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

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24,659 Holiday homes

Filters applied: Swimming pool

(2) Excellent 

29

Holiday apartment in Italy

Province of Cosenza / Belvedere Marittimo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £38 / night

£264 / week

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from £38 / night

15

Holiday b&b with shared pool in Italy

Province of Treviso / Casale sul Sile

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool

from £36 / night

£220 / week

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from £36 / night

(1) Excellent 

20

Italy holiday home rental

Rosignano Marittimo / Castiglioncello

3 6 Min stay varies

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

from £164 / night

£1141 - £2764 / week

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from £164 / 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 £1185 / night

£9211 - £11483 / week

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from £1185 / night

(2) Excellent 

16

Holiday farmhouse with indoor pool in Piedmont

Province of Alessandria / Spigno Monferrato

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £107 / night

£585 - £2729 / week

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from £107 / night

(1) Excellent 

31

Holiday home with swimming pool in Italy

Province of Trapani / Castelvetrano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool

from £53 / night

£369 / week

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Responds fast!
avg. 2 hours 24 minutes

from £53 / night

41

Holiday farmhouse with shared pool in Italy

Province of Arezzo / San Giustino Valdarno

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £129 / night

£885 - £1593 / week

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Responds fast!
avg. 15 minutes

from £129 / night

(4) Excellent 

44

Italy holiday farmhouse rental

Province of Terni / Narni

4 8 3 nights min

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

from £158 / night

£1053 - £1658 / week

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Responds fast!
avg. 3 hours 26 minutes

from £158 / night

(1) Average 

28

Holiday farmhouse letting

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £51 / night

£351 - £1536 / week

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from £51 / night

(2) Excellent 

32

Villa rental in Italy with shared pool

Province of Verona / Lazise

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £69 / night

£479 - £1009 / week

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from £69 / night

34

Villa rental in Umbria with swimming pool

Province of Perugia / Tuoro sul Trasimeno

7 14 Min stay varies

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

from £167 / night

£922 - £1737 / week

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Responds fast!
avg. 1 hour 13 minutes

from £167 / night

(7) Excellent 

24

Holiday villa with swimming pool in Marche

Province of Fermo / Servigliano

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £237 / night

£1658 - £2886 / week

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from £237 / night

(1) Excellent 

31

Holiday home in Sicily

Riposto / Torre Archirafi

3 6 4 nights min

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

from £177 / night

£1239 / week

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Responds fast!
avg. 2 hours 0 minutes

from £177 / night

(2) Very Good 

27

Italy holiday villa rental

Castelnuovo Berardenga / San Gusme

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Private garden
“wonderful and peaceful place” San Donato is very quiet, a very beautiful place, the garden and all the Villa Arceno aera are amazing, the house is simple but comfortable, and with a soul, as if you ever know this place, I will return one day, for sure
…see more

from £189 / night

£1319 - £1762 / week

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from £189 / night

(2) Very Good 

33

Holiday apartment in Italy

Province of Brescia / Tignale

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £45 / night

£266 - £509 / week

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Responds fast!
avg. 3 hours 38 minutes

from £45 / night

32

Holiday villa with swimming pool in Italy

Taormina / Trappitello

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £487 / night

£3408 - £5470 / week

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from £487 / night

(15) Excellent 

31

Holiday villa in Italy

Province of Terni / Terni

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Tranquility and Relaxation” Although the time of the year may not be very inviting for some, my partner and I spent a fantastic week holiday at Casa Vacanze – Villa Flavia during our stay in the past month of March. So, I can only say that it must be
…see more

from £285 / night

£1750 - £1990 / week

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from £285 / night

(5) Excellent 

39

Holiday apartment with swimming pool in Italy

Perugia / Perugia city centre

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Private garden

from £101 / night

£597 - £1037 / week

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Responds fast!
avg. 2 hours 2 minutes

from £101 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Tuscany

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Stunning Views” We had a most enjoyable time at this house and would recommend it for its location and closeness to Montepulciano. The house was delightful and the views across the valley and surrounding countryside were excellent. We can recommend
…see more

from £100 / night

£625 - £895 / week

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from £100 / night

(2) Very Good 

68

Holiday apartment with shared pool in Italy

Province of Florence / Barberino Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool

