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

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Italy

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9,432 Holiday homes

Filters applied: Private pool

(1) Excellent 

27

Holiday barn with swimming pool in Tuscany

Monteriggioni / Quercegrossa

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £74 / night

£518 - £847 / week

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from £74 / night

22

Villa rental in Italy with swimming pool

Province of Viterbo / Vitorchiano

10 31 3 nights min

  • 10 bedrooms
  • Sleeps 31
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £790 / night

£5527 / week

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from £790 / night

24

Holiday villa with swimming pool in Italy

Province of Perugia / Tuoro sul Trasimeno

7 14 7 nights min

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

from £680 / night

£4760 - £6780 / week

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from £680 / night

76

Holiday b&b rental

Palermo / Mondello

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £79 / night

£553 / week

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from £79 / night

(2) Very Good 

22

Holiday apartment with swimming pool in Italy

Santa Maria di Castellabate / Punta Licosa

2 4 Min stay varies

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

from £66 / night

£351 - £1053 / week

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from £66 / night

12

Holiday cottage with swimming pool in Italy

Province of Arezzo / Cortona

5 10 Min stay varies

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

from £189 / night

£1316 - £2193 / week

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from £189 / night

(5) Excellent 

20

Apartment rental in Italy with swimming pool

Sanremo / Coldirodi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £188 / night

£1316 - £1382 / week

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from £188 / night

60

Holiday villa with swimming pool in Italy

Sinalunga / Bettolle

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £799 / night

£5593 - £7128 / week

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from £799 / night

27

Italy holiday guest house rental

Province of Taranto / Maruggio

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £27 / night

£71 - £645 / week

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from £27 / night

(2) Very Good 

16

Holiday home in Tuscany

Elba Island / Rio Marina

1 5 Min stay varies

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

from £76 / night

£527 - £1404 / week

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from £76 / night

25

Home rental in Italy with swimming pool

Castelnuovo di Garfagnana / Cerretoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £132 / night

£593 - £786 / week

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from £132 / night

100

Holiday villa with swimming pool in Italy

Province of Florence / Figline e Incisa Valdarno

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly

from £176 / night

£1229 - £2808 / week

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from £176 / night

(16) Excellent 

91

Italy holiday villa rental

Province of Lucca / Caprignana

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Simplistic luxury with spectacular views” Loved the wonderful location perched on a hilltop with breathtaking views. Everything on hand to make for the perfect holiday...great location, gentle evening breeze to cool off from the hot tuscan sun, swimm
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from £358 / night

£2500 - £3500 / week

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Responds fast!
avg. 1 hour 20 minutes

from £358 / night

(6) Excellent 

33

Umbria holiday farmhouse rental

Province of Perugia / Collazzone

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £176 / night

£1316 - £2193 / week

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Responds fast!
avg. 2 hours 29 minutes

from £176 / night

44

Holiday home with swimming pool in Italy

Province of Pesaro and Urbino / San Costanzo

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £119 / night

£832 - £2024 / week

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Responds fast!
avg. 3 hours 35 minutes

from £119 / night

20

Holiday villa with swimming pool in Italy

Province of Arezzo / Arezzo

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £549 / night

£2194 - £3291 / week

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from £549 / night

21

Veneto holiday villa rental

Province of Treviso / Conegliano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £132 / night

£878 - £1579 / week

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from £132 / night

(8) Excellent 

34

Villa rental in Italy with swimming pool

Castellammare del Golfo / Scopello

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £71 / night

£351 - £2281 / week

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Responds fast!
avg. 1 hour 50 minutes

from £71 / night

(5) Excellent 

47

Holiday villa letting

Province of Perugia / Tuoro sul Trasimeno

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Highlight of our Italian holiday!” This has been a great property to stay at for our extended family (of 14)! The villa was very spacious and recently renovated, the pool & grounds were absolutely fantastic, not to mention the stunning lake views! It
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from £628 / night

£4935 - £5895 / week

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Responds fast!
avg. 2 hours 35 minutes

from £628 / night

(1) Excellent 

18

Holiday villa with swimming pool in Italy

Castiglione del Lago / Pozzuolo

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £430 / night

£5376 - £7047 / week

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from £430 / night

19

Holiday villa in Italy

Province of Trapani / Marsala

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £36 / night

£246 / week

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from £36 / night

(10) Excellent 

30

Holiday villa in Italy

Ragusa / Marina di Ragusa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

from £176 / night

£878 - £3895 / week

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from £176 / night

(2) Excellent 

27

Holiday villa with swimming pool in Italy

Gualdo Cattaneo / San Terenziano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £208 / night

£790 - £1448 / week

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Responds fast!
avg. 3 hours 43 minutes

from £208 / night

(6) Excellent 

34

Holiday b&b with swimming pool, golf nearby in Italy

Province of Brindisi / Fasano

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £176 / night

£264 - £2518 / week

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Responds fast!
avg. 1 hour 41 minutes

from £176 / night

21

Tuscany holiday townhouse rental

Province of Grosseto / Grosseto

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £158 / night

£1097 - £1843 / week

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from £158 / night

(2) Excellent 

24

Holiday villa in Italy

Umbertide / Spedalicchio

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden

from £376 / night

£2632 - £5264 / week

Enquire View

from £376 / night

42

Holiday villa rental

Province of Lucca / Lucca

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £250 / night

£1746 - £2807 / week

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from £250 / night

(4) Excellent 

24

B&b rental in Lazio with swimming pool

Rome / Cassia

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £49 / night

£338 - £4053 / week

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from £49 / night

28

Piedmont holiday villa rental

Province of Cuneo / Bossolasco

7 11 4 nights min

  • 7 bedrooms
  • Sleeps 11
  • 4 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £702 / night

£4913 - £8158 / week

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from £702 / night

(1) Very Good 

39

Italy ski villa to rent.

Province of Catania / Castiglione di Sicilia

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Great value, nice location” We styed here for 3 weeks with two toddlers and did day trips out to different places almost every day. Can get to coast in 30 min, Taormina 40min. Northern slopes of Etna 20 min. Nearby river Alcantara river lovely. Near F
…see more

from £44 / night

£308 - £922 / week

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from £44 / 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

(3) Very Good 

29

Holiday farmhouse with swimming pool in Italy

Province of Pisa / Montecastelli Pisano

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £211 / night

£1299 - £1930 / week

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Responds fast!
avg. 2 hours 20 minutes

from £211 / night

24

Holiday villa with swimming pool in Italy

Province of Florence / Malmantile

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £321 / night

£2244 - £4579 / week

Enquire View

from £321 / 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
…see more

from £143 / night

£873 - £2179 / week

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from £143 / night

31

Italy holiday villa accommodation

Greve in Chianti / San Polo in Chianti

5 12 Min stay varies

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

from £249 / night

£1737 - £3290 / week

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from £249 / night

(3) Excellent 

37

Holiday trullo with swimming pool in Puglia

Province of Brindisi / Ostuni

2 3 Min stay varies

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

from £71 / night

£439 - £878 / week

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from £71 / 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

(9) Excellent 

31

Holiday villa rental

Province of Lucca / Pescaglia

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“Italian Dream” We had a great family fortnight in Alla Marginetta. The villa is immaculate and has all you could want for and more. Everything was clean and new - we spent many hours playing pool, swimming, exploring the mountain and the river, barb
…see more

from £195 / night

£1316 - £2588 / week

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from £195 / night

(4) Very Good 

23

Italy holiday villa rental

Province of Varese / Cadegliano Viconago

2 5 3 nights min

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

from £141 / night

£1229 / week

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Responds fast!
avg. 2 hours 36 minutes

from £141 / 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

1