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

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Pienza

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40 Holiday homes

Filters applied: Private pool (40)

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

19

Holiday villa in Pienza

Province of Siena / Pienza

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Beautiful independent country house near Pienza. This villa is located few minutes driving from Pienza, in a quiet and beautiful location in the middle of the country side. Private swimming pool.<br />The villa is elegantly furnished, in a perfect combination betw  …see more

from £161 / night

£1123 - £2106 / week

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from £161 / night

34

Holiday villa in Pienza

Province of Siena / Pienza

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £206 / night

£1439 - £2351 / week

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from £206 / night

22

Holiday villa rental

Province of Siena / Pienza

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Casale Reggello is located in the gently rolling Tuscan hills, between the wonderful towns of Pienza and Montepulciano, just a short distance from the thermal baths of Bagno Vignoni. Reggello is a single House with 8/10 beds and as its own swimming pool and surrounding  …see more

from £301 / night

£2106 - £3422 / week

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from £301 / night

20

Holiday farmhouse rental

Province of Siena / Pienza

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 44 km
  • Swimming pool
  • Child friendly
Wonderful Tuscan villa with pool.  …see more

from £361 / night

£2527 - £6509 / week

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from £361 / night

20

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Situated on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace overlooking the lovely valley below.  …see more

from £497 / night

£3474 - £4606 / week

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from £497 / night

(9) Excellent 

57

Holiday lodge in Pienza

Province of Siena / Pienza

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Poggio ai Gelsi is located in the south of Tuscany between the hills of Val d'Orcia, Siena and halfway between Montepulciano and Pienza. The property enjoys a magnificent view over Montichiello and Pienza. The colours of the nature in this corner of Tuscany are bea  …see more

from £224 / night

£1566 - £2856 / week

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from £224 / night

41

Pienza / Monticchiello

2 4 Min stay varies

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

 …see more

from £154 / night

£1053 - £1229 / week

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from £154 / night

20

Holiday manor house with swimming pool in Pienza

Province of Siena / Pienza

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tenth century posting house which has kept its charm. Large garden with swimming pool.  …see more

from £657 / night

£4597 - £5746 / week

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from £657 / night

20

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Montefollonico with 5 bedrooms sleeps 10  …see more

from £431 / night

£2513 - £3440 / week

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from £431 / night

23

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
An ancient farmhouse dating back to 1846 that lies in an agricultural farm that extends over a surface of 150 hectares. Every year our olive grove produces a tasty oil that can be tasted and purchased during your stay.  …see more

from £538 / night

£3764 - £5150 / week

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from £538 / night

28

Holiday villa in Pienza

Province of Siena / Pienza

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury Villa near Pienza, ideal for large families or friend's group.  …see more

from £251 / night

£1755 - £6009 / week

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from £251 / night

100

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
This exclusive villa works as the perfect starting point to explore the countryside and all the art cities in Tuscany and their surroundings. It is spacious, airy, welcoming and fully equipped and accommodates up to 16 people.  …see more

from £752 / night

£5264 - £7018 / week

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from £752 / night

24

Province of Siena / Pienza

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

 …see more

from £308 / night

£1843 - £3097 / week

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from £308 / night

30

Holiday apartment with indoor pool in Pienza

Province of Siena / Pienza

8 15 7 nights min

  • 8 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely 18th century villa with swimming-pool in Val d'Orcia is located near Pienza, surrounded by the gently rolling hills of this magnificent countryside  …see more

from £464 / night

£3246 - £6097 / week

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from £464 / night

(2) Excellent 

25

Pienza holiday villa rental

Province of Siena / Pienza

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The CIPRESSINI - Pienza - Val d'Orcia - house with swimming pool, with 5 bedrooms 6 bathrooms, sleeps 10, 500 meters from Pienza, the walk into town in 15 minutes. VRBO: 445398ha other information and customer reviews.  …see more

from £427 / night

£2983 - £5965 / week

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from £427 / night

18

Pienza holiday villa rental

Province of Siena / Pienza

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
Careful restoration, ended in May 2015, using original period materials, has maintained the style of the farm and ensured an ancient atmosphere with modern technology. The 4 beautiful and spacious bedrooms have been decorated with elegant colours. Stylish and spacious  …see more

