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$490

5 BR / 4 BA / Sleeps 10

Tagliafune - San Casciano in Val di Pesa vacation rentals
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$490

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Tagliafune

San Casciano in Val di Pesa villa
5 BR / 4 BA / Sleeps 10 | Quick view

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Splendid and characteristic Chianti villa (400 m2) that dates back to the early 15th century. Once belonging to the Medici family, it is situated in a small valley amid the Chianti hills and has been skilfully restored and transformed into a cosy country house. The villa rental is comfortable and tastefully furnished…
  • Internet Access
  • Washing Machine
  • Central heating
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly

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$492

5 BR / 3 BA / Sleeps 10

Villa Il Turco - San Casciano in Val di Pesa vacation rentals
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$492

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Villa Il Turco

San Casciano in Val di Pesa villa
5 BR / 3 BA / Sleeps 10 | Quick view

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Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Enjoy noble splendour in this gracious antique villa which is both close to Florence and immersed in tranquillity. Complete with vaulted ceilings downstairs and chestnut …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$273

6 BR / 3 BA / Sleeps 12

1 Reviews

$273

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Tuscan Country house in the chianti area with pool

San Casciano in Val di Pesa house
6 BR / 3 BA / Sleeps 12 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

The medieval fortified farmhouse Il Corzanello strides a hill covered in vineyards, olive trees and an oak wood. This hill extends along the Pesa Valley and the historic Roman road, the Via Cassia, which connects Florence and Siena. Il Corzanello, along with its sister house on the Corzano part of the farm, witnessed …
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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Reviews

(1)

Peaceful Country house in a great location - Great for families

Left on Apr 28, 2014 for a stay in April 2014

Great house for a Family holiday in Tuscany. You're located near Florence, Sienna, San Gimignano,..... plus you get to taste the fantastic wines and cheeses produced by the owner of the house (Fattoria Corzano e Paterno).

The house is really in good condition, with a very large family kitchen great for large family lunches…unless you want to lunch outside under the pergola.

We really enjoyed…

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$695

8 BR / 9 BA / Sleeps 12

5 Reviews

$695

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La Corte

San Casciano in Val di Pesa house
8 BR / 9 BA / Sleeps 12 | Quick view
Excellent5 Reviews

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Reviews

(5)

The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland. It is set in the very heart of Chianti near the main road from Florence to Siena, only 16 km south of Florence. This lovely estate on the western fringe of Chianti is owned by one of Italy's oldest families, descendants…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Parking
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(5)

Wonderful!!

Left on Jun 17, 2010 for a stay in June 2009

We had a group of 14 adults and it was a wonderful setup for all of us. The house was comfortable and what I expected of an old Italian villa. The kitchen was large and accommodated a lot of cooks! We took cooking lessons at the main residence on the property where the family that own the estate lives. Everyone on the estate was friendly and accommodating. We loved every minute!

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$218

6 BR / 4 BA / Sleeps 12

5 Reviews

$218

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Montrogoli Chianti Holiday Home: private pool, Win

San Casciano in Val di Pesa villa
6 BR / 4 BA / Sleeps 12 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

A beautiful villa in the Chianti Classico region, a private panoramic pool with salt system, stunning landscapes with vineyards and olive groves, a lot of original activities to do. All this and more you will find in Montrogoli, just a few minutes drive from all amenities and facilities. It has a perfect location: …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

Montrogoli is a very comfortable, nice and interesting place to stay.

Left on Jul 27, 2014 for a stay in July 2014

I can recommend Montrogoli to all kinds of travelers. House it self is originally from middle ages, so it is a very intresting place. There are all modern necessities and they work nicely. The house was very clean. Owner and her daugter are very nice and easy going people. You can bike or walk to a near by village. There are nice and interesting places to visit by car. We had cars and people, who…

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$328

6 BR / 4 BA / Sleeps 12

Beautiful Tuscan country house with pool, Chianti - San Casciano in Val di Pesa vacation rentals
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$328

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Beautiful Tuscan country house with pool, Chianti

San Casciano in Val di Pesa house
6 BR / 4 BA / Sleeps 12 | Quick view

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Casa Erta is part of Fattoria Corzano e Paterno . We produce wine, extra-virgin olive oil, pecorino cheese This beautiful independent country house is positioned in pristine locations amid cypresses, olive groves and vineyards, views that have escaped the passage of time. Their restoration has maintained, with the…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

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$229

4 BR / 3 BA / Sleeps 10

1 / 28

$229

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Villa in Chianti Area, San Casciano

