Italy apartment or villa with a private pool area | Holiday Lettings

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Italy

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10,771 Holiday homes

Filters applied: Private pool

(4) Excellent 

25

Holiday villa with swimming pool in Sicily

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 £125 / night

£862 - £1293 / week

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from £125 / night

(3) Excellent 

17

Marche 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

(5) Excellent 

25

Villa accommodation in Italy 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
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from £140 / night

£980 / week

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from £140 / night

Featured properties

(16) Excellent 

31

Holiday villa with swimming pool in Italy

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
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from £121 / night

£863 - £1294 / week

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from £121 / night

(27) Excellent 

20

Holiday farmhouse in Italy

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Great place” We had a lovely time in the villa. The hosts were very helpful and the place is beautiful. Strongly recommended.
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from £302 / night

£1552 - £2673 / week

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from £302 / night

36

Holiday villa rental

Ragusa / Marina di Ragusa

4 7 1 night min

  • 4 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £150 / night

£1050 / week

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from £150 / night

(4) Excellent 

36

Holiday villa with swimming pool in Italy

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
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from £141 / night

£858 - £2141 / week

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from £141 / night

(6) Excellent 

36

Holiday villa with indoor pool in Italy

Province of Siena / Radicondoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 79 km
  • Swimming pool
  • Child friendly

from £259 / night

£1811 / week

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from £259 / night

(36) Excellent 

22

Holiday villa in Puglia

Province of Lecce / Cutrofiano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Unique holiday house run by very helpful owner” We spent two lovely weeks in Casa della Mora. House is really nice, very clean and well equipped. With a spacious shaded terrace, surrounded by beautiful garden with a swimming pool, which was a favori
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from £10 / night

£125 - £970 / week

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from £10 / night

(22) Excellent 

19

Italy holiday farmhouse rental

Lucca / Piana di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
“A magnificent holiday retreat” The description of this villa was absolutely spot-on and lived up to our expectations entirely. The property is magnificent and there is everything you need for a fabulous holiday in a beautiful part of Italy. We visited
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from £350 / night

£2350 - £3600 / week

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from £350 / night

(34) Excellent 

25

Holiday villa rental

Cortona / Montanare

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly

from £259 / night

£1682 - £2544 / week

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from £259 / night

19

Holiday villa rental

Province of Cagliari / Torre delle Stelle

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £259 / night

£1811 - £3104 / week

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from £259 / night

(11) Excellent 

4

Holiday b&b with swimming pool in Piedmont

Province of Cuneo / Savigliano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £48 / night

£259 / week

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from £48 / night

(3) Excellent 

45

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £1164 / night

£8600 - £9656 / week

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from £1164 / night

(3) Very Good 

22

Holiday villa with swimming pool in Italy

Province of La Spezia / Rocchetta di Vara

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £65 / night

£449 / week

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from £65 / night

(20) Excellent 

30

Italy holiday farmhouse rental

Perugia / Mercatello

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
“Engaging Villa with excellent consideration shown by the owner.” Our visit was one of our extended family excursions and the second one to Italy. The Villa is also periodically used by the owner and had a friendly, loved, air about it. It is well app
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from £215 / night

£1500 - £2800 / week

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from £215 / night

(13) Excellent 

36

Villa rental in Italy 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
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from £185 / night

£1294 - £2569 / week

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from £185 / night

(2) Excellent 

20

Holiday farmhouse with swimming pool in Italy

Province of Florence / Greve in Chianti

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“wonderful stay, perfect host” We had a wonderful week at Casalone during Aug2016. The house is absolutely charming, renovated with perfect taste, at the end of private road which preserves you from any noisy road or neighbours. Just note that there's
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from £432 / night

£2156 / week

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from £432 / night

29

Holiday villa with swimming pool in Amalfi Coast

Amalfi Coast / Praiano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £291 / night

£2034 - £3175 / week

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from £291 / night

(3) Excellent 

40

Holiday villa with swimming pool in Italy

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

(12) Excellent 

22

Holiday villa rental

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Mr” All round lovely. Great family holiday Only downside the ubiquitous Sardinian dogs barking to each other in the distance - but wouldn't put us off staying again.
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from £82 / night

£819 - £2845 / week

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from £82 / night

(17) Excellent 

20

Tuscany holiday villa rental

Province of Lucca / Lucca

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Puccini and Prosecco!” This villa, set in a tiny hamlet, perched on the side of a mountain, is a delight! The house has been beautifully restored, retaining original features but making no compromises in providing high quality bedrooms, bathrooms and
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from £258 / night

