Vacation Rentals & Villas in Val d'Orcia

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79 Houses

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B&B Il Pozzo - Giuggiolo

Sinalunga b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Match: Golf within 30mins drive

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Price per night from

$62

Podere Osteria

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$306

Siena San Fabiano climatized villa with outdoor heated pool

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Perfect combo of charm, location & comfort in glorious Tuscany!” We first dicovered San Fabiano in summer 2003 and have made it a point to return with family and friends as often as we can ever since! The location is ideal for exploring Siena, all the hill towns of southern tuscany, the Chianti and even great for easy day trips to Florence. Besides the charm of this renovated farmhouse - it also has modenr comforts like ac, screened windows, kitchenettes in all the rooms and wireless internet - plus a swimming pool! We love walking into the little town of Monteroni for our morning cappucinos and hiking the trails around this lovely farm estate. Great for kids and family gatherings as well as couples. We get through New England winters by dreaming of returning to San Fabiano. Highly recommended!

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Price per night from

$1,223

Casale Montesoli

Buonconvento house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$874

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Price per night from

$182

ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$710

Ferranesi, Tuscan Design Villa with private pool, perfect for small weddings

Chiusure villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

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Price per night from

$2,927

Poggio dell'Eremita

Farnetella house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$110

Casale d'Orcia

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Golf within 30mins drive

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Price per night from

$735

B&B Il Pozzo - Gelsomino

Sinalunga b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$62

“It was everything we had dreamed of and more...quaint and very c” The proprietor was very easy to work with and was so gracious. We had a wonderful welcome basket with lots of local goodies on our arrival. The home was more than adequate with five private bedrooms, ours was on the second level with living/dining area and a balcony. We enjoyed the infinity pool and the delicious fruit from the orchards. We were able to have a private chef come to our villa and cook dinner, what a presentation. Castelmuzio was the perfect spot for us, so quaint and beautiful. We downloaded Italy to our GPS and it was a piece of cake to sight see all the other villages. Don't miss Pienza, Montpulciano, Cortona, Orvieto Cathedral, San Gimignano, but my favorite was Monticiello, the view of the Tuscan Hills was breathtaking. If we ever get to go back to Italy, I would stay at Villa nell'Oliveto again...It was everything we dreamed of and more.

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Price per night from

$726

Villa Ombrone 16

Buonconvento villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

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Price per night from

$1,750

La Casina delle rose nel verde della Maremma

Civitella Paganico farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$68

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Price per night from

$182

La Casa di Alice - Montalcino

Castelnuovo dell'Abate house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$159

Apartment Il Gelso

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$123

Poggio Senese-Pianello mq110

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$245

The Lair of the White Rabbit - Ap. Girasole

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$245

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$519

X Apartment

Sinalunga apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$245

Casanova of the Woods

Montepulciano farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$502

Agriturismo Torre di Sant' Ansano

Ville di Corsano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$98

Apartment Il Cipresso

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$282

Casale San Giovanni

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$337

Podere il Focolare-the lodge-

Casciano di Murlo townhouse

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$114

Elegance charme and simplicity

Sinalunga b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Golf within 30mins drive

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Price per night from

$141

LA SCALA 1572

San Quirico d'Orcia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Golf within 30mins drive

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Price per night from

$194

Agriturismo L'Olivo

Serre di Rapolano cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 1 hour 11 minutes

Match: Golf within 30mins drive

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Price per night from

$110

Antica dimora

Monteroni d'Arbia apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$79

Country resort in the Crete Senesi,swimming pool,tennis court,child friendly, Q

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 58 minutes

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Price per night from

$99

Poggio ai Gelsi

Pienza lodge

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$563

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Price per night from

$3,057

B&b l'incanto

Montalcino b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$82

Poggio Senese-Triano 290 sqm.

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$245

Apartment Il Pomo

Crete Senesi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$172

Apartment l'Albicocco

Crete Senesi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$172

Borgo Castelrotto, pool villa 18 guests at Castelnuovo Tancredi Estate

Buonconvento farmhouse

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 59 minutes

Match: Golf within 30mins drive

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Price per night from

$1,712

Poggio ai Gelsi, Lodge Melograno

Pienza lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Golf within 30mins drive

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Price per night from

$165

Viewing 38 of 79
rentals in Val d'Orcia

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