Villas Casamaggiore

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“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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$617

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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$740

Villa Antico Casale - Entire property exclusive 14 beds

Panicale villa

  • 14 bedrooms
  • 4 bathrooms
  • sleeps 14

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$678

Vacatoin Rentals at Le Celle Del Farinaio in Short

Cortona villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Charming house with a beautiful garden” Le Celle lies on the hillside, secluded and peaceful. The house is of high standard and keeps cool during the hot season. The garden is amazing, full of so many different flowers, plants and trees. The Tarquini family are friendly and helpful, and we did not miss anything during our stay!

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$370

Luxury Country Villa in Val d'Orcia, close to Montepulciano and Pienza

Chianciano Terme villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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$456

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

La Contea with swimming pool and panoramic view near Cortona

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

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$678

The Molinaccio 3

Montepulciano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$555

VILLA SUL LAGO - VILLA ON THE LAKE 9

Chiusi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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$207

La Dimora Main Villa + 1 Cottage for 18

Sarteano villa

  • 8 bedrooms
  • 1 bathroom
  • sleeps 18

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$3,153

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

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$3,514

Aiola

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

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$1,660

The Molinaccio 7

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

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$1,110

Cascinale - Casa Vacanze - "Il Picchio"

Pucciarelli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$142

Villino Cortona - Casa vacanze con piscina privata, wifi, Ac - Toscana

Montecchio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$162

La Dimora Main Villa for 14 adults plus 2 children

Sarteano villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 16

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$2,784

4 bedroom Umbria villa

Paciano villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 40 minutes

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$678

CASA FEBEA 6 people

Chiusi villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 6

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$210

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$291

Casale dei Frati

Paciano villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$355

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$389

Rocca dei Sogni

Po' Bandino villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

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$2,381

Casetta Selvella 4+1

Gioiella villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$326

Tuscan private villa with large pool and garden

Chiusi villa

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 12

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$668

Typical Umbrian villa, pool, relaxation and views

Castiglione del Lago villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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$440

Villa Gioiella

Gioiella villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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$370

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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$1,048

Casale Umbro

Paciano villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$558

Villa Mira

Pietraia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$187

Villa degli Olivi

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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$916

16 persons with 8 bedrooms, private pool and WiFi. Only 2 km to Montepulciano!

Montepulciano villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

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$732

Villa Diana's Garden

Montecchio villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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$353

Teresa Villa Overlooking a Breathtaking Landscape

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$291

La Pergola, Romantic Villa with Very Nice Loggia

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

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$291

Il Casone, magnificent verdant Villa in Tuscany

Cortona villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$353

Villa with private pool, air conditioning, quiet area & nice views 3km from town

Chianciano Terme villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 21 minutes

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$359

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Price per night from

$161

VILLA IL CEDRO

Castiglione del Lago villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$130

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villas in Casamaggiore

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