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

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  • Tuscany (4,387)
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  • Veneto (114)

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9,324 Holiday homes

Filters applied: Private pool (9,324)

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

(21) Excellent 

1 / 109

Italy holiday villa rental

Province of Modena / Modena

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $159 / night

$1109 / week

Book Book View

from $159 / night

(3) Excellent 

1 / 40

Holiday tower in Italy

Sorrento / Central Sorrento

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from $283 / night

$1945 - $3856 / week

Book Book View

from $283 / night

(7) Excellent 

1 / 17

Holiday apartment with swimming pool in Italy

Province of Palermo / Cefalu

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $131 / night

$911 - $2202 / week

Book Book View

from $131 / night

Featured properties

(12) Excellent 

1 / 14

Holiday farmhouse with swimming pool in Italy

Province of Perugia / Preggio

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $94 / night

$905 / week

Book Book View

from $94 / night

(7) Very Good 

1 / 24

Campania holiday villa rental

Province of Naples / Sorrento

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $146 / night

$847 - $3992 / week

Book Book View

from $146 / night

(14) Very Good 

1 / 38

Italy holiday villa rental

Province of Naples / Sorrento

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $136 / night

$1923 - $5089 / week

Book Book View

from $136 / night

(14) Very Good 

1 / 46

Holiday home with swimming pool in Italy

Brucoli / Castelluccio

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from $283 / night

$0 / week

Book Book View

from $283 / night

(10) Excellent 

1 / 22

Tuscany holiday villa rental

Province of Florence / Florence

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $600 / night

$3601 - $5410 / week

Book Book View

from $600 / night

(1) Excellent 

1 / 46

Lombardy holiday villa rental

Province of Brescia / Salo

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from $272 / night

$1900 - $3845 / week

Book Book View

from $272 / night

(2) Very Good 

1 / 24

Holiday villa in Sicily

Province of Messina / Taormina

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $250 / night

$1470 - $5439 / week

Book Book View

from $250 / night

(15) Excellent 

1 / 21

Holiday home with swimming pool in Italy

Catania / Mount Etna

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $118 / night

$792 - $1307 / week

Book Book View

from $118 / night

(5) Excellent 

1 / 24

Sicily holiday villa rental

Province of Palermo / Carini

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $281 / night

$1347 - $2581 / week

Book Book View

from $281 / night

(14) Excellent 

1 / 51

Holiday villa with swimming pool in Italy

Province of Pisa / Montecatini Val di Cecina

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $181 / night

$1086 - $2861 / week

Book Book View

from $181 / night

(3) Excellent 

1 / 59

Holiday villa with swimming pool in Italy

Province of Naples / Sorrento

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $453 / night

$2192 - $5246 / week

Book Book View

from $453 / night

(20) Excellent 

1 / 31

Holiday villa with swimming pool in Italy

Province of Lecce / Lecce

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $125 / night

$1131 - $3054 / week

Book Book View

from $125 / night

(31) Excellent 

1 / 35

Holiday farmhouse with indoor pool, golf nearby in Italy

Province of Arezzo / Poppi

6 bedroomsSleeps 142 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 2 nights min stay

from $57 / night

$0 / week

Book Book View

from $57 / night

(9) Excellent 

1 / 27

Italy holiday villa rental

Province of Viterbo / Viterbo

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $181 / night

$1018 - $2646 / week

Book Book View

from $181 / night

(5) Excellent 

1 / 51

Holiday trullo with swimming pool in Italy

Province of Brindisi / Ostuni

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $357 / night

$2499 - $3859 / week

Book Book View

from $357 / night

(2) Excellent 

1 / 25

Tuscany holiday home rental

Cortona / Mercatale di Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $192 / night

