Province of Siena Rentals

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514 Houses

The Palazzetta Luca and Flavio Fanti

Castelnuovo dell'Abate apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$186

Beautiful cottage 2/9 people with pool, near Siena

Trequanda villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$223

Romantic farm for 2/4 persons with pool near Siena

Trequanda villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$111

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

$741

Accommodation near Pienza Tuscany

Pienza apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$223

Tuscan countryhouse apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$105

Apartment In Tuscany - Relax a Rigomagno

Rigomagno apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$149

Casa il Mandorlo private garden - pool

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

Tuscany Villas La Casetta del Borgo San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Perfect base to see all that Tuscany has to offer” La Casetta del Borgo was the perfect location for my recent trip to Tuscany with my wife. The unit is located in a resort with plenty of amenities including two pools and a very nice tennis court with faux grass that can be used for a small fee. It is a 10 minute drive to Montaione where one can go for dinner or buy groceries to cook in the unit's kitchen. All the necessary utensils are available to do some home cooking and I enjoyed a number of home cooked dinners and a delicious breakfast every morning thanks to my lovely wife. The main resort building has a restaurant that serves breakfast, lunch and dinner, however I didn't try it out so I can't say anything about it. Paolo, the owner, was a pleasure to deal with. I was having trouble finding the location with my GPS so Paolo had me meet him at his home which is just off the highway from Florence and very easy to find. To ensure that I found it with no problem Paolo drove to the resort while I followed . Once at the resort he had the keys, a nice bottle of wine, and plenty of info about the local area ready for me. Since he knew that I had the flu he even had some flu medication for me in case I needed it! The weather was unseasonably cold when we arrived and the bedding wasn't sufficient, but Paolo came to the rescue and drove over in the rain with more blankets for us. You'll be hard pressed to find a better host at this type of vacation rental. The location was perfect for us as it was very quiet, yet was within easy driving distance of many towns and cities in Tuscany. Smaller towns like Montaione and San Gimignon were within a 10-20 minute drive and Florence, Pisa, Lucca and Sienna were all within an hours scenic drive. If driving into Florence remember that free parking can be found at the Piazzale Michelangelo which is located outside of the ZTL and is a short walk to the Ponte Vecchio, Uffizi and other old city sites. The views are also magnificent! I wouldn't hesitate to recommend this property!

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Price per night from

$86

Country House at Antico Podere in Montepulciano, Tuscany

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$148

Quercia house in Tuscany Chianti Hills

Castelnuovo Berardenga apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$124

radicofani

Radicofani b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$86

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$146

2 Bedroom Stone Cottage Rental in Chianti Countryside

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A wonderful House in an wonderful area.” We want to say thankyou to Daniele for a wonderful week, we spend in Casanuova di Pietrafitta. The House is very lovely an nice equipped. The big terrace has a great view and is perfect for some relaxing moments. We will try as soon as possible to stay there again. Michael and Family from Munich

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Price per night from

$130

Apartment Tinaia

Siena apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$300

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

$334

VILLA SUL LAGO - VILLA ON THE LAKE 9

Chiusi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$208

Casa Crevole in Val di merse

Murlo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$198

Casa Crevole in Val di Merse

Murlo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$272

Montosoli

Val d'Orcia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$165

Casa Di Giulio

Vivo d'Orcia villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$239

Romantica

Pienza villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$1,123

Casa Dell'ambasciatore

Vivo d'Orcia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

Casa Di Lilli

Vivo d'Orcia farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$113

Apartment with private garden in Tuscany

Asciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$188

House with private garden in the Crete Senesi

Asciano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$203

Holidays in apartment with swimming pool in Tuscany Siena

Asciano lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$195

Villa Montalcinello In Siena, Private Pool - Villa Montalcinello

Montalcinello villa

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 13

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Price per night from

$353

AGRITURISMO GLI ULIVI - ALBA - AG. OLIVE TREES

Chiusi house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$102

AGRITURISMO GLI ULIVI - TRAMONTO-PO AG.ULIVI

Chiusi house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$110

AGRITURISMO GLI ULIVI - WATER - L

Chiusi house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$102

Tettoia Apartment

Siena apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$247

Agriturismo Podere San Giusto

Sovicille townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$136

VILLA DEL GRILLO

Pancole cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$81

Tipica dimora toscana

Monticiano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$74

Rustic home Il Torrione, private garden and pool

Radicondoli house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$177

Tuscan Villa Nr. San Gimignano large private gardens and private pool

Colle di Val d'Elsa villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$441

Charming cottage in Asciano - Crete senesi

Crete Senesi cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$186

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rentals in Province of Siena

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