San Casciano in Val di Pesa villa
4 BR / 3 BA / Sleeps 10 | Quick view

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A wonderful villa with swimming pool and vineyard in the Chianti area. PROPERTY DESCRIPTION: A delightful two storey villa surrounded by the gardens with swimming pool and sunbeds, table tennis, barbecue and dining area and private parking space. The house has a kitchen, a spacious living room, a dining room with a …
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$300

4 BR / 4 BA / Sleeps 8

1 Reviews

$300

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4 bedroom Tuscan villa (BFY13253)

San Casciano in Val di Pesa house
4 BR / 4 BA / Sleeps 8 | Quick view
Very Good1 Reviews

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Reviews

(1)

This is a 4 bedroom villa located in the Chianti Classico region of Tuscany, just 20 minutes from Central Florence. It is a perfect base for larger families or groups of friends who are looking for the privacy that a villa offers. The property enjoys use of a circular swimming pool, surrounded by loungers and with …
  • Internet Access
  • Washing Machine
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Very special stay in Florence!

Left on Apr 17, 2015 for a stay in April 2015

We had a wonderful stay here during our time in the Tuscany region! The villa is beautiful and exactly what I pictured for a stay in the Italian country side, but still extremely convenient to all the other locations we wanted to visit. The drive to Florence is 15 minutes, Pisa is one hour, Siena is an hour and twenty minutes, and Cinque Terre is an hour and a half. We saw it all while using this…

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$1,154

11 BR / 9 BA / Sleeps 20

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$1,154

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Large villa rental Tuscany - BFY13475

San Casciano in Val di Pesa castle
11 BR / 9 BA / Sleeps 20 | Quick view

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This is a fabulous Tuscan villa sleeping between 15 and 20 people. Originally a Medieval feudal castle, the property was converted to a villa between 1450 and 1500. As you would expect, it is steeped in history and is a fascinating place to spend a holiday in this wonderful part of Tuscany. The property is divided …
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

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$608

6 BR / 4 BA / Sleeps 11

8 Reviews

$608

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Archipettoli Tuscany Villa in Chianti

San Casciano in Val di Pesa villa
6 BR / 4 BA / Sleeps 11 | Quick view
Excellent8 Reviews

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Reviews

(8)

Archipettoli is a magnificent country estate, situated between Florence and Siena, with 14 acres of private landscaped gardens is uniquely located as if perched on top of the hill in the middle of the typical Tuscan countryside with its rows of vineyards and groves of olive trees. From its location the villa enjoys a …
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(8)

Marvelous Tuscan Villa That Met All Expectations

Left on Dec 20, 2010 for a stay in October 2010

I was so daunted by the sheer number of villas to rent in Tuscany I count my lucky stars that the one I selected was perfect!

Located on top of a hill at the end of a country lane, the villa, grounds and views in all directions were quintessential Tuscany without being a cliche. The villa's interior is updated where it counts (bathrooms and appliances) but retained a rustic charm with antique…

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$499

4 BR / 4 BA / Sleeps 12

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$499

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Villa il Poggio

San Casciano in Val di Pesa villa
4 BR / 4 BA / Sleeps 12 | Quick view

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Ancient farmhouse surrounded by olive groves and terraced areas and situated inside the Castello di Bibbione estate in the Chianti area. The castle dates back to the early 11th century, whereas the stone-built houses of the hamlet date back to the early 13th century. The villa rental was purchased in 1511 by Niccol…
  • Internet Access
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$393

6 BR / 4 BA / Sleeps 12

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$393

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Villa la Mandragola

San Casciano in Val di Pesa villa
6 BR / 4 BA / Sleeps 12 | Quick view

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Characteristic Tuscan-style Chianti villa, independent and secluded, located in the heart of Tuscany, in the Chianti Classico region, a few kilometers from San Casciano Val di Pesa. The villa rental is surrounded by the Tuscan hills, olive groves and vineyards, in a quiet area that offers many interesting …
  • Washing Machine
  • Central heating
  • Parking
  • Grill
  • Dishwasher
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$1,186

8 BR / 7 BA / Sleeps 15

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$1,186

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Castello Loggiato

San Casciano in Val di Pesa villa
8 BR / 7 BA / Sleeps 15 | Quick view

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A typical example of a Tuscan medieval castle, dating to the 12th century, built by the architect Buondelmonti as a fortification to defend the feudal possessions. Transformed into a country villa in 1520, with large decorated rooms and elegant arcades, the castle is perched on a steep hill overlooking the steep …
  • Washing Machine
  • Central heating
  • Parking
  • Grill
  • Dishwasher
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$1,074

6 BR / 6 BA / Sleeps 17

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$1,074

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CASA MATTEO

San Casciano in Val di Pesa villa
6 BR / 6 BA / Sleeps 17 | Quick view

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Located in the heart of Tuscany's Chianti region, Casa Matteo is an outstanding villa with stunning views over characteristic olive groves, vineyards, forests and country estates.  This spacious independent country house, originally a small monastery, has five bedrooms with five en suite bathrooms and is located only…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

