Villas with a pool Pienza | Apartments to rent with swimming facilities | Holiday Lettings

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Pienza

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66 Holiday homes

Filters applied: Swimming pool (66)

(1) Excellent 

9

Province of Siena / Pienza

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly

 …see more

from £170 / night

£602 - £975 / week

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from £170 / 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 £199 / night

£1390 - £2272 / week

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from £199 / 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 beautifu  …see more

from £168 / night

£1170 - £2759 / week

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from £168 / night

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.The villa is elegantly furnished, in a perfect combination between comfort  …see more

from £155 / night

£1085 - £2034 / week

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from £155 / night

25

Pienza holiday lodge rental

Province of Siena / Pienza

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Air conditioning
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 beautifu  …see more

from £55 / night

£382 - £801 / week

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from £55 / 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 £349 / night

£2441 - £4348 / week

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from £349 / 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 £727 / night

£5085 - £8475 / week

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from £727 / night

(1) Excellent 

9

Province of Siena / Pienza

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £60 / night

£407 - £636 / week

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from £60 / 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 £480 / night

£3356 - £3899 / week

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from £480 / 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 £520 / night

£3636 - £4975 / week

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from £520 / 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 £149 / night

£1017 - £1187 / week

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from £149 / night

15

Province of Siena / Pienza

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £187 / night

£695 - £1102 / week

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from £187 / night

5

Province of Siena / Pienza

2 4 Min stay varies

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

 …see more

from £119 / night

£568 - £890 / week

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from £119 / night

(2) Excellent 

24

Holiday apartment with shared pool in Monticchiello

Pienza / Monticchiello

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.The owners have carefully furnished the prop  …see more

from £152 / night

£1060 - £1653 / week

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from £152 / night

(1) Excellent 

37

Holiday lodge with shared pool in Pienza

Province of Siena / Pienza

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 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 beautifu  …see more

from £88 / night

£615 - £1395 / week

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from £88 / 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 £243 / night

£1695 - £5806 / week

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from £243 / night

24

Province of Siena / Pienza

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

 …see more

from £297 / night

£1780 - £2225 / week

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from £297 / 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 £448 / night

£3136 - £5890 / week

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from £448 / night

15

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 44 km
  • Swimming pool
  • Child friendly
Situated between Monticchiello and Montepulciano in a secluded and extremely quiet position it is an attractive farmhouse surrounded by lavender and rosemary bushes. The large garden overlooks the valley like a terrace from where you can see one of the loveliest views.  …see more

from £660 / night

£4619 - £6212 / week

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from £660 / night

(2) Excellent 

57

Pienza holiday villa rental

Province of Siena / Pienza

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
I CIPRESSINI - Pienza - Val d'Orcia - casolare con piscina, con 3 camere 3 bagni, posti letto 6+2, a 500 mt da Pienza, in paese a piedi in 15 minuti.VRBO : 445398ha altre informazioni e reviews clienti.  …see more

from £255 / night

£1272 / week

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from £255 / 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
<br>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  …see more

from £824 / night

£5763 - £6659 / week

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from £824 / night

20

Farmhouse rental in Pienza with shared pool

Province of Siena / Pienza

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Monticchiello with 2 bedrooms sleeps 5  …see more

from £78 / night

£458 - £801 / week

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from £78 / night

17

Farmhouse letting in Pienza with shared pool

Province of Siena / Pienza

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Monticchiello with 2 bedrooms sleeps 4  …see more

from £66 / night

£382 - £668 / week

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from £66 / night

16

Farmhouse rental in Pienza with shared pool

Province of Siena / Pienza

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Apartment in Monticchiello with 3 bedrooms sleeps 6  …see more

from £99 / night

£584 - £954 / week

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from £99 / 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 £417 / night

£2428 - £3323 / week

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from £417 / 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 £635 / night

£4441 - £7763 / week

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from £635 / night

5

Province of Siena / Pienza

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

27

Lodge rental in Pienza with shared pool

Province of Siena / Pienza

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 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 beautifu  …see more

from £60 / night

£420 - £890 / week

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from £60 / night

20

Holiday villa with swimming pool in Montepulicano

Pienza / Montepulicano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 £255 / night

£1695 - £2967 / week

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from £255 / 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 £364 / night

£2543 - £6611 / week

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from £364 / 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 £818 / night

£5721 / week

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from £818 / 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 £417 / night

£2428 - £3323 / week

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from £417 / night

(1) Excellent 

29

Pienza / Monticchiello

4 8 7 nights min

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

 …see more

from £404 / night

£2826 - £5512 / week

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from £404 / 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 £519 / night

£3631 - £6780 / week

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from £519 / 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 £347 / night

£2423 - £6611 / week

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from £347 / night

(1) Excellent 

22

Pienza / Monticchiello

4 8 7 nights min

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

 …see more

from £546 / night

£3819 - £4410 / week

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from £546 / night

44

Pienza / Monticchiello

3 6 7 nights min

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

 …see more

from £197 / night

£1379 - £1545 / week

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from £197 / night

(7) Excellent 

22

Province of Siena / Pienza

4 8 7 nights min

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

 …see more

from £291 / night

£2034 - £3306 / week

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from £291 / night

37

Pienza / Monticchiello

3 6 7 nights min

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

 …see more

from £197 / night

£1379 - £1545 / week

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from £197 / 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 £970 / night

£5085 - £9397 / week

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from £970 / night