Villas in Pienza and apartments – Holiday Lettings - Holiday Rentals Pienza

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101 Holiday homes

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

(2) Excellent 

1 / 22

Pienza / Monticchiello

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £43 / night

£291 - £375 / week

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from £43 / night

1 / 12

Pienza / Monticchiello

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £171 / night

£855 / week

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from £171 / night

1 / 4

"Primavera" apartment - Pienza apartment sleeps 3

Province of Siena / Pienza

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Ask about pets;
The building includes four brand new completely independent flats, structured on two floors; they are very new and furnished in a modern manner, equipped with all comforts like a kitchen supplied with all of the tools and household appliances, colour TV-Set, autonomous  …see more

from £77 / night

£359 / week

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from £77 / night

1 / 14

Province of Siena / Pienza

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Ski; Child friendly ; Car advised;
 …see more

from £60 / night

£342 / week

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from £60 / night

1 / 20

Azienda Agricola Barbi (Monticchiello - Pienza) - Monticchiello farmhouse sleeps 2

Pienza / Monticchiello

3 2 2 nights min stay

  • 3 bedrooms
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Car essential; Ask about pets;
The Azienda Agricola Barbi, is situated in quiet and panoramic location in the heart of the Val D'Orcia, on the road from Pienza to Montichiello with breathtaking views of the valley and Mount Amiata.It is not easy to describe the feelings that can reserve a period  …see more

from £86 / night

£539 / week

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from £86 / night

1 / 4

Province of Siena / Pienza

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £60 / night

£334 / week

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from £60 / night

1 / 4

Villa Bandida - Pienza villa sleeps 14

Province of Siena / Pienza

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
As a luxury villa, Villa Bandida really works best as a place where friends and family come to relax, share meals, explore the countryside and drink wine late into the night. If your looking for the perfect location for a group get together, relaxing break, birthday cel  …see more

from £2799 / night

£11196 / week

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from £2799 / night

1 / 21

Villa Arpicella - Pienza villa sleeps 4

Province of Siena / Pienza

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 95 km; Child friendly ; Car advised;
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

£590 - £877 / week

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from £85 / night

(15) Excellent 

1 / 43

Villa PoliFlora - Monticchiello apartment sleeps 6

Pienza / Monticchiello

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: 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

£317 - £771 / week

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from £65 / night

1 / 10

Pienza / Monticchiello

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
 …see more

from £69 / night

£479 / week

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from £69 / night

1 / 40

Province of Siena / Pienza

9 17 7 nights min stay

  • 9 bedrooms
  • Sleeps 17
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £42 / night

£291 / week

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from £42 / night

1 / 10

Pienza / Monticchiello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

Pricing unknown

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Pricing unknown

1 / 17

Pienza / Monticchiello

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £103 / night

£642 / week

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from £103 / night

1 / 9

Antica Locanda Pienza Appartamento Val d'Orcia - Monticchiello apartment sleeps 4

Pienza / Monticchiello

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
Questo mini-appartamento offre un'unica ed incredibile vista della valle che circonda Pienza sia dalla finestra di camera che dal soggiorno. E' possibile ammirare per chilometri, fin dove arriva lo sguardo, uno dei più bei panorami della campagna toscana.L�  …see more

from £100 / night

£700 / week

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from £100 / night

1 / 14

Province of Siena / Pienza

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Ask owner if suitable for children; No pets allowed; Private garden;
 …see more

from £60 / night

£300 / week

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from £60 / night

1 / 6

Il Torrino - Monticchiello apartment sleeps 2

Pienza / Monticchiello

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 100 km; Child friendly ; Car essential;
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 £109 / night

£701 / week

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from £109 / night

1 / 24

Pienza / Monticchiello

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £63 / night

£334 / week

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from £63 / night

(1) Excellent 

1 / 12

Pienza / Monticchiello

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £77 / night

£428 / week

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from £77 / night

1 / 18

Agriturismo Torrenieri - Pienza apartment sleeps 6

Province of Siena / Pienza

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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 £154 / night

£1077 / week

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from £154 / night

(1) Excellent 

1 / 12

Pienza / Monticchiello

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £77 / night

£428 / week

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from £77 / night

1 / 12

Pienza / Monticchiello

2 2 1 night min stay

  • 2 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £84 / night

£368 / week

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from £84 / night

(1) Very Good 

1 / 20

Province of Siena / Pienza

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £112 / night

£599 / week

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from £112 / night

(1) Excellent 

1 / 11

Province of Siena / Pienza

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Ski; Child friendly ; Pet friendly;
 …see more

from £77 / night

£300 / week

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from £77 / night

1 / 6

Province of Siena / Pienza

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £60 / night

£257 / week

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from £60 / night

1 / 19

Stunning Villa near Pienza - Pienza villa sleeps 10

Province of Siena / Pienza

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the S  …see more

from £157 / night

£1095 - £2052 / week

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from £157 / night

1 / 7

Pienza / Monticchiello

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £77 / night

£428 / week

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from £77 / night

1 / 16

Province of Siena / Pienza

7 14 1 night min stay

  • 7 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Nearest beach 103 km; Child friendly ; Car advised;
 …see more

from £69 / night

£513 / week

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from £69 / night

1 / 22

Province of Siena / Pienza

3 2 1 night min stay

  • 3 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £90 / night

£539 / week

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from £90 / night

1 / 5

Province of Siena / Pienza

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Car advised; Air conditioning;
 …see more

from £112 / night

£599 / week

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from £112 / night

1 / 6

Province of Siena / Pienza

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £124 / night

£471 / week

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from £124 / night

(4) Excellent 

1 / 11

Province of Siena / Pienza

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Ask about pets;
 …see more

from £60 / night

£342 / week

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from £60 / night

1 / 24

Pienza / Monticchiello

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
 …see more

from £77 / night

£513 - £2129 / week

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from £77 / night

1 / 11

Pienza / Monticchiello

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £103 / night

£616 / week

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from £103 / night

1 / 5

Province of Siena / Pienza

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

Pricing unknown

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Pricing unknown

1 / 7

Province of Siena / Pienza

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 80 km; Child friendly ; Car essential;
 …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

1 / 21

Pienza / Monticchiello

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Ask owner if suitable for children; No pets allowed; Private garden;
 …see more

from £129 / night

£684 - £787 / week

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from £129 / night

1 / 9

Province of Siena / Pienza

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £69 / night

£411 - £633 / week

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from £69 / night

(1) Excellent 

1 / 6

Province of Siena / Pienza

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £120 / night

£471 / week

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from £120 / night

1 / 5

Province of Siena / Pienza

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £137 / night

£573 - £838 / week

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from £137 / night

1 / 25

Lodge Melograno wonderful view in Val D'Orcia - Pienza lodge sleeps 2

Province of Siena / Pienza

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Not suitable for children;
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 £55 / night

£385 - £727 / week

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from £55 / night

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