Villas with a pool Santorini | Apartments to rent with swimming facilities

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Santorini

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237 Holiday homes

Filters applied: Swimming pool (238)

Travellers going to Santorini are booking June dates now. Secure your holiday home today and have the perfect trip.

9

Holiday 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 £145 / night

£1014 / week

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from £145 / night

16

Holiday villa with swimming pool in Fira Firostefani

Santorini / Fira Firostefani

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
Large windows at the entrance allow the light to reach deep inside the rooms. The villa interior consists of three spacious bedrooms, three bathrooms, a comfy living room and a fully-equipped kitchen and can accommodate up to six persons.<br />The outdoor area of  …see more

from £2193 / night

£15351 / week

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from £2193 / night

(2) Excellent 

22

Holiday villa rental

Santorini / Imerovigli

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Heart of Santorini … Passion, lust love and desire… Tempt to glance at White Sky villa. Get a taste of what it feels like to come and slide into blue sky dreams in a place of myth and legend, there where the sea meets the sky and getting away from it all,  …see more

from £176 / night

£1053 - £4737 / week

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from £176 / night

(1) Excellent 

38

Villa letting in Oia with shared pool

Santorini / Oia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Staying at Boutique villa "TURQUOISE" in OIA SUNSET VILLAS you have the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, a swimming pool, a Private outdoor heated spa, a unique residence, a who  …see more

from £338 / night

£2131 - £3482 / week

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from £338 / night

12

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
Our BLUEBERRY STUDIO APARTMENT sleeps two adults comfortably on a large queen bed. Your lovely private balcony in front of the pool, and you also have a kitchen and flat screen TV. <br />WIFI is enabled throughout the complex, and home made breakfast selections  …see more

from £44 / night

£527 - £746 / week

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from £44 / night

21

Holiday home with swimming pool in Monólithos

Santorini / Monólithos

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful house near the beach with large, private, swimming pool and garden.Ideal for family and friend reunions.<br />The houses are ideal for wedding parties-we had already a few, as read in the reviews.  …see more

from £158 / night

£1044 - £2448 / week

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from £158 / night

(3) Excellent 

48

Holiday villa with shared pool in Oia

Santorini / Oia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Staying at Boutique villa "PEARL" you have the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, a swimming pool, a Private outdoor heated spa, a unique residence, a whole Home Away from Home!.  …see more

from £303 / night

£1910 - £3261 / week

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from £303 / night

(2) Excellent 

27

Mesaria holiday home rental

Santorini / Mesaria

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly
Featuring an outdoor pool and sun terrace, Santorini Traditional Suites offers pet-friendly accommodation in the traditional village of Vothonas. The scenic Kamari beach is located within 3.5 km of the property. Free Wifi is available throughout. Each unit opens to a te  …see more

from £88 / night

£615 / week

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from £88 / night

(2) Excellent 

22

Villa rental in Megalochori with swimming pool

Santorini / Megalochori

5 9 3 nights min

  • 5 bedrooms
  • Sleeps 9
  • 3 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly
Property ID Lux104 - Megalohori, Santorini This beautifully restored, traditional two-storey Mansion dating back to 17th Century offers a luxury escape to those seeking to experience the pace and charm of life on Santorini away from the jostling summer crowds found in  …see more

from £1290 / night

£8999 / week

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from £1290 / night

(2) Very Good 

17

Imerovigli holiday villa rental

Santorini / Imerovigli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“king of santorini” THE villa is on the very top of the island, literally. The views for the spacious top deck were stunning and 360degrees. No neighbors to contend with as one side is a church and the other underconstrucion. Was a long but pleasant wa  …see more

from £702 / night

£4913 - £7983 / week

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from £702 / night

(1) Excellent 

18

Fira holiday manor house rental

Santorini / Fira

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
At the highest point of Santorini, stretches a gracious peach colour estate that in its arched frame combines classic island features, contemporary art and design pieces with panoramic sea views to die for. If there is heaven on Earth, this may be it.  …see more

from £1737 / night

£12158 / week

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from £1737 / night

24

Holiday villa in Akrotiri

Santorini / Akrotiri

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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  …see more

from £2193 / night

£15351 - £35615 / week

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from £2193 / night

(5) Very Good 

17

Holiday studio rental

Santorini / Imerovigli

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Hara's Houses - Studio 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  …see more

