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

Close

View larger map

Also consider

Europe Holidays
422650 properties
Greece Holidays
16392 properties
Coastal Cottages
222 properties
Luxury Villas
2684 properties
Villas Oia
168 properties
Villas Fira
87 properties
Villas Imerovigli
82 properties
Apartments Perissa
52 properties
Megalochori
45 properties
Mesaria
35 properties
Pyrgos
34 properties
Villas Firostefani
33 properties
Apartments Kamari
32 properties
Akrotiri
29 properties
Vourvoulos
27 properties
Emporio
18 properties
Fira Firostefani
11 properties
Perivolos
10 properties
Exo Gonia
10 properties
Emborio
7 properties
Monólithos
6 properties

Santorini

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

272 Holiday homes

Filters applied: Swimming pool

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

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 £234 / night

£1550 - £2226 / week

Book View

from £234 / night

(3) Excellent 

40

Villa rental in Oia with shared pool

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £293 / night

£1845 - £3150 / week

Book View

from £293 / night

(3) Excellent 

48

Holiday villa with shared pool in Oia

Santorini / Oia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £293 / night

£1845 - £3150 / week

Book View

from £293 / night

(7) Excellent 

24

Holiday guest house with swimming pool in Perissa

Santorini / Perissa

5 14 3 nights min

  • 5 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent property, excellent service, breathtaking views!” This is an excellent property in one of the most beautiful islands in Greece. Very clean and well-equiped rooms, great decoration, breathtaking views, great hospitality of the owner Nichola  …see more

from £551 / night

£3856 - £5339 / week

Book View

from £551 / 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

Book View

from £50 / night

30

Oia holiday home accommodation

Santorini / Oia

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Daphne is a unique property located on the highest point of Oia village in Perivolas area, in a very convenient position, since it is only 500 meters from Oia center and just outside the property there is a parking area, the bus stop, markets and restaurants. Daphn  …see more

from £492 / night

£3441 - £6467 / week

Enquire View

from £492 / 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 £678 / night

£3814 - £4068 / week

Book View

from £678 / night

8

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 £140 / night

£979 / week

Book View

from £140 / night

(5) Very Good 

23

Holiday studio with shared pool in Imerovigli

Santorini / Imerovigli

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
“Absolutely beautiful!” This was an amazing rental with one of the most spectacular views I have ever seen. Really good value for money and within 15 minute walking distance to town. Great local bakery around the corner too, selling delicious Greek pas  …see more

from £136 / night

£950 / week

Book View

from £136 / 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 £111 / night

£721 - £1187 / week

Book View

from £111 / night

38

Kamari holiday studio rental

Santorini / Kamari

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The main advantage is the location due to the easy access on the beach, shops, beach bars, 24 hours open supermarkets and since Kamari is well connected bus with Fira town (every 15minutes) and the rest of the island. The bus service is very frequent  …see more

from £39 / night

£267 - £1009 / week

Book View

from £39 / 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 £1611 / night

£11272 / week

Book View

from £1611 / 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 £1399 / night

£9789 / week

Book View

from £1399 / 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 £153 / night

£1068 / week

Book View

from £153 / 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 £229 / night

£1602 / week

Book View

from £229 / 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 £214 / night

£1495 / week

Book View

from £214 / 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 £85 / night

£594 / week

Book View

from £85 / night

21

Holiday home with swimming pool in Monólithos

Santorini / Monólithos

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 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.The houses are ideal for wedding parties-we had already a few, as read in the reviews.  …see more

from £238 / night

£1577 - £3077 / week

Book View

from £238 / 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 £43 / night

£509 - £721 / week

Book View

from £43 / 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 £214 / night

£1495 / week

Book View

from £214 / 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 £2119 / night

£14831 - £34407 / week

Book View

from £2119 / 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 £492 / night

£3441 - £5339 / week

Enquire View

from £492 / 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 £1678 / night

£11746 / week

Book View

from £1678 / 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 £43 / night

£424 - £509 / week

Book View

from £43 / night

(12) 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 £85 / night

£509 - £3221 / week

Book View

from £85 / 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 £191 / night

£1335 - £3738 / week

Book View

from £191 / night

(2) Excellent 

11

Holiday home in Emborio

Santorini / Emborio

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
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 lo  …see more

from £98 / night

£683 - £801 / week

Book View

from £98 / night

26

Holiday villa with swimming pool in Akrotiri

Santorini / Akrotiri

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Ammos is a luxury, stunning construction, located on a cliff-top area of 6.700 sq. m. in the south west side of Santorini. The villa features a mix of modern and traditional Cycladic architecture, characterized by a predominance of white colors and it offers amazi  …see more

from £1060 / night

£7416 - £10678 / week

Enquire View

from £1060 / 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 £176 / night

£1228 / week

Book View

from £176 / night

24

Holiday apartment with shared pool in Kamari

Santorini / Kamari

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sellada Maisonette Apartment is a spacious comfortable apartment for 2-6 persons surrounded by a flower garden, situated very close to the beach, the resort center and all the restaurants and bars. Sellada complex, which was recently renovated, offers charming furnished  …see more

from £68 / night

£475 / week

Book View

from £68 / 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

Book View

from £1290 / 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 £339 / night

£2373 / week

Book View

from £339 / 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 £68 / night

£424 - £594 / week

Book View

from £68 / 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 £890 / night

£6229 / week

Book View

from £890 / 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 £263 / night

£1839 / week

Book View

from £263 / 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 £136 / night

£950 / week

Book View

from £136 / 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 £1272 / night

£8899 / week

Book View

from £1272 / 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 £2119 / night

£14831 / week

Book View

from £2119 / night

(7) Very Good 

41

Oia holiday villa rental

Santorini / Oia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great Location & personal service” Complex of 5 villas with shared pool, 1 villa with private pool & extended grounds.. great location 5 mins from Oia..fabulous sunsets! Lovely villas, only downside shower rooms are really small! Site Manager Konstan  …see more

from £378 / night

£2379 - £3714 / week

Book View

from £378 / night

30

Imerovigli holiday villa rental

Santorini / Imerovigli

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Dana is located in Imerovigli in Santorini, in a private land of 4000 sq. meters, overlooking the volcano and the sunset. It is a 5-bedroom luxury villa with panoramic views, absolute privacy and all kind of comforts. This wonderful villa is the home of a renowned  …see more

from £1399 / night

£9789 - £15424 / week

Enquire View

from £1399 / night