$1209 - $2188 / week

Book Book View

from $192 / night

(4) Very Good 

1 / 30

Holiday villa in Lake Como

Menaggio / Loveno

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies

from $224 / night

$1564 / week

Book Book View

from $224 / night

(5) Excellent 

1 / 46

Holiday farmhouse rental

San Gimignano / Montauto

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $263 / night

$1923 - $2601 / week

Book Book View

from $263 / night

(4) Excellent 

1 / 35

Holiday apartment in Italy

Lerici / San Terenzo

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $225 / night

$1571 - $2413 / week

Book Book View

from $225 / night

(2) Excellent 

1 / 25

Holiday villa with swimming pool in Italy

Province of Messina / Taormina

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from $368 / night

$2432 - $5994 / week

Book Book View

from $368 / night

(4) Excellent 

1 / 24

Italy holiday apartment rental

Lake Como / Domaso

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $135 / night

$620 - $942 / week

Book Book View

from $135 / night

(12) Excellent 

1 / 14

Holiday home with swimming pool, golf nearby in Italy

Province of Brescia / Gargnano

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $368 / night

$2573 - $3455 / week

Book Book View

from $368 / night

(7) Very Good 

1 / 26

Holiday b&b in Tuscany

Province of Massa Carrara / Aulla

6 bedroomsSleeps 122 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min stay

from $56 / night

$283 - $2262 / week

Book Book View

from $56 / night

(1) Excellent 

1 / 15

Holiday villa with swimming pool in Campania

Sorrento / Sant'Agnello di Sorrento

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $164 / night

$1131 - $4071 / week

Book Book View

from $164 / night

(7) Very Good 

1 / 44

Holiday b&b with swimming pool in Italy

Province of Naples / Sorrento

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $340 / night

$2149 - $3167 / week

Book Book View

from $340 / night

(14) Excellent 

1 / 32

Holiday villa with swimming pool in Italy

Province of Florence / San Casciano in Val di Pesa

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $362 / night

$1470 - $4863 / week

Book Book View

from $362 / night

1 / 23

Holiday villa with swimming pool in Italy

Catania / Fiumefreddo Di Sicilia

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay

from $243 / night

$1697 - $2827 / week

Book Book View

from $243 / night

(1) Very Good 

1 / 40

Holiday villa with swimming pool in Italy

Amalfi Coast / Praiano

4 bedroomsSleeps 103 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from $425 / night

$2432 - $3789 / week

Book Book View

from $425 / night

(8) Excellent 

1 / 104

Italy holiday villa rental

Province of Siena / Cetona

10 bedroomsSleeps 20Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies

from $792 / night

$2884 - $4433 / week

Book Book View

from $792 / night

(9) Very Good 

1 / 21

Italy holiday b&b rental

Lake Como / Como

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $306 / night

$2104 - $3167 / week

Book Book View

from $306 / night

(5) Excellent 

1 / 24

Holiday farmhouse with swimming pool in Umbria

Todi / Canonica

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $356 / night

$2488 - $2714 / week

Book Book View

from $356 / night

(7) Excellent 

1 / 49

Holiday villa with swimming pool in Italy

Province of Perugia / Todi

6 bedroomsSleeps 101 night min stay

  • 6 bedrooms
  • Sleeps 10
  • 1 night min stay

from $453 / night

$3506 / week

Book Book View

from $453 / night

(3) Excellent 

1 / 15

Holiday farmhouse in Umbria

Province of Terni / Orvieto

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $170 / night

$1131 - $1640 / week

Book Book View

from $170 / night

(8) Very Good 

1 / 15

Holiday apartment with swimming pool in Italy

Province of Latina / Gaeta

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $106 / night

$735 - $2601 / week

Book Book View

from $106 / night

(3) Excellent 

1 / 41

Holiday villa with swimming pool in Italy

Catania / Giarre

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from $204 / night

$2714 / week

Book Book View

from $204 / night

(8) Excellent 

1 / 42

Holiday villa in Italy

Province of Messina / Taormina

3 bedroomsSleeps 3Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies

from $555 / night

$4512 - $5304 / week

Book Book View

from $555 / night

(2) Very Good 

1 / 16

Holiday villa in Campania

Sorrento / Sant'Agnello di Sorrento

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $227 / night

$1357 - $3393 / week

Book Book View

from $227 / night

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