Villas with pools | Holiday villas with private pools

Villas with pools (143)

Avoid the morning race for a poolside lounger and treat yourself to a holiday villa with a private pool. Take the family, take your friends, or simply take yourself and enjoy the bliss of your own pool - in your own place!


Private indoor or outdoor pools are the perfect way of keeping the kids entertained onsite and offer hours of fun for all. Bathe your feet in comfort while you relax with a long cool drink in the early evening or sample the delights of a night swim in balmy climates.

Whether secluded in the mountains, hidden in the depths of the country or by a sunny beach, renting a villa with a pool direct from the owner makes privacy a luxury all can afford.

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Also consider

Oia
171 properties
Fira
86 properties
Imerovigli
78 properties
Perissa
51 properties
Megalochori
45 properties
Mesaria
36 properties
Pyrgos
35 properties
Kamari
32 properties
Firostefani
31 properties
Akrotiri
28 properties
Vourvoulos
27 properties
Emporio
18 properties
Fira Firostefani
11 properties
Exo Gonia
10 properties
Perivolos
7 properties
Emborio
7 properties
Monólithos
6 properties
Karterádhos
4 properties

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143 Holiday homes

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

(14) Excellent 

20

Holiday villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Fantastic villa in the village of Exogonia, private pool, sun terraces, sunrise views to the beach resort of Kamari and the island of Anafi, 2 double bedrooms both en suite, sleeps 6 (sofa bed in lounge), all new furniture and features.  …see more

from £214 / night

£1112 - £2095 / week

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from £214 / night

(28) Excellent 

24

Exo Gonia holiday villa rental

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • 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  …see more

from £125 / night

£695 - £1495 / week

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from £125 / night

(43) Excellent 

24

Villa rental in Fira

Santorini / Fira

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“One of the best rentals we ever stay in.” This rental was in a great location.It had breath taking views.Every morning we just would go out and sit on one of our many patios.Memo and Joanna was like family to us we hated to leave them,We would just si  …see more

from £240 / night

£2163 - £5146 / week

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from £240 / night

(12) Excellent 

23

Holiday villa in Megalochori

Santorini / Megalochori

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“The perfect retreat, private but not isolated, in a traditional Greek village.” Lovely villa with modern kitchen & bathrooms. The villa is secluded but not isolated with tavernas within a few steps. A lovely bakery is situated at the top of the lane.  …see more

from £197 / night

£1193 - £1877 / week

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from £197 / night

5

Holiday villa in Fira

Santorini / Fira

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 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 £466 / night

£3261 / week

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from £466 / night

(19) Excellent 

25

Holiday villa rental

Santorini / Mesaria

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A Cycladic Villa in Santorini island Aleria Villa in Santorini island consists various blue tones combined with traditional cycladic elements, along with the venetian influence in its minimal modern and authentic traditional style, are perspectives designed for the di  …see more

from £257 / night

£1795 / week

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from £257 / night

(2) Excellent 

15

Villa rental in Fira with indoor pool

Santorini / Fira

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spectacular Villa with excellent service staff !!” My wife and I visited Day Dream Villas with family & friends for holiday. We truly enjoyed the beautiful and romantic suites, and the superior service provided by Stefanos, Aria and Elianna surpassed  …see more

from £428 / night

£2992 / week

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from £428 / 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

38

Holiday villa with swimming pool in Exo Gialos Thias

Fira / Exo Gialos Thias

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Sienna Resort offers the perfect setting for a relaxing holiday to be with friends or family. The Villas are located in Exo gialos, in a private and quiet area (2km from the centre of Fira), close to the beaches and local attractions. Each villa at Sienna Resort off  …see more

from £377 / night

£3847 / week

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from £377 / night

(1) Excellent 

27

Holiday villa with swimming pool in Emporio

Santorini / Emporio

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The most unique and life-changing vacation experience awaits you! Located in one of the largests settlements in Santorini, Emporio, this Traditional Residence has it’s own donkey and chicken farms for you tend to! This four bedroom estate is ideal for a large fam  …see more

from £393 / night

£2609 - £5591 / week

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from £393 / night

(27) Excellent 

13

Holiday 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  …see more

from £274 / night

£1881 - £2778 / week

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from £274 / night

26

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £240 / night

£1539 - £2052 / week

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from £240 / night

(35) Excellent 

25

Villa rental in Exo Gonia with swimming pool

Santorini / Exo Gonia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
3 double bedrooms, 2 bathrooms, spa pool, full kitchen, sun terrace, courtyard, sea views, airport transfers 24 hours per day, convenient access to all parts of the island, air con, free wifi, linen, beach and bath towels supplied, local information pack provided<br  …see more

from £175 / night

£895 - £1895 / week

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from £175 / night

(9) Excellent 

95

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 £86 / night

£513 - £3248 / week

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from £86 / night

(4) Excellent 

53

Oia holiday villa rental

Santorini / Oia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 £466 / night

£2938 - £4273 / week

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from £466 / 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 £2137 / night

