / night

(4) Excellent 

45

Vacation home in Emporio

Santorini / Emporio

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • 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 $182 / night

$1,270 / week

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from $182 / night

(33) 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 $261 / night

$1,323 - $2,162 / week

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from $261 / night

(7) Excellent 

32

Vacation cave house in Fira

Santorini / Fira

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • 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 $102 / night

$714 / week

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Responds fast!
avg. 2 hours 44 minutes

from $102 / 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 $210 / night

$1,468 / week

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from $210 / night

(2) Excellent 

20

Apartment rental in Monolithos

Santorini / Monolithos

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • 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 $153 / night

$1,015 - $1,264 / week

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Responds fast!
avg. 1 hour 11 minutes

from $153 / night

(1) Excellent 

42

Vacation villa in Oia

Santorini / Oia

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Villa Altana is among the newest additions on the Fava Eco collection of houses. The private property comprises of a main living and sitting area accompanied with 3 separate bedrooms with double queen beds. It has one large and one small kitchen as well as two separate …see more

from $182 / night

$1,143 - $6,665 / week

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Responds fast!
avg. 3 hours 19 minutes

from $182 / 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 $221 / night

$1,547 - $2,341 / week

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from $221 / 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 $204 / night

$1,428 / week

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from $204 / night

6

Vacation home in Exo Gonia

Santorini / Exo Gonia

1 3 2 nights min

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

from $68 / night

$476 / week

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from $68 / night

18

Vacation apartment rental

Santorini / Oia

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Only 2000 meters from the world-renowned village of Oia and just a few steps from its beautiful black sandy beach. It is the ideal place to stay for those wishing to relax in a beautiful and friendly ambience. Villa Alkmini has been built according to the traditional a …see more

from $68 / night

$476 / week

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from $68 / night

(2) 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 $98 / night

$683 / week

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from $98 / night

(14) Excellent 

41

Vacation villa in Imerovigli

Santorini / Imerovigli

2 4 2 nights min

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

from $454 / night

$2,834 - $7,141 / week

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from $454 / night

27

Vacation villa in Akrotiri

Santorini / Akrotiri

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • 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 $2,267 / night

$31,734 - $39,668 / week

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Responds fast!
avg. 25 minutes

from $2,267 / night

7

Oia Vacation studio rental

Santorini / Oia

Studio 3 1 night min

  • Studio
  • sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
The rooms are equipped with air conditioning, TV, kitchenette and refrigerator. Situated on a beachfront location in Oia, Vrachia Studios offers traditionally decorated rooms with spacious balconies and sea views. It features a sun terrace and free Wi-Fi throughout. It …see more

from $81 / night

$564 / week

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from $81 / 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 $204 / night

$1,428 / week

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from $204 / night

16

Vacation b&b with shared pool in Perissa

Santorini / Perissa

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
GREEK GODDESS SPICY TURQUOISE private room is part of GREEK GODDESS SPICY B&B located in Perissa on the island of Santorini only 300 meters away from the Famous Black Beach! All our 7 private room share a pool and bar-breakfast area were homemade breakfast is served ! T …see more

from $91 / night

$683 / week

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from $91 / night

19

Vacation villa rental

Santorini / Imerovigli

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Master Suite is a stylish sanctuary that can host up to four guests who seek a memorable holiday experience on the island. Indoor and outdoor areas are decorated with style and attention to detail, offering you everything you need for a totally relaxed experience. T …see more

from $379 / night

$2,654 / week

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Responds fast!
avg. 3 hours 14 minutes

from $379 / night

(10) 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 $335 / night

$2,341 / week

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from $335 / night

(2) Excellent 

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 $374 / night

$2,618 / week

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Responds fast!
avg. 1 hour 16 minutes

from $374 / night

27

Vacation home with shared pool in Perivolos

Santorini / Perivolos

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
A beautiful semi-detached house-apartment, constructed with high standard materials and stone, offers an ideal environment for couple, families and/or groupf of friends that aim to enjoy summer holidays in a peace and quiet environment only 300 meters from the famous bl …see more

from $153 / night

$1,071 / week

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from $153 / night

11

Fira Firostefani Vacation villa rental

Santorini / Fira Firostefani

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Luxurious 2 ensuite bedrooms apartment on top of a private villa build in the Caldeira and situated in the quiet (yet close to down town) village of Firostfani. Inside living room, fully equipped kitchen, sauna, large private balcony with sitting are, Jacuzzi, bbq, a …see more

from $680 / night

$4,761 / week

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Responds fast!
avg. 1 hour 13 minutes

from $680 / night

(7) Very Good 

30

Vacation apartment in Oia

Santorini / Oia

1 3 1 night min

  • 1 bedroom
  • 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 $148 / night

$929 - $1,920 / week

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Responds fast!
avg. 3 hours 19 minutes

from $148 / night

(8) Very Good 

17

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 4 (namely "Markos"), 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 4 is part of a pr …see more

from $204 / night

$1,428 / week

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from $204 / night

17

Vacation hotel apartment in Perissa

Santorini / Perissa

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
The Blue Island is a family accomodation which is in the most popular and wonderful place in Santorini, in the centre of Perissa. The services of Blue Island are private bathroom, tv, refrigerator and private balcony. Also the breakfast is extra and is only 7,00€ per pe …see more

from $57 / night

$397 / week

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from $57 / night

(11) Excellent 

32

Apartment rental in Monolithos

Santorini / Monolithos

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 $153 / night

$1,015 - $1,230 / week

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Responds fast!
avg. 1 hour 11 minutes

from $153 / 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 $69 / night

$480 / week

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from $69 / night

(1) Excellent 

42

Home rental in Pyrgos

Santorini / Pyrgos

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
Beautiful newly built dome house with wooden loft in a quiet area with incredible view to other villages and the blue sea of Aegean. 5 minutes distance by car from the center Fira town. …see more

from $119 / night

$833 / week

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from $119 / night

(1) Excellent 

15

Kamari Vacation home rental

Santorini / Kamari

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Next to vineyards and famous wineries,in a traditional non touristy village,15 minutes from the beach. Traditional little house,fully equipped,kitchenette with oven and clothes washing machine,regular size bathroom with shower cabin and storage space,one double bed and …see more

from $68 / night

$431 - $680 / week

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Responds fast!
avg. 3 hours 37 minutes

from $68 / night

23

Pyrgos Vacation cave house rental

Santorini / Pyrgos

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Greek Goddess Sunrise-Sunset cavehouses is located in Pyrgos Village in Santorini just a few meters away from the Castle of Pyrgos!! With amazing view all around the island it is the perfect location to relax and have privacy ,5 minutes drive from Fira and 10 minutes dr …see more

from $285 / night

$1,994 / week

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from $285 / 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 $159 / night

$1,000 - $2,726 / week

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Responds fast!
avg. 3 hours 19 minutes

from $159 / night