Villas with pools | Holiday villas with private pools

Villas with pools (162)

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

Also consider

Oia
174 properties
Imerovigli
102 properties
Fira
96 properties
Perissa
55 properties
Megalochori
50 properties
Pyrgos
41 properties
Firostefani
39 properties
Mesaria
36 properties
Kamari
32 properties
Akrotiri
31 properties
Vourvoulos
28 properties
Emporio
21 properties
Perivolos
10 properties
Fira Firostefani
10 properties
Exo Gonia
9 properties
Monólithos
6 properties
Emborio
5 properties
Karterádhos
4 properties

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

162 Holiday homes

(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

from £125 / night

£695 - £1495 / week

Book View

from £125 / night

(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

from £211 / night

£1093 - £2059 / week

Book View

from £211 / 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

from £373 / night

£3814 / week

Book View

from £373 / night

(23) 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

from £370 / night

£1995 - £5500 / week

Book View

from £370 / 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

from £187 / night

£1306 - £3323 / week

Enquire View

from £187 / 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 £194 / night

£1173 - £1845 / week

Book View

from £194 / night

26

Holiday villa with swimming pool in Vourvoulos

Santorini / Vourvoulos

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £194 / night

£1177 - £1916 / week

Book View

from £194 / 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 £234 / night

£2217 - £5017 / week

Book View

from £234 / night

(36) 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

from £175 / night

£895 - £1895 / week

Book View

from £175 / 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 £1597 / night

£11177 / week

Book View

from £1597 / night

(26) 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

from £269 / night

£1849 - £2732 / week

Book View

from £269 / 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

from £272 / night

£1899 - £3856 / week

Enquire View

from £272 / 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

from £370 / night

£2587 - £4830 / week

Book View

from £370 / 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 £424 / night

£2967 / week

Book View

from £424 / night

(2) Excellent 

20

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

from £490 / night

£3430 / week

Book View

from £490 / 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

from £462 / night

£3234 / week

Book View

from £462 / 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

from £389 / night

£2587 - £5544 / week

Book View

from £389 / night

29

Akrotiri holiday villa rental

Santorini / Akrotiri

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1060 / night

£7416 - £9789 / week

Enquire View

from £1060 / night

(20) 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

from £253 / night

£1765 / week

Book View

from £253 / 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

from £212 / night

£1484 - £3500 / week

Enquire View

from £212 / 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

from £177 / night

£1236 / week

Book View

from £177 / 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

from £492 / night

£3441 - £5339 / week

Enquire View

from £492 / 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 £678 / night

£4746 - £7712 / week

Book View

from £678 / night

26

Holiday villa rental

Santorini / Vourvoulos

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £517 / night

£3619 - £7000 / week

Enquire View

from £517 / 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

from £190 / night

£1324 - £3706 / week

Book View

from £190 / 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

from £471 / night

£3295 / week

Book View

from £471 / 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

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

from £229 / night

£1602 / week

Book View

from £229 / night

16

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
  • Nearest beach 4 km
  • Swimming pool

from £1681 / night

£11765 - £20000 / week

Book View

from £1681 / night

(1) Excellent 

14

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
  • Swimming pool
  • Air conditioning

from £2543 / night

£17797 / week

Book View

from £2543 / 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

31

Pyrgos holiday villa rental

Santorini / Pyrgos

6 13 3 nights min

  • 6 bedrooms
  • Sleeps 13
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1162 / night

£8128 - £11123 / week

Enquire View

from £1162 / 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

from £585 / night

£3984 / week

Enquire View

from £585 / night

23

Megalochori holiday villa rental

Santorini / Megalochori

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly

from £353 / night

£2342 - £3459 / week

Book View

from £353 / night

(2) Excellent 

27

Fira holiday villa rental

Santorini / Fira

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £925 / night

£6471 / week

Book View

from £925 / night

(4) 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

from £145 / night

£1009 / week

Book View

from £145 / 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

from £295 / night

£2059 / week

Book View

from £295 / night

20

Holiday villa in Megalochori

Santorini / Megalochori

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly

from £234 / night

£1550 - £2226 / week

Book View

from £234 / 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

from £263 / night

£1839 / week

Book View

from £263 / night

(1) Excellent 

22

Holiday villa in Mesaria

Santorini / Mesaria

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £295 / night

£2017 - £4706 / week

Book View

from £295 / night

Top Destination reviews

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
Villa Lydia
Amazing villa with stunning views

The villa is beautiful and has stunning views out over the sea. Location is quiet and only a short walk into the main part of Fira (although this is up hill and along a fairly busy road!). High quality facilities and easy parking. Patricia (the owner … see more
OIA SUNSET VILLAS - villa DIAMOND - Pool & Spa
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 Konstantinos will do anything you ask, no … see more
OIA SUNSET VILLAS - villa "EMERALD" - Pool & Spa
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 away. … see more
Daydream Suites - Dream Villa
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 even the breathtaking view of the Caldera. … see more
1