£14958 - £34701 / week

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from £2137 / night

(10) Excellent 

14

Holiday villa with swimming pool in Pyrgos

Santorini / Pyrgos

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Nearest beach 4 km
  • Swimming pool
  • Child friendly
Villa Deus is a Magnificent Traditional Cave House, built a century ago,situated in a spectacular location., (below the village of Pyrgos,in the quiet,residential area of Exo Gonia, officially designated by the E.U. as a "Protected Traditional Settlement".).  …see more

from £590 / night

£4018 / week

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from £590 / night

26

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Livas is located in the countryside of Santorini, in a tranquil area, surrounded by vineyards and farms, only 400 meters away from the black pebble beach of Vourvoulos, where there is a small fishermen port and a beachside tavern, where guests can taste fresh fish  …see more

from £214 / night

£1496 - £3530 / week

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from £214 / night

14

Holiday villa with swimming pool in Mesaria

Santorini / Mesaria

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Drops of Hospitality Heaven! Three brand new, luxurious villas built like they dropped down from heaven! Welcome to Drops Villas, in the picturesque village of Vothonas in Santorini. In a serene location, in the heart of the island, surrounded by windmills and with sea  …see more

from £154 / night

£1077 / week

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from £154 / 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 £236 / night

£1563 - £2245 / week

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from £236 / night

(1) Excellent 

7

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly
Please note that all bed linen and towels are provided for you.Maid cleaning service is provided on a daily basis.Change of linen twice per week.There is a laundry service available, please ask the owners if you wish to use this at all.  …see more

from £231 / night

£1616 / week

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from £231 / 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 £2137 / night

£14958 / week

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from £2137 / night

(9) 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 km
  • Swimming pool
“Exceptional. The service and accomodations exceeded our expectations in every way!” The SeaHorse was everything we expected and more. The staff was wonderful!! They catered to our every need in a pleasant,efficient way making us feel so welcome. Th  …see more

from £1624 / night

£11368 / week

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from £1624 / 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 £359 / night

£2382 - £3518 / week

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from £359 / 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 £247 / night

£1724 / week

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from £247 / 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 £342 / night

£2394 / week

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from £342 / night

(3) Excellent 

21

Fira holiday 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 3 bedroom traditional villa right in the heart of the old town of Fira offering a plunge pool and sea and mountain views from the roof terrace.  …see more

from £193 / night

£1347 - £3770 / week

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from £193 / 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 £216 / night

£1508 / week

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from £216 / 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

7

Holiday villa rental

Santorini / Oia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Armeni Luxury Villas is located in the most beautiful corner of Santorini, on the rock of the old town of Oia. It offers a unique breathtaking view of the volcanic caldera of Santorini and the deep blue of the Aegean Sea. Glafki Ambassador Villa is a gorgeous villa of  …see more

from £265 / night

£1855 / week

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from £265 / 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 £684 / night

£4787 - £7778 / week

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from £684 / night

24

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Eros is located in the village of Imerovigli and guests can enjoy the wide offer of shops and excellent restaurants, which are within a few minutes, walk from the property. The villa was previously a working bakery, and then it has been transformed into the perfec  …see more

from £496 / night

£3471 - £5385 / week

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from £496 / night

(1) Excellent 

15

Holiday villa with swimming pool in Emborio

Santorini / Emborio

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
insolito villa santorinivilla in santoriniprivate villa with swimming pool santoriniaccommodation in Santorini<br />houskeeping service is every 3 days, included linen and towels change  …see more

from £180 / night

£1257 / week

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from £180 / 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 £216 / night

£1508 / week

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from £216 / night

27

Vourvoulos holiday villa rental

Santorini / Vourvoulos

2 5 3 nights min

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

from £274 / night

£1915 - £3889 / week

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from £274 / 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 £170 / night

£1185 / week

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from £170 / night

29

Holiday villa in Vourvoulos

Santorini / Vourvoulos

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Vorias is located in the countryside of Santorini, in a tranquil area, surrounded by vineyards and farms, only 400 meters away from the black pebble beach of Vourvoulos, where there is a small fishermen port and a beachside tavern, where guests can taste fresh fis  …see more

from £189 / night

£1317 - £3351 / week

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from £189 / 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 £898 / night

£6283 / week

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from £898 / 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 £1283 / night

£8975 - £17949 / week

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from £1283 / 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 £1283 / night

£8975 / week

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from £1283 / night

Top Destination reviews

Raki Cave
Fabulous

This cave house was amazing. It is only a few minutes walk from the main square in Fira with all of its bars and restaurants. The cave is an ideal base for getting around the island - the main bus station is less than 5 minutes walk so getting to a … see more
Rodothea on the Beach- Santorini-Monolithos
Great Apartment with Wonderful View of the Sea!

Great apartment, exactly what I was looking for in a long-term rental. Located on Monolithos Beach, with beautiful views of the sea & magnificent sunrises. Loved being here in the winter as it was quiet, though the buses only run three times a day. L … see more
Adams on the Beach, Santorini, Monolithos
Lovely apartment - recommended

We spent a week in this lovely apartment. It was beautifully clean and comfortable. We loved the view over the sea and spent many mornings and evenings relaxing there. … see more
Fava Eco Residences - Helios Suite
Most Beautiful Villa with an amazing view

We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, local shops and even bus stops. I would defi … see more
ANEMOLIA VILLA
High quality accommodation on the lovely island of Santorini

This house suited us very well. Everything was perfect. Location - walking distance to bars, restaurants and shops. Centrally located for visiting the sites of Santorini recommended by Spyridoula. Cleanliness - perfect; just like your own house … see more
Anemolia Villa
High quality accommodation on the lovely island of Santorini

This house suited us very well. Everything was perfect. Location - walking distance to bars, restaurants and shops. Centrally located for visiting the sites of Santorini recommended by Spyridoula. Cleanliness - perfect; just like your own house … see more