Air conditioned apartments and villas to rent in Pienza

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Pienza

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41 Holiday homes

Filters applied: Air conditioning

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

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 bea  …see more

from £73 / night

£505 - £801 / week

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from £73 / 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 - £6289 / week

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from £349 / 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 - £4450 / week

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from £480 / night

(5) Excellent 

23

Holiday apartment in Pienza

Province of Siena / Pienza

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“Fantastic place - great selection of restaurants” Truly a maginificent apartment exceeding our expectations - really nice to cool down in the jacuzzi overlooking Montalcino when the weather was at its hottest ! Also very convenient with regards to  …see more

from £119 / night

£831 / week

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from £119 / night

5

Province of Siena / Pienza

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £111 / night

£594 / week

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from £111 / 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

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

(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 £217 / night

£1513 - £2759 / week

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from £217 / night

18

B&b letting in Monticchiello

Pienza / Monticchiello

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Air conditioning
Antica Locanda PienzaAntica Locanda Pienza  …see more

from £73 / night

£467 / week

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from £73 / 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

24

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning

 …see more

from £62 / night

£331 / week

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from £62 / night

(1) Very Good 

24

Pienza / Monticchiello

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £77 / night

£509 - £2111 / week

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from £77 / 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

(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 bea  …see more

from £115 / night

£801 - £1395 / week

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from £115 / 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 £412 / night

£2882 - £5763 / week

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from £412 / night

22

Province of Siena / Pienza

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £89 / night

£534 / week

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from £89 / night

11

Pienza / Monticchiello

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £102 / night

£611 / week

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from £102 / night

(1) Excellent 

6

Province of Siena / Pienza

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £119 / night

£467 / week

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from £119 / 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 £509 / night

£2543 / week

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from £509 / 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 - £5551 / week

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from £635 / night

12

Pienza / Monticchiello

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Air conditioning

 …see more

from £84 / night

£365 / week

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from £84 / 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 £424 / night

£2967 / week

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from £424 / night

(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 bea  …see more

from £81 / night

£564 - £890 / week

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from £81 / night

4

Pienza / Monticchiello

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £81 / night

£484 / week

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from £81 / 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

13

Pienza / Monticchiello

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £81 / night

£484 / week

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from £81 / night

67

Pienza holiday farmhouse rental

Province of Siena / Pienza

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
ABOUT - Within the UNESCO World Heritage Natural Park of Valdorcia, an entire organically conducted Tuscan hill to yourself. At its very top, a genuine farmhouse with high-grade specs and 360-degree views of medieval towers, vineyards and olive groves. A unique opportun  …see more

from £646 / night

£3067 - £4520 / week

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from £646 / night

20

Province of Siena / Pienza

6 12 7 nights min

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

 …see more

from £982 / night

£6871 - £8833 / week

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from £982 / night

20

Pienza / Monticchiello

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

 …see more

from £741 / night

£5183 - £6478 / week

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from £741 / night

20

Province of Siena / Pienza

6 12 7 nights min

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

 …see more

from £975 / night

£6822 / week

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from £975 / night

33

Pienza / Monticchiello

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from £85 / night

£594 / week

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from £85 / night

13

Pienza / Monticchiello

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Air conditioning
  • Private garden

 …see more

from £128 / night

£721 / week

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from £128 / night

20

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £1014 / night

£7092 / week

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from £1014 / night

31

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £594 / night

£4154 - £7756 / week

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from £594 / night

30

Pienza / Monticchiello

8 12 7 nights min

  • 8 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £892 / night

£6242 - £9011 / week

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from £892 / night

31

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £396 / night

£2771 - £7562 / week

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from £396 / night

25

Province of Siena / Pienza

1 10 7 nights min

  • 1 bedroom
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £414 / night

£2895 - £5403 / week

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from £414 / night

30

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £370 / night

£2584 - £7371 / week

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from £370 / night

30

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £585 / night

£4089 - £7559 / week

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from £585 / night

30

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £573 / night

£4007 - £7285 / week

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from £573 / night