San Casciano in Val di Pesa Rentals

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3,269 Houses

Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$561

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$262

Casa vacanze Bellavista

San Casciano in Val di Pesa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$80

Restored Farmhouse w/Pool among Chianti vineyards

San Casciano in Val di Pesa house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$549

Chianti- Florence - Bedroom with bathroom 2+1 peop

Campoli in Chianti b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$63

Chianti barn Independent

San Casciano in Val di Pesa cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$113

Villa la Mandragola

San Casciano in Val di Pesa villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$1,247

Vichiaccio - Il Fienile

Campoli in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Price per night from

$175

Castle in Chianti with private swimming pool, 15 minutes drive from Florence!

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

Price per night from

$1,389

Tagliafune

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$935

Typical house in Chianti

San Casciano in Val di Pesa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$150

Dreamy Tuscan Farmhouse near Florence, Podere la V

San Casciano in Val di Pesa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Let's Go Back Soon!” The villa is beautiful, cheerful, and we felt at home. Ilaria keeps Podera very clean. Podera is fully equipped and updated. Ilaria and Rafael are the best hosts one can imagine, full of useful information about the area. They are very attentive. Ilaria showed us a 20 minute shortcut straight into a free parking lot in Florence! We did not have enough converters and Rafael went right out and bought some for us. They are both very accommodating and speak fluent English. I cannot say enough about these wonderful people. Their two boys, ages 4 and 6, are also charming and sweet. However, they are little boys and can be a bit noisy when playing, but Ilaria keeps them in line! The main town, San Casciano, is lovely and quaint and only a few minutes from the villa. There is plenty of history in the town. What we also loved, besides the terrific food, wine, the little outdoor market and the pasta shop with home made pastas, is in the evenings, families are out and about in the streets, enjoying a meal or espresso and meeting up with friends and neighbors. The children are with their parents having fun, no iPods! San Casciano felt like home. We had several dinners there and loved walking around. By the way, be sure to know the Italian for the days of the week or you may get a parking ticket ;) We planned on going back to Italy, south next time, but because Ilaria and Rafael are so great, and Podera La Villa so charming, we may decide to stay at Podere La Villa again, rather than somewhere else. It is in a perfect location to visit other towns. We went to Florence, Siena, Orvieto, Livorno, San Gimignano, Cirque Terra and Montapulciano! The only drawback was the wifi is wireless and is from the upstairs apartment, so we had to sit in the living room to get a signal. It was very hot. Wish we could have sat outside at one of several lovely seating areas.

Price per night from

$321

GIALLO Immersed in the countryside, with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$156

TORRE - in the countryside with pool

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$200

Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 9 bathrooms
  • sleeps 20

Responds fast! avg. 2 hours 15 minutes

Price per night from

$1,614

Casale del Lago

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$250

The Villa

San Casciano in Val di Pesa villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$985

Poggiosanto

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$374

CHIARA- in Chianti farmhouse, with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$162

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$162

Italian Culinary Tours

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,276

Romantic cottage in Chianti for two people

Campoli in Chianti apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$88

Casa Giotto

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$312

Bilocale per 1 fino a 3 persone max

Mercatale di Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$219

Casale Classico Casale Classico plus Dependance

San Casciano in Val di Pesa apartment

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Price per night from

$1,423

Frullacchia

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$162

Le Ginestre

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$374

Studio 5 Pax In City Centre

Mercatale di Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Price per night from

$438

cypresses

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$162

La Torretta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$312

the Lime Tree

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$268

The Oak

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$162

The castle

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$312

Casa Erta

San Casciano in Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$162

La Canonica

San Casciano in Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$374

Lakeside Villa

San Casciano in Val di Pesa house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 45 minutes

Price per night from

$316

Castello Loggiato

San Casciano in Val di Pesa villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 15

Price per night from

$1,746

Chianti luxury villa, 5 bedrooms, pool, view

San Casciano in Val di Pesa villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Price per night from

$712

Viewing 38 of 3,269
rentals in San Casciano in Val di Pesa

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Top Destination reviews

Dreamy Tuscan Farmhouse near Florence, Podere la V
Podere La Villa is a Tuscan treasure; it will capture your heart

If you are traveling to Tuscany, Podere La Villa should deffinately be a destination. Ilaria and her beautiful family are truly wonderful hosts. You will find all you need in terms of accommodations. The Villa, located right in the heart of the wine country, is centrally located; 20 minutes from Florence, 45 minutes from Sienna. The town of San Casciano has much to offer including great shops and restaurants, wonderful desserts from Julia's patessiere and the best homemade pasta from the local pasta shop. Don't forget to go to the weekly farmers market for some if the best produce you will ever taste! If you love to cook, the Villa includes a kitchen. The countryside is beautiful and as an artist, I was truly inspired! Tuscany, Ilaria and her husband Rafale and two beautiful children Ricardo and Nicalo will always be in my heart!see more
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