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

Close

View larger map

Also consider

Europe Holidays
445533 properties
Italy Holidays
103762 properties
Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Villas Tuscany
24,020 properties
Villas Sicily
15,475 properties
Holiday rentals Lazio
11,520 properties
Villas Puglia
9,548 properties
Villas Sardinia
6,959 properties
Villas Lombardy
6,691 properties
Villas Campania
6,438 properties
Villas Veneto
4,798 properties
Villas Umbria
3,553 properties
Villas Liguria
2,778 properties
Villas Piedmont
2,489 properties
Holiday homes Marche
2,003 properties
Holiday rentals Emilia-Romagna
1,863 properties
Villas Calabria
1,664 properties

Italy

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

10,828 Holiday homes

Filters applied: Private pool

(65) Excellent 

52

Holiday villa letting

Province of Siena / Sinalunga

12 26 Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
  • Nearest beach 170 km
  • Swimming pool
  • Child friendly

from £518 / night

£3621 - £7759 / week

Book View

from £518 / night

(70) Excellent 

24

Holiday trullo with swimming pool in Italy

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
“Quiet and relaxing” Had a great holiday here. Keith was really helpful both before we arrived and once we were there. The directions to get there were perfect. There is loads of space and so our son loved running around and cooling off in the pool. Th
…see more

from £199 / night

£1390 - £1975 / week

Book View

from £199 / night

96

Holiday barn in Italy

San Casciano in Val di Pesa / Chiesanuova

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £161 / night

£1121 - £1897 / week

Book View

from £161 / night

Featured properties

(1) Excellent 

34

Italy holiday home let

Province of Ancona / Castelfidardo

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £46 / night

£274 - £435 / week

Book View

from £46 / night

100

Holiday villa with swimming pool in Tuscany

Province of Siena / Moltacino

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £272 / night

£1897 - £3621 / week

Enquire View

from £272 / night

(1) Excellent 

18

Puglia holiday b&b rental

Province of Bari / Locorotondo

2 5 2 nights min

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

from £57 / night

£345 - £1143 / week

Book View

from £57 / night

(6) Excellent 

28

Italy holiday villa rental

Lake Maggiore / Porto Valtravaglia

2 6 Min stay varies

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

from £69 / night

£432 - £990 / week

Book View

from £69 / night

38

Holiday villa with swimming pool in Italy

Italian Riviera / Camporosso

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £337 / night

£2328 - £2716 / week

Book View

from £337 / night

(2) Average 

26

Holiday villa with swimming pool in Italy

Montecatini Terme / Pieve a Nievole

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £173 / night

£1206 / week

Book View

from £173 / night

(6) Excellent 

22

Home rental in Umbria with swimming pool

Province of Perugia / Lisciano Niccone

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
“A really lovely place to be” This lovely traditional house sits in it's own large garden which overlooks the village below and mountains in the distance. It is a private spot without feeling too isolated. The house is clean and well-maintained and t
…see more

from £164 / night

£947 - £2273 / week

Book View

from £164 / night

(5) Excellent 

56

Italy holiday villa rental

Lucca / Nozzano

4 10 7 nights min

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

from £111 / night

£776 - £1763 / week

Book View

from £111 / night

(4) Excellent 

26

Italy holiday apartment rental

Jesolo / Jesolo Lido

2 5 Min stay varies

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

from £61 / night

£423 / week

Book View

from £61 / night

24

Holiday villa with swimming pool, tennis court in Italy

Umbertide / Spedalicchio

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 17 km
  • Swimming pool
  • Child friendly

from £452 / night

£1640 - £2464 / week

Book View

from £452 / 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

Book View

from £150 / night

21

Holiday b&b with swimming pool in Italy

Marsciano / Papiano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £44 / night

