Walking holiday villas and apartments Pienza | Holiday Lettings

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44 Holiday homes

Filters applied: Walking holidays (44)

20

Cypress Villa (v008) - Pienza farmhouse sleeps 13

Province of Siena / Pienza

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 44 km
  • Swimming pool
  • Child friendly
Ground floor: a large living room with fireplace, small kitchen, a double bedroom with a separate entrance from the outside with an en-suite bathroom with washing machine.First floor: a double bedroom with Jacuzzi inside the room and en-suite bathroom with shower, a dou  …see more

from £355 / night

£2483 - £4423 / week

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from £355 / night

(5) Excellent 

23

Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S - Pienza apartment sleeps 8

Province of Siena / Pienza

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
New lower price - one of the nicest flat in Tuscany 5 star standard !!The apartment has its own entrance and occupies the whole 1st and top floors of this classical building next to the ancient city wall. Private parking, large roof terrace (55m2) with great views over  …see more

from £121 / night

£845 / week

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from £121 / night

20

The Spring (v024) - Pienza villa sleeps 12

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. The house, built in the first half of the eighteenth century, has been renovated carefully by the couple  …see more

from £488 / night

£3414 - £3966 / week

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from £488 / night

34

Villa Fonte all'Oppio Pienza - Pienza villa sleeps 13

Province of Siena / Pienza

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Ancient stone farmhouse, nowadays beautiful holiday villa, set in a very panoramic position inside the Parco Artistico Naturale of Val d'Orcia. Only 2 km far we find the well-known Renaissance village of Pienza. In a short drive there are renowned villages such as Monti  …see more

from £202 / night

£1414 - £2311 / week

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from £202 / night

(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 £35 / night

£613 - £923 / week

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from £35 / night

20

Wisteria Farm (V036) - Pienza farmhouse sleeps 8

Province of Siena / Pienza

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The farmhouse, set in one of the most fascinating areas of the south of Sienese territory, between Pienza and Montepulciano, shows sober, almost austere lines. Its placing, the group of cypresses, its position on a high ground which raise the whole valley, makes it the  …see more

from £355 / night

£2483 - £3061 / week

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from £355 / night

15

Rosemary Villa (v007) - Pienza farmhouse sleeps 12

Province of Siena / Pienza

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 44 km
  • Swimming pool
  • Child friendly
Ground floor: a large dining/living room overlooking the garden, kitchen, breakfast room, small sitting room with fireplace, study, twin bedded room with en suite bathroom with tub and shower, double bedroom with en suite bathroom with shower. First floor: large lounge  …see more

from £672 / night

£4699 - £6319 / week

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from £672 / 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 £113 / night

£604 / week

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from £113 / night

(17) Excellent 

43

Villa PoliFlora - Monticchiello apartment sleeps 6

Pienza / Monticchiello

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico  …see more

from £65 / night

£319 - £778 / week

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from £65 / night

23

Fonte Senesi - Pienza villa sleeps 12

Province of Siena / Pienza

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa la Fonte is situated in the marvellous Val d'Orcia, the valley of the Sienese Crete.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 ca  …see more

from £548 / night

£3832 - £4436 / week

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from £548 / night

(1) Excellent 

11

Province of Siena / Pienza

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £78 / night

£302 / week

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from £78 / night

21

Villa Arpicella - Pienza villa sleeps 4

Province of Siena / Pienza

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 95 km
  • Child friendly
  • Private garden
Villa Arpicella really does offer the best of both worlds! Despite its prime location at just 10 minutes’ walking distance from Pienza, it enjoys the peace and quiet of a beautiful countryside setting with spectacular panoramic views. It is a large, traditionally Tusc  …see more

from £85 / night

£595 - £884 / week

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from £85 / night

15

Province of Siena / Pienza

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £207 / night

£707 - £1035 / week

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from £207 / 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 £302 / night

£1811 - £2699 / week

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from £302 / night

5

Province of Siena / Pienza

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £138 / night

£578 - £845 / week

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from £138 / night

(1) Excellent 

24

Casa Oriolo - Monticchiello apartment sleeps 7

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 property wit  …see more

from £154 / night

£1078 - £1682 / week

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from £154 / 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 £91 / night

