Villas with pools | Holiday villas with private pools

Villas with pools (5545)

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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5,545 Holiday homes

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

24

Holiday villa with swimming pool in Rapale

Province of Arezzo / Rapale

10 22 7 nights min

  • 10 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £716 / night

£5008 - £5711 / week

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from £716 / night

(4) Excellent 

25

Holiday villa with swimming pool in Taormina

Province of Messina / Taormina

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly

from £160 / night

£862 - £1379 / week

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from £160 / night

(24) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Perfect view” Very nice Location on the top of a small hill. Very friendly and responsive Family. Fantastic house for two families. We were 4 adults and 4 children. We only used 4 of the 5 bedrooms. Many different outside Areas suitable for all tim  …see more

from £148 / night

£1035 - £2414 / week

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from £148 / night

Featured properties

(5) Excellent 

21

Holiday villa with swimming pool in Casaglia

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
“An awesome villa in the Tuscan hills” A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monterigg  …see more

from £130 / night

£863 - £1983 / week

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from £130 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly

from £203 / night

£1423 - £2544 / week

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from £203 / night

19

Sorrento / Montechiaro

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £203 / night

£1419 / week

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from £203 / night

(3) Excellent 

17

Cingoli holiday villa rental

Province of Macerata / Cingoli

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £270 / night

£1565 / week

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from £270 / night

(3) Excellent 

40

Holiday villa with swimming pool in Greve in Chianti

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

from £604 / night

£5345 - £9483 / week

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from £604 / night

(8) Excellent 

17

Castel Giorgio holiday villa rental

Province of Terni / Castel Giorgio

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Perfect place for couples to get away from it all and relax (or go cycling!)” This retreat was an easy 2hr drive from Rome airport for us once on the 'Autostrade!' The accommodation is on the outskirts of Castel Giorgio, a village which is in walking  …see more

from £82 / night

£500 - £604 / week

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from £82 / night

(13) Excellent 

36

Villa rental in Sarzana with swimming pool

Italian Riviera / Sarzana

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Lovely stay in a unique house” We spent a lovely week at Francescas house on the top of the hill. It was an incredible experience to get to stay in a real italian home which is decorated beautifully and has a real "soul". This kind of atmosphere you g  …see more

from £185 / night

£1294 - £2569 / week

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from £185 / night

(13) Excellent 

71

Holiday villa with swimming pool in Corciano

Province of Perugia / Corciano

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool

from £156 / night

£1035 - £3104 / week

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from £156 / night

(1) Excellent 

42

Cava dei Tirreni holiday villa rental

Amalfi Coast / Cava dei Tirreni

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £554 / night

£4742 / week

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from £554 / night

(5) Excellent 

29

Holiday villa in San Michele Salentino

Province of Brindisi / San Michele Salentino

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“if you want to get away from it all and really relax, you wont be disappointed here....” Fantastic place, very well equipped, superb pool.....everything we could have wished for, and more. Cannot speak highly enough of owner and onsite manageress, so  …see more

from £122 / night

£850 - £2850 / week

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from £122 / night

(9) Very Good 

29

Ski villa to rent in Piedimonte Etneo

Province of Catania / Piedimonte Etneo

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool

from £125 / night

£875 / week

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from £125 / night

(22) Excellent 

19

Holiday villa rental

Cefalu / Sant'Ambrogio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Perfect location and wonderful views” We spent a very relaxing week in Villa Mara with our grown-up children (aged 18 and 21). The terrace outside the kitchen and above the swimming pool was the perfect place to have meals - plenty of space, beautiful  …see more

from £100 / night

£700 - £2420 / week

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from £100 / night

17

Lerici / San Terenzo

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly

from £432 / night

£2587 - £3104 / week

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from £432 / night

(3) Very Good 

26

Holiday villa in Montecchio

Province of Terni / Montecchio

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Ideal for family” This is a really beautiful house for famlly, couples or also for teenargers. The good thing in that house is that you have a bathroom per bedroom. You can enjoy of a cosy kitchen. The swimmingpool lies near the house. The see on the  …see more

from £173 / night

£949 - £1923 / week

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from £173 / night

21

Cantagrillo holiday villa rental

Province of Pistoia / Cantagrillo

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £540 / night

£3780 - £6210 / week

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from £540 / night

38

San Ginesio holiday villa rental

Province of Macerata / San Ginesio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool

from £165 / night

£1150 - £1750 / week

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from £165 / night

(16) Excellent 

31

Holiday villa with swimming pool in Bagni di Lucca

Province of Lucca / Bagni di Lucca

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“Magnificent Fully Equip Villa” Owners couldn't do enough for us. The views are breathtaking with a wonderful friendly restaurant just walking distance from villa. Pool is a added bonus, especially exploring the city all day. Great location, beautiful  …see more