4 BR / 4 BA / Sleeps 12

1 / 19

$286

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Villa Chianti Classico

San Casciano in Val di Pesa villa
4 BR / 4 BA / Sleeps 12 | Quick view

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Villa Chianti Classico, recently renovated, is a XIX century villa originally belonging to the “Counti Bandini”. This beautiful villa with a swimming pool and Jacuzzi is for max 12 people. Villa Chianti Classico is located in San Casciano, a wonderful area of Chianti. The nineteenth-century villa is completely …
  • Hot Tub/Jacuzzi
  • Fireplace
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$463

6 BR / 7 BA / Sleeps 15

5 Reviews

$463

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Beautiful Estate for Rent with Two Pools Near Certaldo - Tenuta dell'Anima - 12

San Casciano in Val di Pesa house
6 BR / 7 BA / Sleeps 15 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Looking to explore the Chianti region of Tuscany with all the comforts of home—and more? This estate features two private villas for rent in Tuscany, two swimming pools, sprawling grounds and all the amenities indoors. How is this possible? One of the owners of this accommodation in Tuscany—with whom you'll share …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Judy's review of Tenuta dell'Anima

Left on Jun 30, 2008 for a stay in June 2008

Fantastic!

The owner! She was very hospitable and always available to answer our questions. The villas are comfortably decorated with conveniences we Americans love and a number of personal touches.

Its beauty. The villa was conveniently located for sightseeing outings.
>

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$526

4 BR / 2 BA / Sleeps 8

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$526

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Casa Poggio

San Casciano in Val di Pesa house
4 BR / 2 BA / Sleeps 8 | Quick view

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Casa Poggio is a farmhouse located in a beautiful estate, 100 m from a charming medieval village. Guests can enjoy outstanding views of the Chianti hills and olive groves from all its rooms.The house is friendly, luminous and decorated with antique furniture, kilim carpets and every modern convenience while staying …
  • Internet Access
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$203

5 BR / 3 BA / Sleeps 11

1 / 20

$203

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Beautiful Farmhouse in the Florentine Chianti Hills

San Casciano in Val di Pesa villa
5 BR / 3 BA / Sleeps 11 | Quick view

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A charming, elegantly furnished, well equipped villa. A perfect base from which to tour Florence and the Chianti. Owned by a local family with extensive vineyards and olive groves, this (totally renovated) farmhouse is set in a secluded location and offers private, very comfortable and peaceful location, with lovely …
  • Suitable for children
  • Suitable for the elderly

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$346

4 BR / 3 BA / Sleeps 8

1 / 22

$346

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Originally Furnished 4 Bedroom Villa with Pool

San Casciano in Val di Pesa villa
4 BR / 3 BA / Sleeps 8 | Quick view

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Colorful Artsy 4 Bedroom Villa Feel at home at this colorful, bright, spacious villa - perfect for relaxing getaways in beautiful Tuscany. This bright, colorful villa offers you the chance get away from busy life and spend some time surrounded by the beautiful Tuscan scenery.The villa is very colorful, quirky and …
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Smoking allowed
  • Suitable for children

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$1,969

18 BR / 17 BA / Sleeps 65

1 / 80

$1,969

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Castello Tenuta

San Casciano in Val di Pesa house
18 BR / 17 BA / Sleeps 65 | Quick view

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Castello Tenuta is a fabulous Tuscan estate combining a total of 12 apartments and houses, all situated in a private estate with a splendid view of the Chianti hills extending lazily to the horizon. The property has been restored with all due respect necessary to fully utilise the original history and design of the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$210

8 BR / 2 BA / Sleeps 6

1 / 21

$210

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Podere i Filari

San Casciano in Val di Pesa condo
8 BR / 2 BA / Sleeps 6 | Quick view

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Podere I Filari is located in the Chianti region noted for being one of the most beautiful area in Toscana. This particularly ambient property benefits from wonderfully panoramic views across a typical Chianti valley, with authentic rustic buildings, olive groves and vineyards. Its particularly ambient property …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

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$223

4 BR / 3 BA / Sleeps 12

1 / 41

$223

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Villa Lacustre

San Casciano in Val di Pesa villa
4 BR / 3 BA / Sleeps 12 | Quick view

Details

Villa Lacustre is a characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside. It sleeps 12 people. From Villa Lacustre you will enjoy a charming view of the greenery. Villa Lacustre is 185 square meters (1990 square feet). It features a private swimming pool and a private …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Deck
  • Smoking allowed - ask
  • Suitable for the elderly - ask

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