£1800 - £2750 / week

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from £258 / night

(13) Excellent 

27

Home rental in Italy with swimming pool

Ostuni / Casalini

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Wonderful villa set in olive groves near to beautiful towns” We have just returned from a fabulous holiday at this villa, a real home from home, so much so we didn't want to leave! The villa is beautifully set within olive groves at the end of a rathe
…see more

from £150 / night

£950 - £1650 / week

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from £150 / night

29

Holiday villa accommodation

Province of Arezzo / Loro Ciuffenna

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £190 / night

£1207 - £2544 / week

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from £190 / night

(7) Excellent 

68

Holiday villa in Tuscany

Province of Lucca / Lucca

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Fantastic villa and location - lots to see and do” A beautiful, spacious, very Tuscan villa with very helpful owners. We were a family party with teenagers and could either relax in the villa or pool, or visit the many fascinating places (and restaur
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from £138 / night

£1207 - £1725 / week

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from £138 / night

14

Holiday farmhouse with swimming pool in Italy

Province of Latina / Cisterna di Latina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £57 / night

£393 / week

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from £57 / night

(4) Excellent 

24

Holiday home with swimming pool in Italy

Italian Riviera / Loano

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £95 / night

£664 / week

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from £95 / night

(26) Excellent 

25

Home letting in Italy with swimming pool, golf nearby

Province of Lucca / Castelnuovo di Garfagnana

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Charming hosts and perfect stay !” We had a wonderful time in villa Buggina. The house is surrounded by mountains and has a beautiful view. There is everything you need to feel comfortable and like you are “at home” The garden is nice. We spent our
…see more

from £26 / night

£182 - £518 / week

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from £26 / night

(1) Very Good 

18

Townhouse rental in Italy with swimming pool

Province of Teramo / Tortoreto

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £44 / night

£302 - £776 / week

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from £44 / night

(23) Excellent 

19

Holiday villa rental

Cefalu / Sant'Ambrogio

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • 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
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from £87 / night

£604 - £2380 / week

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from £87 / night

(8) Excellent 

46

Tuscany holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“My family and I don't generally go back to places, but this was our second stay at Villa Seccarille and yes, it's a wow.” My family and my parents stayed at Villa Secarille ten years ago and we all finally managed to get back there in August '16. It
…see more

from £358 / night

£2500 - £6000 / week

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from £358 / night

(5) Excellent 

21

Holiday villa with swimming pool in Italy

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
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from £130 / night

£863 - £1983 / week

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from £130 / night

(12) Excellent 

69

Holiday villa with swimming pool, tennis court in Italy

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

(24) Excellent 

33

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 130 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 £173 / night

£1035 - £2414 / week

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from £173 / night

(15) Excellent 

25

Holiday villa with swimming pool in Italy

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 84 km
  • Swimming pool
“Perfect place to stay” Everything was perfect - location, house, view and pool. House is exactly same like on pictures. Very nice garden with lot of places to take sunbed. Cozy terrace for dinner. Perfect pool for children - only 1,2 meters deep. Vill
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from £247 / night

£949 - £1725 / week

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from £247 / night

33

Holiday villa with swimming pool in Amalfi Coast

Amalfi Coast / Minori

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £156 / night

£1035 - £1725 / week

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from £156 / night

(8) Excellent 

38

Holiday home rental

Province of Olbia-Tempio / Palau

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

from £95 / night

£604 - £1380 / week

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from £95 / night

21

Villa rental in Lazio with swimming pool

Lazio / Rome

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Nearest beach 37 km
  • Swimming pool
  • Child friendly

from £776 / night

£5173 - £6897 / week

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from £776 / night

(3) Excellent 

20

Italy holiday apartment rental

Lake Como / Dizzasco

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Home from home.” Excellent in every way. Two small points to note. One, the swimming pool is small if you want to have a proper swim. However good if you just want to cool off. Secondly, the approach road to the house is very narrow. Could be off putt
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from £207 / night

£1380 - £1811 / week

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from £207 / night

(11) Excellent 

23

Villa rental in Italy with swimming pool

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Wonderful Stay in Alghero” We had a wonderful week in Alghero in Villa Romantica. The house and pool were immaculately clean and it was exactly as the photos. Very welcome juice and pastries laid out by the lovely owners. We had two small children an
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from £108 / night

£819 - £2587 / week

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from £108 / night

1