from £141 / night

£983 / week

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from £141 / night

20

Holiday villa in Megalochori

Santorini / Megalochori

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
Stone House is a tiny treasure for two, nestled in the heart of picturesque Megalochori village. This little gem is just a two minute stroll from the quaint village square, with its famous local restaurants beneath pretty Venetian bell towers. The gently sloping path to  …see more

from £242 / night

£1604 - £2304 / week

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from £242 / night

(21) Excellent 

26

Megalochori holiday villa rental

Santorini / Megalochori

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
Private, peaceful locationConvenient access to all parts of islandSeparate, suite sleeps 2Airport/port transfers 24 hours3 large terraces: Main, Pool and Roof TerraceDouble barbecue and dining space for 12 on Main Terraceparking for 3 carsAir conditioned  …see more

from £370 / night

£1995 - £5500 / week

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from £370 / night

(29) Excellent 

40

Holiday home in Megalochori

Santorini / Megalochori

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“memorable holidays” Very nice stay. The whole village is one of the most picturesque villages in the Greek islands, where all the houses – most of them recently renovated with colorful Cycladic style gardens - are set amphitheatrically around the cen  …see more

from £261 / night

£1827 / week

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from £261 / night

29

Holiday b&b letting

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 £702 / night

£3948 - £4211 / week

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from £702 / night

6

Perivolos holiday apartment rental

Santorini / Perivolos

1 4 1 night min

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

from £115 / night

£746 - £1229 / week

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from £115 / night

17

Villa rental in Imerovigli with swimming pool

Santorini / Imerovigli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The "Windmill Villas" is a newly built-Windmill at the unique and beautiful island of Santorini. The Windmill, equipped with a private pool with Jacuzzi jets, terrace, flower garden, entrance, parking space and can accommodate up to 6 persons. Its position o  …see more

from £253 / night

£1769 / week

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from £253 / night

(2) Excellent 

27

Fira holiday villa rental

Santorini / Fira

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Renowned as Santorini's most celebrated villa, the Architect's House is truly one-of-a-kind! Just minutes away from the vibrant town of Fira, yet worlds apart, this dazzling villa blends the ultimate architectural style and mesmerizing interior design with the  …see more

from £1448 / night

£10132 / week

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from £1448 / night

(4) Excellent 

53

Oia holiday villa rental

Santorini / Oia

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Staying at "Swinging Sunset Villa" you have the privilege of luxury, privacy & a great view to Oia's sunset.  …see more

from £479 / night

£3015 - £4386 / week

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from £479 / night

(3) Excellent 

40

Villa rental in Oia with shared pool

Santorini / Oia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Staying at Boutique villa "TOPAZ" you have the privilege of having Hotel Services, luxury, a great view to Oia's sunset, access by car and free parking area, a swimming pool, a Private outdoor heated spa, a unique residence, a whole Home Away from Home!.  …see more

from £303 / night

£1910 - £3261 / week

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from £303 / night

(2) Excellent 

58

Holiday villa with swimming pool in Megalochori

Santorini / Megalochori

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • 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 £174 / night

£1216 / week

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from £174 / night

23

Megalochori holiday villa rental

Santorini / Megalochori

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
This peaceful family hideaway is tucked away in a secluded alcove along a winding footpath, lined with white walls and cascading fuschia flowers, leading from the Megalochori village square. Villa Io is just a two minute walk from the village square and a million miles  …see more

from £368 / night

£2444 - £3611 / week

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from £368 / night

7

Holiday hotel apartment with shared pool in Fira

Santorini / Fira

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
The luxurious Majestic Hotel is located right at the entrance of Fira, 500 meters from the center of the capital of Santorini island, 7 km from the airport and 9 km from the port. The five star Majestic Hotel offers high quality accommodation and services. Modern spiri  …see more

from £182 / night

£1272 / week

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from £182 / night

23

Holiday home with swimming pool in Megalochori

Santorini / Megalochori

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Air conditioning
Vigneti Luxury Villa is located in the picturesque village of Megalochori Santorini. It is a 2 story traditional Cycladic building renovated in 2016 and it has a beautiful view of the vineyards, the Megalochori caldera, the ancient windmills of Emporeio, the villages of  …see more

from £264 / night

£1843 / week

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from £264 / night

12

Holiday 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 B&B complex with its 6 private rooms and 1 suite ,pool and bar is located in the head of PERISSA only 200 meters away from the famous Black Beach. You can enjoy home made breakfast any time you wake up either at the bar or at your private yards.  …see more