from £527 / night

£2632 / week

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from £527 / night

48

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

8 14 Min stay varies

  • 8 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Private garden
Villa dell'Architetto lays in southern Tuscany, in the well known Val D'Orcia, since many year heritage of UNESCO. The Villa, very romantic for his secluded position, has been restored with all original materials recovery and maintaining its original structure  …see more

from £853 / night

£5965 / week

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from £853 / night

20

Farmhouse rental in Pienza with swimming pool

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Pienza with 8 bedrooms sleeps 14  …see more

from £552 / night

£3860 - £7018 / week

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from £552 / night

100

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in Tuscany Italy, this grand villa is the perfect place for your holidays. The villa features: a swimming Pool, air Conditioning, an internet Connection, a pet friendly space .  …see more

from £431 / night

£2513 - £3440 / week

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from £431 / night

52

Holiday villa in Monticchiello

Pienza / Monticchiello

6 9 7 nights min

  • 6 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This marvelous villa occupies a gently sloping site facing west across the fertile Orcia Valley towards the majestic Amiata Mountain. Sheltered to the east by a woodland and surrounded by well-tended gardens, the property includes several acres of vineyards and olive  …see more

from £846 / night

£5922 / week

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from £846 / night

100

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set in Tuscany Italy, this charming villa is the ideal place for your holidays. The villa offers: a swimming Pool, air Conditioning, an internet Connection .  …see more

from £376 / night

£2632 - £6843 / week

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from £376 / night

20

Holiday villa with swimming pool in Montepulicano

Pienza / Montepulicano

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a fantastic 5 bedroom villa near the wonderful town of Montepulciano in Tuscany. Completely surrounded by olive grove and vineyards, it occupies an idyllic setting for guests to enjoy a peaceful and relaxing holiday. Recently restored, it offers a perfect mix o  …see more

from £439 / night

£3071 / week

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from £439 / night

23

Farmhouse rental in Pienza with swimming pool

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa in Pienza with 6 bedrooms sleeps 14  …see more

from £376 / night

£2632 - £6843 / week

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from £376 / night

26

Province of Siena / Pienza

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £439 / night

£3071 - £4167 / week

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from £439 / night

(1) Excellent 

15

Province of Siena / Pienza

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £175 / night

£1220 - £2106 / week

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from £175 / night

37

Province of Siena / Pienza

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £376 / night

£2632 - £3509 / week

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from £376 / night

38

Province of Siena / Pienza

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £1390 / night

£5264 - £9727 / week

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from £1390 / night

40

Pienza / Monticchiello

10 16 2 nights min

  • 10 bedrooms
  • Sleeps 16
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £1583 / night

£11080 / week

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from £1583 / night

45

Province of Siena / Pienza

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £383 / night

£2678 / week

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from £383 / night

25

Pienza / Monticchiello

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £487 / night

£3406 / week

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from £487 / night

(1) Very Good 

47

Province of Siena / Pienza

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £1230 / night

£8607 - £10185 / week

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from £1230 / night

36

Province of Siena / Pienza

3 8 Min stay varies

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

 …see more

from £208 / night

£1450 - £2236 / week

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from £208 / night

36

Province of Siena / Pienza

6 16 1 night min

  • 6 bedrooms
  • Sleeps 16
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £826 / night

£5779 / week

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from £826 / night

40

Province of Siena / Pienza

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £170 / night

£1185 - £2303 / week

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from £170 / night

44

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £495 / night

£3460 - £8969 / week

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from £495 / night

24

Pienza / Monticchiello

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £779 / night

£5447 - £7289 / week

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from £779 / night

39

Province of Siena / Pienza

8 14 3 nights min

  • 8 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £575 / night

£4025 / week

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from £575 / night

41

Province of Siena / Pienza

6 13 3 nights min

  • 6 bedrooms
  • Sleeps 13
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £369 / night

£2580 / week

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from £369 / night

37

Pienza / Monticchiello

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from £979 / night

£6847 - £8597 / week

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from £979 / night

31

Pienza / Monticchiello

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £656 / night

£4591 - £6886 / week

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from £656 / night