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San Casciano in Val di Pesa Rentals

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4,803 Houses

Casa vacanze Bellavista

San Casciano in Val di Pesa farmhouse

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$87

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 44 minutes

Price per night from

$219

Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house

6 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 44 minutes

Price per night from

$553

Restored Farmhouse w/Pool among Chianti vineyards

San Casciano in Val di Pesa house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 44 minutes

Price per night from

$512

Chianti barn Independent

San Casciano in Val di Pesa cottage

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$120

Villa la Mandragola

San Casciano in Val di Pesa villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$619

Tuscan Castello sleeps up to 20. Private pool.

San Casciano in Val di Pesa castle

11 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$1,840

Chianti- Florence - Bedroom with bathroom 2+1 peop

Campoli in Chianti b&b

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$67

Typical house in Chianti

San Casciano in Val di Pesa house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$162

GIALLO Immersed in the countryside, with pool

San Casciano in Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 44 minutes

Price per night from

$149

TORRE - in the countryside with pool

San Casciano in Val di Pesa apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 44 minutes

Price per night from

$176

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

$348

Tagliafune

San Casciano in Val di Pesa villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$865

Vichiaccio - Il Fienile

Campoli in Chianti farmhouse

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$187

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

$1,424

The Villa

San Casciano in Val di Pesa villa

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$807

Casale del Lago

San Casciano in Val di Pesa house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$308

Poggiosanto

San Casciano in Val di Pesa apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$310

BLU - tuscan country house with pool

San Casciano in Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 44 minutes

Price per night from

$149

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. 1 hour 50 minutes

Price per night from

$1,253

CHIARA- in Chianti farmhouse, with pool

San Casciano in Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 44 minutes

Price per night from

$134

"Le Massucce" 2 Bedrooms Farmhouse in Chianti

San Casciano in Val di Pesa farmhouse

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$108

Italian Culinary Tours

San Casciano in Val di Pesa villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,281

Romantic cottage in Chianti for two people

Campoli in Chianti apartment

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$94

Casa Giotto

San Casciano in Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$256

Montignana Apartments - Montignana Apartments Bilo 4 Pax

Ponte di Gabbiano farmhouse

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 50 minutes

Price per night from

$154

Studio 5 Pax In City Centre

Mercatale di Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$150

Montignana Apartments - Montignana Apartments Bilo 2 Pax

Ponte di Gabbiano farmhouse

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 50 minutes

Price per night from

$140

Frullacchia

San Casciano in Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$135

Il Portico, 5 bedrooms villa in the Chianti region with private swimming pool!

San Casciano in Val di Pesa villa

5 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$631

Casale Classico Casale Classico plus Dependance

San Casciano in Val di Pesa apartment

6 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$1,385

Easy Cozy Stay 3 Minutes Walk From Smn Train Station

Mercatale di Val di Pesa private room

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$66

Apartment for 4 people

Mercatale di Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$90

Le Ginestre

San Casciano in Val di Pesa apartment

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$310

Montignana Apartments - Montignana Apartments Trilo 4 Pax

Ponte di Gabbiano farmhouse

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 50 minutes

Price per night from

$167

the Lime Tree

San Casciano in Val di Pesa apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$222

Montignana Apartments - Montignana Apartments Trilo 6 Pax

Ponte di Gabbiano farmhouse

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 50 minutes

Price per night from

$180

La Torretta

San Casciano in Val di Pesa apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$256

Viewing 38 of 4,803
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
"Le Massucce" 2 Bedrooms Farmhouse in Chianti
Home away from home

This is the perfect place to visit beautiful Tuscany. Close to everything (Florence, Lucas, San Gimignano) and casted away in the country. Beautiful views, peaceful surroundings. The house (more than just an appartment) is simply great - upstairs is super sunny - the other is huge with 1 full bathroom and one guess bathroom. We felt like home. Spick and Span Clean, close to the town and market. The hostess Benedetta will make sure your stay is a memorable one. No rush - enjoy the Dolce Vita - really - really enjoyed our stay and will return with family.see more
Chianti Vineyard Hilltop Bed & Breakfast - Martina Room
Our first B&B ever and we picked a winner

Our first B&B ever and we picked a winner. It's the perfect Tuscany B&B, a wonderful country side home/villa, delicious food and a gracious host. … see more

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