Villas with a pool Italy | Apartments to rent with swimming facilities | Holiday Lettings

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Italy

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23,428 Holiday homes

Filters applied: Swimming pool

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

(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  …see more

from £130 / night

£863 - £1983 / week

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from £130 / night

7

Province of Pisa / Calcinaia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £87 / night

£604 / week

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from £87 / 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

Featured properties

(3) Very Good 

21

Menaggio / Croce

2 6 Min stay varies

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

from £78 / night

£397 - £776 / week

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from £78 / night

(3) Excellent 

28

Pistoia / Historic Centre

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £78 / night

£432 - £475 / week

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from £78 / night

(4) Very Good 

19

Italy holiday apartment rental

Sirmione / Colombare di Sirmione

3 6 Min stay varies

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

from £65 / night

£949 - £1078 / week

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from £65 / night

(8) Excellent 

41

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 - £4500 / week

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from £358 / night

(26) Excellent 

42

Holiday apartment with shared pool in Umbria

Perugia / Perugia city centre

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
“"I left my heart in Perugia, Italy!"” My two friends and I spent 2 absolutely delightful weeks at Villa Nuba in Perugia, Italy last month. I've not been home quite 2 weeks and I am ready to return. The apartment was charming and well appointed, the vi  …see more

from £95 / night

£475 - £854 / week

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from £95 / night

(15) Very Good 

26

Holiday apartment in Tuscany

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £56 / night

£388 - £1983 / week

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from £56 / night

(1) Excellent 

24

Province of Palermo / Cefalu

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £29 / night

£130 - £914 / week

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from £29 / night

(11) Excellent 

21

Italy holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know  …see more

from £69 / night

£380 - £1776 / week

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from £69 / night

(2) Excellent 

23

Trieste / Basovizza

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £44 / night

£302 - £664 / week

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from £44 / night

(1) Excellent 

26

Province of Olbia-Tempio / Palau

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £78 / night

£518 - £2337 / week

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from £78 / night

32

Italy holiday villa rental

Province of Terni / Avigliano Umbro

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £173 / night

£1207 - £1725 / week

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from £173 / 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

(53) Excellent 

51

Italy 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

35

Province of Turin / Cavour

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £78 / night

£544 / week

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from £78 / night

100

Holiday villa in Italy

Tuscany / Province of Arezzo

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly

from £555 / night

£3880 - £5542 / week

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from £555 / night

(9) Excellent 

19

Province of Matera / Metaponto

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £52 / night

£345 - £819 / week

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from £52 / night

22

Elba Island / Rio Nell'Elba

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £57 / night

£393 / week

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from £57 / night

(5) Very Good 

50

Italy holiday home rental

Lucca / Piana di Lucca

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly

from £42 / night

£225 - £604 / week

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from £42 / night

(2) Very Good 

36

Holiday villa with swimming pool in Italy

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

(54) Excellent 

32

Italy 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

(9) Very Good 

29

Holiday apartment with shared pool in Italy

Province of Olbia-Tempio / Porto Rotondo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“We had a wonderful time.” Great place. Great location. The apartment is located in a beautiful place. The serenity, charm, and its immaculate cleanliness is the ideal place for a state of mind to stay connected with the beauty of the place we visi  …see more

from £44 / night

£345 - £1216 / week

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from £44 / 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

(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  …see more

from £185 / night

£1294 - £2569 / week

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from £185 / night

(2) Excellent 

23

Villa rental in Amalfi Coast with swimming pool

Positano / Nocelle

5 13 4 nights min

  • 5 bedrooms
  • Sleeps 13
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £526 / night

£3682 / week

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from £526 / night

(3) Very Good 

27

Holiday villa in Umbria

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

(25) Very Good 

24

Holiday villa in Sicily

Province of Messina / Taormina

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Beautiful view and posh apartment!” We loved this place. Francesco was helpful and available. The caretakers were available if we needed them and were friendly. They helped us out in a bind when we needed a quiet place to stay and responded quickly en  …see more

from £198 / night

£1380 - £2759 / week

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from £198 / night

(5) Very Good 

20

Greve in Chianti / Panzano in Chianti

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £388 / night

£2587 - £3319 / week

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from £388 / night

(12) Very Good 

26

Italy holiday apartment rental

Province of Verona / Lazise

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
“Excellent accomodation in a stunning location. I've already recommended it to friends.” The accomodation and the pool area were absolutely superb. It was well equipped and everything was spotlessly clean and it felt like a home from home rather than a  …see more

from £82 / night

£518 - £1173 / week

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from £82 / 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  …see more

from £350 / night

£2000 - £3600 / week

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from £350 / 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  …see more

from £108 / night

£819 - £2587 / week

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from £108 / night

(3) Very Good 

17

Villa rental in Calabria with shared pool

Province of Vibo Valentia / Drapia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“It is the most beautiful place in Italy!!!” I recomend to stay in Villa del Conte everybody. You will have very comfortable appartments, nice view and oweners of ready sympathy.  …see more

from £35 / night

£216 - £690 / week

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from £35 / night

(1) Excellent 

36

Province of Venice / Eraclea Mare

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £44 / night

£414 - £509 / week

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from £44 / night

14

Holiday townhouse with shared pool in Italy

Province of Catanzaro / Isca Marina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £39 / night

£259 - £475 / week

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from £39 / night

(2) Excellent 

30

Holiday villa in Italy

Province of Ragusa / Donnalucata

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £156 / night

£949 - £2285 / week

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from £156 / night

63

Holiday villa in Sicily

Ragusa / Marina di Ragusa

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 8 km
  • Swimming pool
  • Child friendly

from £173 / night

£1207 / week

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from £173 / night

(7) Very Good 

19

Holiday apartment with shared pool in Italy

Province of Vibo Valentia / Pizzo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £44 / night

£242 - £388 / week

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from £44 / night

6

Bardolino / Calmasino

2 4 Min stay varies

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

from £69 / night

£259 - £518 / week

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from £69 / night

1