Castiglione D'Orcia Rentals

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192 Houses

Montebello Montebello

Castiglione D'Orcia house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$491

Casa Vacanze ' Mary and Louis ' Val d'Orcia

Castiglione D'Orcia townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$62

Apartment overlooking Val d'Orcia

Castiglione D'Orcia apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

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THE PRATONE

Castiglione D'Orcia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$198

Great rentals within 20 miles that match your search

Santilaria

Buonconvento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$370

Giunia

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

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$2,735

Aiola

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

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$1,660

Heraldry

Cetona villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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$2,789

Morgana

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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$1,705

Beautiful family home Lake Trasimeno / Tuscany border

Petrignano house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$308

House of Surprises

Santa Fiora apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 4 minutes

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$124

Villa Maria 3 piani (indipendente - garage)

Sinalunga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$111

Casa Isabella

Chianciano Terme apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$98

Podere Pascianella - House with private garden

Trequanda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$247

Colombi Palace Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$145

La Macina Modì

Cetona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$81

Tuscany Villa PODERE MONTI

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

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$1,392

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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$678

Poggio alla Rocca: the best location for Maremma guides

Grosseto hotel apartment

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 19

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$2,219

Poggio alla Rocca - GINESTRA

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$370

Poggio alla Rocca - CORBEZZOLO

Casale di Pari apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$370

Poggio alla Rocca - SUGHERA

Casale di Pari apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$617

Pangea Villa 8 - Heated pool when open

Seggiano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$986

Superb villa with pool 30 minutes from Siena and Montalcino

Montalcino villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 7

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$629

Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!

Castelnuovo dell'Abate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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$903

Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 21

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$802

B&B Antica Casa i Sucinelli

Serre di Rapolano b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$117

Podere Vitareto

Sinalunga villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$361

Casa Crevole in Val di Merse

Murlo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$272

The Molinaccio 3

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$555

Casa Crevole in Val di merse

Murlo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$198

Villa in Tuscany near Montepulciano and Vald'Orcia

Chianciano Terme b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$623

Villa LA VALIANA (Montepulciano)

Montepulciano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Paradise in Tuscany!” This lovely villa has it all and is the kind of place that makes you want to stay and 'while away' the afternoon among its many outdoor spaces: whether it's dining in the gazebo overlooking the vineyard, watching as the evening sun sets over the gently rolling hills, relaxing in a chaise by the glistening pool, enjoying a café crème or glass of wine on the patio surrounded by roses, lemon trees and pots of flowers, or gazing beyond at Cortona high on a hill or Trasimeno Lake in the valley below, you will come to know this is a very special place. La Valiana is centrally located for explorations to nearby villages and wineries, Cortona, lovely Pienza (a favorite), Montepulciano or easy day trips to Montalcino, Orvieto, Siena, Arezzo, Florence, Chianti and beyond. It is comfortable and beautifully decorated in classic, Tuscan style with fine architectural details such as wrought iron arched windows, doors and Travertine marble floors. You will be well taken care of and looked after by Cecelia and her Family who are the most gracious hosts - they are dedicated to making your stay a wonderful, memorable one, making themselves available should you need any assistance. Their warm hospitality and attention to detail will make you feel special and, at once, a part of the family. If you opt to have a meal prepared and waiting for your arrival after a long day of travel or touring, it will not disappoint and, quite possibly, could be one of the best meals in all of Tuscany, especially when enjoyed under the stars. You will want for nothing - except perhaps to extend your stay, or at the very least, come back again! You can be sure we will be back!!

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Price per night from

$740

Time in Tuscany - The Villas at Podernuovo

Castel Del Piano villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Podernuovo offers a unique opportunity to see the real Italy in” Service: Alvina and Umberto are the perfect hosts, friendly and helpful, well-informed as to what to do and what to see. The accommodation: The villas are superbly appointed with every modern appliance, yet from the exterior they retain their rustic charm. All the windows overlook the vineyard and olive groves and the spacious terraces are the perfect spot to enjoy a glass of Umberto's wine after a day of exploring. Location: Podernuovo is well situated to visit the many medieval villages Tuscany is known for. We have had 10 stays at Podernuovo and have enjoyed wonderful day trips to Collodi, the town of Pinocchio Pistoia, Sant'Antimo abbey, to listen to the monks Gregorian chant and Saturnina to luxuriate in the thermal baths. Alvina and Umberto's local knowledge also extends to the most novel and interesting restaurants in the region. The village of Castel del Piano is a 10 minute stroll up the hill and boasts excellent supermarkets, cafes and bars. What did we like best? My husband and I love everything about staying at Podernuovo as witnessed by 10 stays there! Perhaps however, the fact that it is truly unique Italian experience, 'off the beaten track' in a sense and in a place where tourists do not abound (and where villagers are friendly and welcoming), sets it apart from other villas we have stayed in. I simply can find nothing about Podernuovo that doesnt delight both of us. In fact, we are already planning our next visit for 2013.

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$358

Villa Oliveto

Castelmuzio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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$671

Casa Oliveto

Castelmuzio house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$704

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

$1,233

“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

$731

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rentals in Castiglione D'Orcia

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