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33 Holiday homes

Filters applied: High chair available (33)

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

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 / 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 / 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 / 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

(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) Excellent 

1 / 24

Casa Oriolo - Monticchiello apartment sleeps 7

Pienza / Monticchiello

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: 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 £153 / night

£1069 - £1667 / week

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from £153 / night

1 / 23

10001 - Casa Orcia - Pienza farmhouse sleeps 12

Province of Siena / Pienza

5 12 3 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
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 £300 / night

£1966 / week

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from £300 / night

(5) Excellent 

1 / 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
Key info: Child friendly ; Air conditioning; No pets allowed;
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 £120 / night

£838 / week

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from £120 / night

(1) Very Good 

1 / 24

Pienza / Monticchiello

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Ask owner if suitable for children; Car advised; No pets allowed;
 …see more

from £171 / night

£1026 / week

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from £171 / 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 / 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

1 / 15

Casa Marelli - Pienza townhouse sleeps 5

Province of Siena / Pienza

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car not necessary;
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches. It was meant to become the owner's r  …see more

from £107 / night

£748 - £962 / week

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from £107 / night

(2) Excellent 

1 / 57

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

Province of Siena / Pienza

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: 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 £257 / night

£1283 / week

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from £257 / night

(1) Very Good 

1 / 23

Province of Siena / Pienza

10 20 1 night min stay

  • 10 bedrooms
  • Sleeps 20
  • 1 night min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
 …see more

from £65 / night

£419 / week

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from £65 / night

1 / 7

Agriturismo le Sorbelle - Pienza farmhouse sleeps 14

Province of Siena / Pienza

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 80 km; Child friendly ; Car advised;
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

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1 / 23

Villa Andrea - Pienza villa sleeps 6

Province of Siena / Pienza

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: 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 £165 / night

£1154 - £1710 / week

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from £165 / night

(1) Excellent 

1 / 37

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

Province of Siena / Pienza

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: 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 £89 / night

£620 - £1283 / week

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from £89 / night

1 / 24

Province of Siena / Pienza

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Child friendly ;
 …see more

from £300 / night

£1795 - £3018 / week

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from £300 / night

1 / 15

Province of Siena / Pienza

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £206 / night

£701 - £1026 / week

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from £206 / night

(1) Excellent 

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 / 9

Province of Siena / Pienza

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 98 km; Swimming pool; Child friendly ;
 …see more

from £35 / night

£607 - £915 / week

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from £35 / night

1 / 24

Luxury villa near Pienza - Pienza villa sleeps 13

Province of Siena / Pienza

6 13 7 nights min stay

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This magnificent holiday villa with swimming pool (18mx4, open Apr-Oct) sits on one of the knolls at the foot of Pienza (3km) with a breathtaking 360 degree view over the Val d'Orcia countryside. The villa is a tastefully restored stone farmhouse, beautifully furnished  …see more

from £312 / night

£2180 - £6069 / week

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from £312 / night

1 / 24

luxury villa few steps from Pienza - Pienza apartment sleeps 15

Province of Siena / Pienza

8 15 7 nights min stay

  • 8 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
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. This tastefully furnished villa can comfortably accommodate up to 15 people and consists of 2 large sitt  …see more

from £452 / night

£3163 - £6556 / week

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from £452 / night

(7) Excellent 

1 / 57

Poggio ai Gelsi - Pienza lodge sleeps 8

Province of Siena / Pienza

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: 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 £169 / night

£1180 - £2522 / week

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from £169 / night

1 / 34

Villa Fonte all'Oppio Pienza - Pienza villa sleeps 13

Province of Siena / Pienza

7 13 7 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
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 £201 / night

£1402 - £2291 / week

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from £201 / night

(1) Excellent 

1 / 27

Lodge Ulivo 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; 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 £61 / night

£424 - £821 / week

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from £61 / night

1 / 13

Pienza / Monticchiello

2 5 1 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £129 / night

£727 / week

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from £129 / night

(2) Very Good 

1 / 26

Province of Siena / Pienza

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 153 km; Swimming pool; Child friendly ;
 …see more

from £165 / night

£1154 - £1710 / week

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from £165 / night

1 / 18

Province of Siena / Pienza

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
 …see more

from £513 / night

£2565 - £3847 / week

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from £513 / night

1 / 48

Province of Siena / Pienza

6 11 7 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £275 / night

£1925 - £2851 / week

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from £275 / night

(6) Excellent 

1 / 22

Province of Siena / Pienza

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
 …see more

from £294 / night

£2052 - £3334 / week

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from £294 / night

(1) Very Good 

1 / 47

Province of Siena / Pienza

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Ask about pets;
 …see more

from £1146 / night

£8016 - £9485 / week

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from £1146 / night

1 / 44

Province of Siena / Pienza

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £242 / night

£1693 - £2398 / week

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from £242 / night

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