from £121 / night

£863 - £1294 / week

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from £121 / night

24

Holiday villa with swimming pool in Passignano Sul Trasimeno

Province of Perugia / Passignano Sul Trasimeno

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £177 / night

£1238 - £2803 / week

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from £177 / night

(5) Excellent 

25

Villa accommodation in Carassai with swimming pool

Province of Ascoli Piceno / Carassai

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
“Top villa, well presented” We have just returned from 2 weeks holiday here. Having used Holiday Lettings over the last 10 years this is probably the best villa we have had. The photos don't do the view justice! It is very well equipped - for living th  …see more

from £140 / night

£980 / week

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from £140 / night

(12) Excellent 

69

Holiday villa with swimming pool, tennis court in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“A hidden gem.” We stayed at Villa LisiDor at the end of May with family. We made the trip to Tuscany by train to Florence from the UK and hired a car from there. We arrived during an unseasonably chilly spell and in torrential rain after a very l  …see more

from £409 / night

£2858 - £4397 / week

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from £409 / night

(6) Excellent 

67

Villa rental in Fiesole with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Like Living in a Postcard” From the moment we walked through the gate of Villa Acacia, my family and I felt at home. The beauty and spaciousness of the home and grounds contributed to the best vacation we had ever had. Mario kindly took us to buy groc  …see more

from £345 / night

£2414 - £4225 / week

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from £345 / night

(4) Excellent 

36

Holiday villa with swimming pool in Castelvecchio

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful holiday home in beautiful surroundings!” I stayed in this gorgeous house in October for a long weekend and loved every minute. The house is extremely well equipped and very beautifully renovated. The views from the house are incredible and t  …see more

from £141 / night

£858 - £2141 / week

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from £141 / night

(2) Very Good 

27

Province of Lecce / Galatina

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £87 / night

£604 / week

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from £87 / night

(54) Excellent 

32

Arezzo holiday villa rental

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £308 / night

£2156 - £3880 / week

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from £308 / night

(5) Excellent 

27

Holiday villa with swimming pool in Central Florence

Florence / Central Florence

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly
“The perfect home for your Tuscan experience” Our family very much enjoyed this lovely villa. The home is exactly as described and photographed, and the setting is very picturesque. The rooms are large and beautifully appointed. We enjoyed quality fam  …see more

from £423 / night

£3470 - £4742 / week

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from £423 / night

(10) Excellent 

26

Holiday villa with swimming pool in Costa Rei

Muravera / Costa Rei

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £379 / night

£2650 - £2950 / week

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from £379 / night

(2) Very Good 

36

Holiday villa with swimming pool in Sorrento

Province of Naples / Sorrento

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £337 / night

£2147 - £3319 / week

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from £337 / night

(1) Excellent 

29

Holiday villa rental

Lake Como / Laglio

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £604 / night

£3018 - £4742 / week

Enquire View

from £604 / night

(5) Excellent 

31

Massa Lubrense / Marciano, Massa Lubrense

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £138 / night

£1035 - £1638 / week

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from £138 / night

38

Holiday villa with swimming pool in Sant'Agnello di Sorrento

Sorrento / Sant'Agnello di Sorrento

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £125 / night

£863 - £3104 / week

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from £125 / night

(53) Excellent 

51

Anghiari holiday villa rental

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
“Utterly Fabulous!” Casa Leana is just amazing! The house is beautifully furnished and styled in a typically Tuscan style but with every modern convenience you could want and with additions that we didn't even know we wanted before we arrived .... Wine  …see more

from £285 / night

£1995 - £2950 / week

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from £285 / night

(6) Excellent 

28

Lake Maggiore / Porto Valtravaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £69 / night

£432 - £990 / week

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from £69 / night

(4) Excellent 

31

Rocchetta holiday villa rental

Fabriano / Rocchetta

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Wonderful” We stayed at " La Chiesetta" for one week in august. When we arrived the owner, Paolo, was very responsive and gave us a lot of information. The property was very clean, and exactly as the described on the ad. We loved the pool an  …see more

from £68 / night

£476 - £1100 / week

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from £68 / night

(8) Excellent 

16

Holiday villa in Fivizzano

Province of Massa Carrara / Fivizzano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 46 km
  • Swimming pool
  • Child friendly
“An AMAZING home away from home!” I've travelled to Villa Rosa on several occasions experiencing the unique environment in spring, summer and winter. It's a large, spacious and beautifully appointed house that is ideal for families and groups of frien  …see more

from £229 / night

£1600 - £2300 / week

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from £229 / night

(2) Excellent 

44

Holiday villa with swimming pool in Capalbio

Province of Grosseto / Capalbio

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool

from £302 / night

£2587 - £3018 / week

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from £302 / night

(3) Very Good 

20

Holiday villa with swimming pool in Gorra

Finale Ligure / Gorra

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £84 / night

£582 - £841 / week

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from £84 / night

(3) Excellent 

38

Floridia holiday villa rental

Province of Syracuse / Floridia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

from £57 / night

£388 - £863 / week

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from £57 / night

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