from £62 / night

£461 / week

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Responds fast!
avg. 3 hours 34 minutes

from £62 / night

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments
…see more

from £69 / night

£479 - £649 / week

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Responds fast!
avg. 3 hours 56 minutes

from £69 / night

22

Holiday finca with swimming pool in Sardinia

Province of Carbonia-Iglesias / Carloforte

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £101 / night

£702 - £1097 / week

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from £101 / night

39

Holiday farmhouse with swimming pool in Italy

Province of Pisa / Capannoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly

from £84 / night

£992 / week

Enquire View

from £84 / night

(7) Very Good 

Certificate of Excellence

46

Holiday apartment rental

Cortona / Centoia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool

Certificate of Excellence

from £62 / night

£395 - £693 / week

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Responds fast!
avg. 2 hours 43 minutes

from £62 / night

(1) Excellent 

20

Marche holiday villa rental

Province of Fermo / Amandola

4 8 2 nights min

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

from £715 / night

£5003 - £6722 / week

Enquire View

from £715 / night

(6) Excellent 

15

Holiday apartment in Italy

Province of Fermo / Campofilone

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £55 / night

£378 - £750 / week

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from £55 / night

(1) Very Good 

18

B&b letting in Italy with shared pool

Province of Siena / Montepulciano

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“nice place, nice people” Living for a bit in an old fashioned atmosphere. It is a confortable and friendly place to stay with your family , friends or alone both relaxing in a wonderful Tuscany landscape and travelling around to explore Reinassance
…see more

from £36 / night

£246 / week

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Responds fast!
avg. 2 hours 15 minutes

from £36 / night

20

Holiday apartment with shared pool in Italy

Province of Perugia / Passignano Sul Trasimeno

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £94 / night

£554 - £839 / week

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from £94 / night

(20) Excellent 

24

Holiday farmhouse with swimming pool in Marche

Cingoli / San Severino

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool
“Fantastic stay in a fantastic house” We had a wonderful stay in Caroline's house. Very well equipped with everything you could think you need, nicely decorated and convenient. We were 7 adults and 7 kids and the house could definitely accommodate our
…see more

from £232 / night

£1623 - £3465 / week

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from £232 / night

29

Holiday apartment rental

Province of Latina / Spigno Saturnia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool

from £44 / night

£220 - £351 / week

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from £44 / night

(2) Very Good 

26

Holiday apartment with shared pool in Italy

Marina di Gioiosa Ionica / Gioiosa

2 6 3 nights min

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

from £38 / night

£260 - £300 / week

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Responds fast!
avg. 3 hours 0 minutes

from £38 / night

24

Holiday apartment with shared pool in Italy

Amalfi Coast / Ravello

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£439 - £1053 / week

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from £88 / night

(2) Very Good 

23

Holiday trullo rental

Monopoli / Capitolo

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £123 / night

£850 - £2124 / week

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from £123 / night

21

Italy holiday villa rental

Province of Brescia / San Felice del Benaco

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £339 / night

£2369 - £4369 / week

Enquire View

from £339 / night

100

Tuscany holiday apartment rental

Province of Grosseto / Braccagni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 19 km
  • Swimming pool
  • Child friendly

from £49 / night

£340 - £1062 / week

Enquire View

from £49 / night

(7) Excellent 

25

Holiday villa accommodation

Province of Ancona / Ostra

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“A Perfect Vacation” This past September 10 was the beginning of a glorious five week dream vacation. We were greeted by Philippa and her husband, who happened to be in the area at the time of our arrival. They were delightful and we made new friends
…see more

from £95 / night

£750 - £2220 / week

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Responds fast!
avg. 2 hours 41 minutes

from £95 / night

24

Holiday apartment with shared pool in Italy

Menaggio / Loveno

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £88 / night

£615 / week

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from £88 / night

20

Italy holiday apartment rental

Province of Florence / Montespertoli

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £214 / night

£1493 / week

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from £214 / night

(10) Excellent 

67

Holiday villa with swimming pool in Italy

Province of Perugia / Todi

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £439 / night

£3071 / week

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Responds fast!
avg. 3 hours 52 minutes

from £439 / night

(1) Excellent 

7

Holiday b&b in Italy

Italian Riviera / Celle Ligure

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £106 / night

£746 - £1053 / week

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from £106 / night