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

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10,843 Holiday homes

Filters applied: Private pool

(8) Excellent 

24

Villa rental in Umbria with swimming pool

Umbertide / Spedalicchio

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £228 / night

£1595 - £3104 / week

Enquire View

from £228 / night

33

Holiday villa with swimming pool in Italy

Amalfi Coast / Amalfi

2 6 Min stay varies

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

from £199 / night

£1285 - £3388 / week

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from £199 / night

25

Italy holiday villa rental

Province of Macerata / Gualdo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 43 km
  • Swimming pool
  • Child friendly

from £169 / night

£1164 / week

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Responds fast!
avg. 3 hours 23 minutes

from £169 / night

Featured properties

(9) Very Good 

17

Holiday villa with swimming pool in Puglia

Province of Brindisi / Brindisi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £82 / night

£470 - £1600 / week

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from £82 / night

100

Holiday villa accommodation

Province of Arezzo / Montegonzi

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £332 / night

£1380 - £3018 / week

Enquire View

from £332 / night

(4) Excellent 

26

Home rental in Italy with swimming pool

Arezzo / Capolona

5 12 Min stay varies

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

from £95 / night

£664 / week

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from £95 / night

(2) Excellent 

14

Holiday villa with swimming pool in Italy

Fermo / Torre di Palme

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £44 / night

£302 / week

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from £44 / night

13

Apartment rental in Umbria with indoor pool

Province of Terni / Avigliano Umbro

8 24 3 nights min

  • 8 bedrooms
  • Sleeps 24
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £259 / night

£1035 / week

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from £259 / night

34

Italy holiday apartment rental

Province of Arezzo / Loro Ciuffenna

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £44 / night

£250 - £432 / week

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from £44 / night

24

Holiday villa with indoor pool in Sicily

Province of Palermo / Terrasini

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £311 / night

£2156 - £4500 / week

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Responds fast!
avg. 2 hours 54 minutes

from £311 / night

12

Holiday apartment in Italy

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £68 / night

£462 - £669 / week

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from £68 / night

(6) Excellent 

24

Holiday villa rental

Province of Latina / Itri

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £173 / night

£768 - £1328 / week

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from £173 / night

(21) Excellent 

28

Holiday home with swimming pool in Italy

Catania / Mount Etna

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
“Great views, great location.” Without repeating everything that has already been said, the Piccolo Paradiso is just as described. Wonderful location, great facilities and owned by the friendliest Sicilian I have ever met. As with the other reviewers,
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from £90 / night

£628 - £996 / week

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from £90 / night

(1) Excellent 

19

Holiday farmhouse in Italy

Province of Perugia / Monte Santa Maria Tiberina

4 8 Min stay varies

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

from £328 / night

£2295 - £2695 / week

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from £328 / night

(43) Excellent 

39

Holiday villa in Tuscany

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Perfect villa in perfect location” I need to start to say thank you to Jacopo and Fabio that made our holiday and stay absolutely perfect. They were both so helpful and such a pleasure to liaise with, even if we arrived later than expected! The
…see more

from £241 / night

£1552 - £3621 / week

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from £241 / night

41

Holiday villa rental

Syracuse / Arenella

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £87 / night

£604 / week

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from £87 / night

29

Tuscany holiday home rental

Province of Lucca / Lucca

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

from £198 / night

£1380 / week

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Responds fast!
avg. 3 hours 50 minutes

from £198 / night

(10) Excellent 

Certificate of Excellence

16

Italy holiday villa rental

Province of Trapani / Mazara del Vallo

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £124 / night

£863 - £2156 / week

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Responds fast!
avg. 1 hour 34 minutes

from £124 / night

(2) Excellent 

18

Italy holiday apartment rental

Fasano / Selva

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £90 / night

£500 - £750 / week

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from £90 / 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

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from £148 / night

(10) Excellent 

14

Italy ski apartment to rent.