£259 / week

Book View

from £44 / night

(54) 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

Book View

from £285 / night

(1) Excellent 

26

Italy holiday villa rental

Acquapendente / Trevinano

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £363 / night

£1302 - £2888 / week

Book View

from £363 / night

(7) Excellent 

Certificate of Excellence

23

Holiday villa with swimming pool in Italy

Lucca / Santa Maria del Giudice

3 6 7 nights min

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

Certificate of Excellence

from £85 / night

£595 - £1337 / week

Book View

from £85 / night

4

Holiday b&b with swimming pool in Tuscany

Province of Pistoia / Quarrata

1 3 1 night min

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

from £44 / night

£305 / week

Book View

from £44 / night

(1) Excellent 

25

Holiday apartment with swimming pool in Italy

Florence / Arno River

5 8 Min stay varies

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

from £164 / night

£1294 - £1811 / week

Book View

from £164 / night

24

Holiday villa in Campania

Massa Lubrense / Nerano

3 6 7 nights min

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

from £136 / night

£949 - £2233 / week

Book View

from £136 / night

(18) Excellent 

50

Home rental in Italy with swimming pool

Province of Cuneo / Bergolo

4 8 Min stay varies

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

from £160 / night

£1120 - £1610 / week

Enquire View

from £160 / night

15

Holiday b&b with swimming pool in Italy

Province of Benevento / Benevento

1 4 2 nights min

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

from £121 / night

£647 / week

Book View

from £121 / 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

Book View

from £57 / night

(1) Excellent 

22

Home rental in Italy with swimming pool

Province of Arezzo / Anghiari

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £148 / night

£1035 - £1983 / week

Book View

from £148 / night

(2) Very Good 

11

Villa rental in Italy with swimming pool

Province of Trapani / San Vito lo Capo

4 9 5 nights min

  • 4 bedrooms
  • Sleeps 9
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £182 / night

£1100 - £2552 / week

Book View

from £182 / night

26

Marche holiday cottage rental

Province of Macerata / Macerata

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 34 km
  • Swimming pool
  • Child friendly

from £61 / night

£371 - £1026 / week

Book View

from £61 / night

(11) Excellent 

15

Holiday farmhouse with swimming pool, golf nearby in Italy

Perugia / San Giovanni del Pantano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £87 / night

£561 - £1164 / week

Book View

from £87 / 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

Book View

from £48 / night

22

Villa accommodation in Italy with swimming pool, golf nearby

Province of Brescia / Desenzano Del Garda

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £246 / night

£1720 - £2319 / week

Book View

from £246 / night

33

Tuscany holiday cottage rental

Province of Grosseto / Civitella Paganico

4 12 Min stay varies

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

from £234 / night

£1638 - £2156 / week

Book View

from £234 / night

(1) Excellent 

22

Holiday villa with swimming pool in Marche

Province of Macerata / Montecassiano

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £246 / night

£1294 - £1466 / week

Book View

from £246 / 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

Book View

from £95 / night

(1) Average 

36

Holiday villa with swimming pool in Italy

Province of Bari / Polignano a Mare

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £173 / night

£1164 - £3117 / week

Book View

from £173 / 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
…see more

from £138 / night

£1207 - £1725 / week

Enquire View

from £138 / 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

Book View

from £604 / night

(6) Excellent 

29

Holiday home with swimming pool in Italy

Bagni di Lucca / Guzzano-Pieve di Controne

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Perfect escapism within in a spotless and loved bolt hole in the Tuscan Hills” Following an extremely busy time at work and wiped out by the relentless task of chasing our young twins we were looking for a break, somewhere we could get lost in our boo
…see more

from £158 / night

£1100 - £1650 / week

Book View

from £158 / night

15

Italy holiday guest house rental

Province of Cuneo / Monforte d'Alba

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

from £87 / night

£432 / week

Book View

from £87 / night

(6) Very Good 

39

Holiday villa rental

Province of Siena / Chianciano Terme

4 10 Min stay varies

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

from £173 / night

£1233 - £2328 / week

Book View

from £173 / night

(6) Very Good 

32

Holiday villa with swimming pool in Italy

Camaiore / Pedona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
“great place!” We were 9 friends and 2 kids.It was a fantastic experience to spend those 2 weeks in Silvia's Villa! We spent wonderful days travelling around and others swimming in the pool,even if it was october,but most of the days were sunny and the
…see more

from £302 / night

£1725 - £4699 / week

Book View

from £302 / night

1