from £71 / night

£439 - £571 / week

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from £71 / night

(9) Excellent 

90

Holiday villa accommodation

Santorini / Vourvoulos

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly
Luxury and romance in Fira, villa ZuziM is located just a few minutes from the famous capital city of Santorini. ZuziM villa is enhanced through exclusive details, privacy for the guests and a breathtaking view Heart of Santorini is a haven of exclusive privacy, comfo  …see more

from £88 / night

£527 - £2281 / week

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from £88 / night

43

Holiday home in Oia

Santorini / Oia

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden
Greece and the Greek Islands Wedding Planners Tailor made packages exclusively for You - Choose from the perfect venue and honeymoon Villas on Homes2RentGreece. The Wedding Planners will organize everything up to the smallest detail, specialized in Athens Greece and th  …see more

from £3300 / night

£23100 / week

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from £3300 / night

(1) Excellent 

14

Holiday villa with swimming pool in Fira Firostefani

Santorini / Fira Firostefani

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
Large windows at the entrance allow the light to reach deep inside the rooms. The villa interior consists of three spacious bedrooms, three bathrooms, a comfy living room and a fully-equipped kitchen and can accommodate up to six persons.<br />Aura is an excellent  …see more

from £1316 / night

£9211 - £18422 / week

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from £1316 / night

(2) Excellent 

43

Holiday villa with shared pool in Oia

Santorini / Oia

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything we could hope for!” Sunset Villas offered everything we needed for our family holiday. The location is beautiful and lives up to the description and photographs. There was plenty to do locally with Oia and Ammoudi Bay just a short walk a  …see more

from £338 / night

£2131 - £3482 / week

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from £338 / night

20

Holiday villa with swimming pool in Kaldera-Akrotiri

Santorini / Kaldera-Akrotiri

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
At Our Villa Santorini, guests can experience a combination of tradition and 21st-century comfort and vision. Our villa features all the facilities and amenities expected of a modern and elegant retreat.  …see more

from £492 / night

£3439 / week

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from £492 / night

(11) Excellent 

17

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Private, luxury, private pool, hooneymoon, santorini, view, imerovigli<br />Villa with private pool and sea view  …see more

from £222 / night

£1548 / week

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from £222 / night

(16) Excellent 

40

Holiday villa with swimming pool in Oia

Santorini / Oia

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
Live your dream wedding at the Diamond Rock Venue, with panoramic views of the mysterious caldera, the stunning volcano and the magnificent blue of the Aegean Sea, feeling the vibrant energy and distinctive character of Santorini. Diamond Rock Venue can accommodate up  …see more

from £2018 / night

£14123 / week

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from £2018 / night

(3) Very Good 

30

Holiday villa rental

Santorini / Imerovigli

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • 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  …see more

from £922 / night

£6448 / week

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from £922 / night

(19) Excellent 

16

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool
“Magical” Wonderful from the moment we arrived to the moment we left. The owners were so friendly and helpful and the windmill just magical. I only wish we had stayed longer but we will be back ......  …see more

from £222 / night

£1548 / week

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from £222 / night

16

Holiday 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
PAPAYA has a 2 dbl bed and a private balcony in front of the pool.  …see more

from £44 / night

£439 - £527 / week

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from £44 / night

10

Villa rental in Pyrgos

Santorini / Pyrgos

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kamini Exclusive Luxury Santorini Villa is a villa built on a large gated property of 10.000 m2.The villa is situated at the top of a steep slope, at the east part of the Santorini island and it enjoys a 360˚view of the Aegean Sea, the caldera and the breathtaking suns  …see more

from £1316 / night

£9211 / week

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from £1316 / night

11

Perissa holiday b&b rental

Santorini / Perissa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The room has a new double sized bed and dining table, adjacent to the bathroom and kitchen. SPICY BEACH APARTMENTS is a cozy complex of 7 apartments that is centrally located in the heart of Perissa. Please enjoy the swimming pool or try one of our Spicy cocktails .<  …see more

from £50 / night

£500 - £600 / week

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from £50 / night

(42) Excellent 

53

Holiday villa with swimming pool in Megalochori

Santorini / Megalochori

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
Follow the narrow winding footpath from the square and you will reach the welcoming doors of Mansion Kyani. This villa, ideal for any type of holiday, is situated on a hill top overlooking the vineyards and quant village of Megalochori in Santorini, with the sparkling A  …see more

from £351 / night

£2457 / week

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from £351 / night