Province of Verona / Bardolino

2 4 Min stay varies

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

from £104 / night

£690 - £1035 / week

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from £104 / 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 £164 / night

£906 - £1707 / week

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Responds fast!
avg. 1 hour 18 minutes

from £164 / night

(10) Excellent 

58

Holiday villa rental

Province of Siena / San Giovanni d'Asso

8 16 3 nights min

  • 8 bedrooms
  • Sleeps 16
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“unforgettable tuscan paradise” Wonderful historic house, charming atmosphere, you feel at home. We were a group of 16 friends, the house was perfect, nothing was missing. Nice accommodations very clean, housekeeping every day. Unforgettable breakfa
…see more

from £490 / night

£3430 - £4470 / week

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Responds fast!
avg. 3 hours 34 minutes

from £490 / 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

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from £61 / night

(1) Excellent 

15

Holiday b&b in Italy

Province of Pisa / Montecatini Val di Cecina

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool

from £518 / night

£3621 / week

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from £518 / night

26

Holiday cottage with swimming pool in Italy

Province of Chieti / San Vito Chietino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £104 / night

£664 - £923 / week

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from £104 / night

(2) Excellent 

20

Holiday farmhouse with swimming pool in Italy

Province of Florence / Greve in Chianti

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“wonderful stay, perfect host” We had a wonderful week at Casalone during Aug2016. The house is absolutely charming, renovated with perfect taste, at the end of private road which preserves you from any noisy road or neighbours. Just note that there's
…see more

from £432 / night

£2156 / week

Enquire View

from £432 / 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 £121 / night

£1207 / week

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Responds fast!
avg. 2 hours 59 minutes

from £121 / night

(5) Excellent 

23

Holiday villa with swimming pool in Umbria

Gualdo Cattaneo / San Terenziano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“A beautiful house with stunning pool & view, in a wonderful region” We spent 2 weeks in July 2015 in this house (we rent the full house i.e. both floors which I would recommend) and really enjoyed it. It is a great mixt of traditional and modern, very
…see more

from £173 / night

£1207 - £2069 / week

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Responds fast!
avg. 3 hours 28 minutes

from £173 / night

(10) Very Good 

29

Ski villa to rent in Sicily

Province of Catania / Piedimonte Etneo

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool

from £125 / night

£875 / week

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from £125 / night

(1) Excellent 

10

Holiday b&b with swimming pool in Italy

Province of Asti / Belveglio

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £95 / night

£664 / week

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from £95 / night

(4) Excellent 

32

Tuscany holiday cottage rental

Castelfranco Piandisco / Castelfranco di Sopra

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Utterly Idyllic. We will return” I stayed at the Grace Hayloft - Il Fienile di Grazia with my partner in June and it was indescribably wonderful. The hayloft is basically the most adorable rustic cottage imaginable which was perfect for the 2 of us.
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from £85 / night

£578 - £647 / week

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from £85 / night

(3) Excellent 

29

Holiday villa with swimming pool in Tuscany

Province of Florence / Castelfiorentino

2 4 7 nights min

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

from £122 / night

£854 - £1052 / week

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from £122 / night

(9) Excellent 

25

Sicily holiday villa rental

Province of Palermo / Carini

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Exactly as advertised.Perfect location for touring or relaxing privately.Wonderful host.” Highly recommended. Our host was waiting for us on arrival. A good bottle of Italian Red Wine and platters of fruit, meat, cheese and breads to make us welcome.T
…see more

from £186 / night

£1035 - £1811 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from £186 / night

(1) Excellent 

21

Holiday villa with swimming pool in Italy

Province of Lucca / Massarosa

4 12 Min stay varies

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

from £345 / night

£2759 - £3880 / week

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from £345 / night

45

Villa rental in Italy with swimming pool

Agrigento / Montaperto

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £121 / night

£845 / week

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from £121 / night

(3) Excellent 

66

Holiday villa in Italy

Amalfi Coast / Praiano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
“Absolutely Fantastic” The Villa was amazing, and the house manager made all the difference. He was able to book all our taxis, boat and transfers whenever we needed. The pool was amazing and a great place to wind down after a day of sight seeing and h
…see more

from £300 / night

£4282 / week

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from £300 / night

(11) Excellent 

24

Holiday villa in Tuscany

Province of Lucca / Bagni di Lucca

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
“superb spacious accommodation in stunning surroundings” A solidly built traditional three storey house beautifully modernised and furnished, with amazing views over the steep wooded valley where only the sound of goats' bells disturbs the peace. The c
…see more

from £143 / night

£1000 - £1300 / week

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Responds fast!
avg. 2 hours 10 minutes

from £143 / night

(5) Excellent 

29

Villa rental in Italy with swimming pool

Lecce / Marittima Diso

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £432 / night

£2242 / week

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from £432 / night

(2) Excellent 

25

Holiday villa rental

Province of Lucca / Lucca

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly

from £259 / night

£863 - £2845 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £259 / night

1