Villas Contignano

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Villa Sarteano

Contignano villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$1,978

Great rentals within 20 miles that match your search

Casale Montemoro

Orvieto villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 18

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Price per night from

$1,183

Casale Galli: Luxury Country Villa near San Casciano dei Bagni - sleeps 9

Trevinano villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$747

Villa Esclusiva con Piscina

Bettolle villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$2,241

Typical Umbrian villa, pool, relaxation and views

Castiglione del Lago villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$445

Tuscan private villa with large pool and garden

Chiusi villa

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$675

Beautiful Villa in Val d'Orcia

Monticchiello villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 13

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Price per night from

$996

Cascinale - Casa Vacanze - "Il Picchio"

Pucciarelli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$144

MAGNOLIAHOUSEINTUSCANY Your '700 Tuscan villa with pool in exclusive use

Cetona villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$685

Pangea Villa 8 - Heated pool when open

Seggiano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$996

THE GUGNOLO - HOLIDAYS IN VAL D'ORCIA

Castiglione D'Orcia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$280

Superb villa with pool 30 minutes from Siena and Montalcino

Montalcino villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$635

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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Price per night from

$912

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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Price per night from

$810

Borgo La Bagnaia #Villa Sarageto

San Giovanni d'Asso villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 43 minutes

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Price per night from

$872

Villa Pan

Citta della Pieve villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

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Price per night from

$711

Villa Portoverde Rental with Pool Jacuzzi and Sauna

Foiano Della Chiana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$583

Indipendent farmhouse with a breathtaking view over river Paglia’s valley.

Acquapendente villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$274

The Molinaccio 7

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$1,245

Charming Country Villa with Panoramic Private Pool

San Casciano dei Bagni villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$336

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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$747

“Excellent villa in a beautiful location” We were three families holidaying in this wonderful villa with our children, ages 9-16. The kids loved the pool and us adults enjoyed soaking up the Umbrian sun in the well-maintained gardens. We explored the local area-Montepulciano, Isla Maggiore and Castiglione del Lago (market Wednesday am). We also did Siena on the train. Would have liked to have done more,but a week is not enough. Katia was such a welcoming host,nothing was too much trouble. Thank you very much Katia, hope to see you in a year or two!

Responds fast! avg. 2 hours 8 minutes

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Price per night from

$623

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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Price per night from

$361

Villa Oliveto

Castelmuzio villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$677

Casa Baiocco // Private Tuscan Villa With Swimming Pool

Chiusi villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$142

2 bedrooms close to Rome, Tuscany and Umbria

Torre Alfina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“where to stay in Torre alfina” We had the chance to discover Torre alfina thanks to our friends marriage. They planed our staying in Luisa's house and we have really to thank them: it 's the right place to stay if you are planning to visit Torre alfina. Relax and beautiful landscape in a very nice apartment, renovated with care and details and Luisa's kindness and hospitality make your staying perfect.

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Price per night from

$81

Poggio Etrusco: Tuscan B&B, apts, & Cooking School

Montepulciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond adjectives” There is no way to describe our stay here! Pamela and Johnny were more than welcoming. We arrived with our 7 & 4 year olds in tow...and from The gate greeting, we felt as if we were at "memee's house". Each kid had a job...gate keeping and keeping track of the red fetch toy for Bella. We had an unwarranted snafu on credit card deposits in Rome the day before...but it was of no concern to these wonderful and true hosts... Each morning, The breakfast was true to Tuscany yet appealing to the kids... we were within an hours drive of each of our potential destinations...and each evening with a game of fetch watching Bella and the kids...the hosts helped us decide upon on the next days itinerary! We will be back with the whole family in July!

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Price per night from

$1,058

Cozy Collection of Villas in Tuscany

Montalcino villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 26

“Great stay- we hope to return!” We truly enjoyed our stay here. Matteo was a wonderful host and even met us outside of town to make sure that we did not get lost on the way to the agriturismo. The room was clean and very comfortable, especially important since we brought our 3 month old baby. The kitchenette was very useful and had everything we needed. This was a perfect place to stay while in town for Benvenuto Brunello because it allowed us a gorgeous drive and was away from crowds. We even enjoyed Quercecchio's wine, both Brunello and Rosso. Next time, we hope to visit around harvest time!

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Price per night from

$1,718

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Price per night from

$185

Amazing Villa Petrignano del Lago - Trasimeno Lake

Petrignano del Lago villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Agriturismo Villa Panorama - 8 posti letto - Villa esclusiva - Siena

Rigaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$598

casale le piagge

Foiano Della Chiana villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$410

Responds fast! avg. 3 hours 3 minutes

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Price per night from

$1,779

Villa Antico Casale - Entire property exclusive 14 beds

Panicale villa

  • 14 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$685

Responds fast! avg. 3 hours 3 minutes

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Price per night from

$784

Giulio house,swimming pool,quiet and relaxing location,stunning view,Wi-Fi

Trevinano villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 3 minutes

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Price per night from

$1,195

Orcia Valley country house, swimmimg pool, children play ground, table tennis

Castiglione D'Orcia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

Responds fast! avg. 3 hours 3 minutes

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Price per night from

$577

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