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24 Holiday homes in Pienza

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24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £188 /night

£1315 - £2191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £88 /night

£614 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Panoramic view on Pienza and the Val d'Orcia. Monticchiello os a pretty medieval village in the heart of the Val d'Orcia  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £222 /night

£1550 - £2149 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Everybody who loves Tuscan tradition, excellent cuisine, biological food and, why not, horse riding and biking, besides a relaxing visit to thermal spas will be enchanted by this area.  …see more

Featured properties

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £99 /night

£690 - £868 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £104 /night

£724 - £930 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £148 /night

£1034 - £1529 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
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.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £142 /night

£992 - £1653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £83 /night

£579 - £620 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Enjoy Tuscany, in a unique village in a UNESCO world heritage site: access to art, good food and excellent wine.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £60 /night

£414 - £455 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
If you are looking for a romantic holiday, away from it all, in a perfect Tuscan village, to discover secret Tuscany this is the place: good food, wine , art and all set in an unique landscape.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £207 /night

£1447 - £2273 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
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 of traditional Tuscan architecture with modern, contemporary design. Outside, there is a large swimming pool set in a generous sized garden. Tall trees provide ample shade even in the hottest Summer whilst well manicured lawns offer plenty of space for outdoor games or a spot of sunbathing. WIFI.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £613 /night

£4290 - £5720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
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

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £397 /night

£2777 - £5793 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Hidden at the end of a long drive through never ending fields of wheat, you will find this enchanting farmhouse surrounded by a typical Mediterranean garden with rosemary, lavender, sage and flowers in every season.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £517 /night

£3616 - £5372 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
If a villa holiday in Tuscany is calling to you, take a closer look at Villa Magna. This property provides ample room for twelve guests, offering six beautiful bedrooms and a variety of other features you'll fall in love with on first sight.  …see more

11 Photos

House | 6 Bedrooms | sleeps 12

Short stays welcome

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from £709 /night

£4959 - £6327 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
In this paradise, guests can enjoy deep blue skies, starry nights and silence, a unique and rare commodity nowadays. The property offers: - spacious, fully equipped family kitchen - living room with large fireplace  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £67 /night

£469 - £817 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive apartment for 5 persons, with swimming pool , in Pienza - Montalcino  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £366 /night

£2559 - £6139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 14 persons, with swimming pool , in Pienza - Montalcino  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£388 - £684 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Attractive apartment for 4 persons, with swimming pool , in Pienza - Montalcino  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £660 /night

£4620 - £5290 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Charming Villa for rent in Tuscany is nice located on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace with a breathtaking view over the valley below  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £353 /night

£2469 - £3379 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 10 persons, with swimming pool , in Montepulciano  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £945 /night

£6612 - £8265 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
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

23 Photos

Apartment | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £116 /night

£806 - £1472 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Terrace - pool - Wine - Brunello - spa - restaurants - shops - great standard - wine tours - cycling - walking - big jacuzzi on roof terrace - wifi - AC - Sky TV - SMEG Jacuzzi on the roof terrace with beautiful views over Montalcino - home of the famous Brunello wine. Truly a luxorius flat with stunning views from the roof terrace  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £61 /night

£421 - £631 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

24 Photos

B&B | 2 Bedrooms | sleeps 11

2 Nights min stay

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from £262 /night

£1831 - £2401 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
L'agriturismo La Grencaia si trova ai confini settentrionali del Parco Artistico Naturale della Val d'Orcia, in località Castelluccio di Pienza. Qui si incontrano i confini amministrtivi dei tre comuni di Pienza, Montepulciano e Chianciano Terme.  …see more

23 Photos

B&B | 10 Bedrooms | sleeps 20

Very Good 4/5 

Min stay varies

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from £62 /night

£430 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
L'agriturismo offre una posizione centrale per la visita della Toscana e dell'Umbria. Disponibile Piscina panoramica e ristorante con piatti tipici toscani.  …see more