Holiday villas with private pools

Villas with pools (125)

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.

View larger map

Price per night

£567 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • Greece
  • Cyclades
  • Santorini

Location

  • All locations
  • Akrotiri (3)
  • Emborio (1)
  • Emporio (3)
  • Exo Gonia (3)
  • Finikia (1)
  • Fira (14)
  • Fira Firostefani (6)
  • Firostefani (1)
  • Imerovigli (17)
  • Kaldera-Akrotiri (1)
  • Megalochori (13)
  • Mesaria (2)
  • Monólithos (1)
  • Oia (13)
  • Perivolos (1)
  • Pyrgos (4)
  • Vourvoulos (7)

More

Less

Property type

More

Less

Also consider

Coastal Cottages
222 properties
Luxury Villas
2,684 properties
Oia
64 properties
Fira
61 properties
Fira Firostefani
29 properties
Megalochori
22 properties
Imerovigli
21 properties
Santorini holidays
977 properties
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

125 Holiday homes

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

1 / 30

Holiday villa with swimming pool in Pyrgos

Santorini / Pyrgos

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £272 / night

£1900 - £2985 / week

Book

from £272 / night

(7) Excellent 

1 / 62

Holiday villa rental

Santorini / Oia

4 10 5 nights min stay

Villa / 4 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £321 / night

£2242 - £3077 / week

Book

from £321 / night

1 / 24

Imerovigli holiday villa rental

Santorini / Imerovigli

12 24 Min stay varies

Villa / 12 bedrooms / sleeps 24 / Min stay varies

Add to shortlist

from £3566 / night

£24962 - £37132 / week

Book

from £3566 / night

Featured properties

(2) Very Good 

1 / 30

Holiday villa rental

Santorini / Imerovigli

5 8 1 night min stay

Villa / 5 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £931 / night

£6512 / week

Book

from £931 / night

(3) Excellent 

1 / 44

Finikia holiday villa rental

Santorini / Finikia

3 8 5 nights min stay

Villa / 3 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £232 / night

£1618 - £2290 / week

Book

from £232 / night

(32) Excellent 

1 / 36

Holiday villa with swimming pool in Megalochori

Santorini / Megalochori

3 6 3 nights min stay

Villa / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £303 / night

£2117 / week

Book

from £303 / night

1 / 7

Villa rental in Imerovigli with swimming pool

Santorini / Imerovigli

3 7 1 night min stay

Villa / 3 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £245 / night

£1710 / week

Book

from £245 / night

1 / 17

Emporio holiday villa let

Santorini / Emporio

3 8 2 nights min stay

Villa / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £163 / night

£1140 - £2654 / week

Book

from £163 / night

1 / 4

Perivolos holiday villa rental

Santorini / Perivolos

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £535 / night

£3745 / week

Book

from £535 / night

1 / 13

Holiday villa in Imerovigli

Santorini / Imerovigli

3 7 1 night min stay

Villa / 3 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £776 / night

£5427 / week

Book

from £776 / night

1 / 12

Holiday villa rental

Cyclades / Santorini

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £117 / night

£776 - £5427 / week

Book

from £117 / night

(4) Excellent 

1 / 31

Imerovigli holiday villa rental

Santorini / Imerovigli

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £272 / night

£2326 / week

Book

from £272 / night

1 / 10

Holiday villa with swimming pool in Santorini

Cyclades / Santorini

1 4 Min stay varies

Villa / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £78 / night

£524 - £5427 / week

Book

from £78 / night

1 / 23

Holiday villa rental

Santorini / Firostefani

8 18 2 nights min stay

Villa / 8 bedrooms / sleeps 18 / 2 nights min stay

Add to shortlist

from £1396 / night

£10078 - £13179 / week

Book

from £1396 / night

(1) Excellent 

1 / 34

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

2 6 1 night min stay

Villa / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £117 / night

£776 - £3721 / week

Book

from £117 / night

(13) Excellent 

1 / 32

Santorini holiday villa rental

Cyclades / Santorini

4 10 3 nights min stay

Villa / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £466 / night

£3256 - £9225 / week

Book

from £466 / night

1 / 25

Holiday villa in Santorini

Cyclades / Santorini

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £349 / night

£2442 - £3528 / week

Book

from £349 / night

(2) Excellent 

1 / 39

Oia holiday villa rental

Santorini / Oia

3 8 3 nights min stay

Villa / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £423 / night

£2665 - £3876 / week

Book

from £423 / night

1 / 36

Holiday villa in Santorini

Cyclades / Santorini

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £349 / night

£2442 - £3256 / week

Book

from £349 / night

(1) Excellent 

1 / 29

Holiday villa rental

Santorini / Oia

3 5 Min stay varies

Villa / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £466 / night

£9768 / week

Book

from £466 / night

(1) Excellent 

1 / 15

Holiday villa with swimming pool in Emborio

Santorini / Emborio

3 8 2 nights min stay

Villa / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £163 / night

£1140 - £2985 / week

Book

from £163 / night

(1) Excellent 

1 / 20

Holiday villa with swimming pool in Fira Firostefani

Santorini / Fira Firostefani

3 8 1 night min stay

Villa / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £1938 / night

£13566 / week

Book

from £1938 / night

1 / 11

Santorini holiday villa rental

Cyclades / Santorini