£544 / week

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from £91 / 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 £151 / night

£1035 - £1207 / week

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from £151 / night

12

Pienza / Monticchiello

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £173 / night

£863 / week

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from £173 / night

6

Il Torrino - Monticchiello apartment sleeps 2

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 km
  • Child friendly
The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The structure, in proximity of the principal access to the village, has been completely res  …see more

from £110 / night

£707 / week

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from £110 / night

(1) Excellent 

37

Lodge Gelso wonderful view in Val D'Orcia - Pienza lodge sleeps 4

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 £90 / night

£625 - £1294 / week

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from £90 / night

17

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £104 / night

£647 / week

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from £104 / night

(7) Excellent 

57

Poggio ai Gelsi - Pienza lodge sleeps 8

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 £170 / night

£1190 - £2544 / week

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from £170 / night

23

10001 - Casa Orcia - Pienza farmhouse sleeps 12

Province of Siena / Pienza

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza (where the english patient was filmed) a  …see more

from £302 / night

£1983 / week

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from £302 / night

23

Villa Andrea - Pienza villa sleeps 6

Province of Siena / Pienza

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

from £167 / night

£1164 - £1725 / week

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from £167 / night

(1) Excellent 

16

Province of Siena / Pienza

7 14 1 night min

  • 7 bedrooms
  • Sleeps 14
  • 1 night min
  • Nearest beach 103 km
  • Child friendly
  • Pet friendly

 …see more

from £69 / night

£518 / week

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from £69 / night

(2) Excellent 

57

I CIPRESSINI : il Casale Toscano pi fotografato - Pienza villa sleeps 6

Province of Siena / Pienza

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa I CIPRESSINI è la casa più fotografata della zona, raffigurata da anni su cartoline e calendari proprio perchè rappresenta intatto il fascino della antica casa colonica Toscana. In piena campagna ma a soli 500 mt.dal paese offre grandi spazi esterni; la pisc  …see more

from £259 / night

£1294 / week

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from £259 / 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 £78 / night

£518 - £2147 / week

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from £78 / night

14

Province of Siena / Pienza

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £61 / night

£345 / week

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from £61 / night

7

Pienza / Monticchiello

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £78 / night

£432 / week

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from £78 / night

(1) Excellent 

12

Pienza / Monticchiello

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £78 / night

£432 / week

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from £78 / night

(1) Excellent 

12

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £78 / night

£432 / week

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from £78 / night

(1) Very Good 

24

Pienza / Monticchiello

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask owner if suitable for children
  • Private garden

 …see more

from £173 / night

£1035 / week

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from £173 / night

(1) Excellent 

21

Province of Siena / Pienza

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

 …see more

from £121 / night

£561 / week

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from £121 / night

(1) Excellent 

36

Province of Siena / Pienza

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 100 km
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £57 / night

£393 / week

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from £57 / night

(1) Very Good 

23

Province of Siena / Pienza

10 20 1 night min

  • 10 bedrooms
  • Sleeps 20
  • 1 night min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £65 / night

£423 / week

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from £65 / night

10

Pienza / Monticchiello

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

 …see more

from £69 / night

£483 / week

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from £69 / 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 £121 / night

£475 / week

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from £121 / night

7

Agriturismo le Sorbelle - Pienza farmhouse sleeps 14

Province of Siena / Pienza

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Ask about pets
Sorbelle farm is located in the heart of Val d'Orcia, a UNESCO heritage site, in an area rich in picturesque and historic and artistic interest.The farmhouse is divided into three apartments with independent services and kitchens.The rooms are very comfortable and  …see more

Pricing unknown

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Pricing unknown

18

Agriturismo Torrenieri - Pienza apartment sleeps 6

Province of Siena / Pienza

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Our Agriturismo is situated on top of Souhern-Tuscany's hills, in the sunny Val d'Orcia and within a short distance from Pienza. Our farmhouse is made up of two independent apartments with private garden. They can be rented by either families or small groups o  …see more

from £156 / night

£1087 / week

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from £156 / night

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