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £210 / night

£1466 - £2822 / week

Book

from £210 / night

(18) Excellent 

1 / 15

Holiday villa in Imerovigli

Santorini / Imerovigli

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £196 / night

£1368 - £3522 / week

Book

from £196 / night

1 / 8

Villa rental in Santorini with swimming pool

Cyclades / Santorini

2 5 3 nights min stay

Villa / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £233 / night

£1628 - £2985 / week

Book

from £233 / night

(7) Excellent 

1 / 24

Villa rental in Fira Firostefani with swimming pool

Santorini / Fira Firostefani

4 10 2 nights min stay

Villa / 4 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £1008 / night

£6590 - £9303 / week

Book

from £1008 / night

(2) Very Good 

1 / 17

Imerovigli holiday villa rental

Santorini / Imerovigli

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £388 / night

£2714 - £7055 / week

Book

from £388 / night

(1) Excellent 

1 / 14

Holiday villa with swimming pool in Fira Firostefani

Santorini / Fira Firostefani

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £1163 / night

£8140 - £16280 / week

Book

from £1163 / night

(1) Excellent 

1 / 27

Fira holiday villa rental

Santorini / Fira

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £853 / night

£5969 / week

Book

from £853 / night

1 / 25

Holiday villa in Akrotiri

Santorini / Akrotiri

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £466 / night

£3256 / week

Book

from £466 / night

(1) Excellent 

1 / 7

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 4 Min stay varies

Villa / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £259 / night

£1807 / week

Book

from £259 / night

1 / 17

Holiday villa with swimming pool in Emporio

Santorini / Emporio

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £318 / night

£2220 - £4987 / week

Book

from £318 / night

(8) Excellent 

1 / 23

Holiday villa in Megalochori

Santorini / Megalochori

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £179 / night

£1082 - £1702 / week

Book

from £179 / night

(37) Excellent 

1 / 26

Holiday villa in Fira

Santorini / Fira

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £194 / night

£1357 - £2985 / week

Book

from £194 / night

(13) Excellent 

1 / 28

Holiday villa with swimming pool in Mesaria

Santorini / Mesaria

4 12 Min stay varies

Villa / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £233 / night

£1628 - £6838 / week

Book

from £233 / night

(11) Excellent 

1 / 17

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £196 / night

£1368 - £3685 / week

Book

from £196 / night

1 / 21

Holiday villa with swimming pool in Exo Gialos

Fira / Exo Gialos

2 6 1 night min stay

Villa / 2 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £466 / night

£3256 / week

Book

from £466 / night

1 / 100

Holiday villa rental

Santorini / Oia

3 8 1 night min stay

Villa / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £478 / night

£3343 - £9342 / week

Book

from £478 / night

1 / 17

Villa rental in Santorini with swimming pool

Cyclades / Santorini

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £224 / night

£1563 - £4146 / week

Book

from £224 / night

(1) Terrible 

1 / 15

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £196 / night

£1368 - £3522 / week

Book

from £196 / night

1 / 16

Holiday villa with swimming pool in Fira Firostefani

Santorini / Fira Firostefani

3 8 1 night min stay

Villa / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £1938 / night

£13566 / week

Book

from £1938 / night

(18) Excellent 

1 / 16

Holiday villa with swimming pool in Imerovigli

Santorini / Imerovigli

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £196 / night

£1368 - £3522 / week

Book

from £196 / night

1 / 14

Villa rental in Monólithos with swimming pool

Santorini / Monólithos

3 8 3 nights min stay

Villa / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £295 / night

£1938 - £3365 / week

Book

from £295 / night

(37) Excellent 

1 / 26

Villa rental in Fira

Santorini / Fira

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £194 / night

£2985 / week

Book

from £194 / night

1 / 21

Fira holiday villa rental

Santorini / Fira

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £156 / night

£1086 - £3256 / week

Book

from £156 / night

1 / 24

Villa rental in Pyrgos with swimming pool

Santorini / Pyrgos

4 6 1 night min stay

Villa / 4 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £930 / night

£6507 / week

Book

from £930 / night

(10) Excellent 

1 / 20

Holiday villa with swimming pool in Exo Gonia

Santorini / Exo Gonia

2 4 4 nights min stay

Villa / 2 bedrooms / sleeps 4 / 4 nights min stay

Add to shortlist

from £171 / night

£1125 - £1822 / week

Book

from £171 / night

1 / 20

Holiday villa with swimming pool in Kaldera-Akrotiri

Santorini / Kaldera-Akrotiri

2 4 1 night min stay

Villa / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £373 / night

£2605 / week

Book

from £373 / night

(1) Excellent 

1 / 8

Holiday villa with swimming pool in Santorini

Cyclades / Santorini

1 2 3 nights min stay

Villa / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £140 / night

£977 - £2063 / week

Book

from £140 / night

1 / 9

Villa rental in Santorini with swimming pool

Cyclades / Santorini

1 5 Min stay varies

Villa / 1 bedroom / sleeps 5 / Min stay varies

Add to shortlist

from £156 / night

£1086 - £2171 / week

Book

from £156 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page