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$155

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Perfect Tuscany Chianti Vineyard Villas-Great Views

San Casciano in Val di Pesa villa
3 BR / 2 BA / Sleeps 7 | Quick view
Excellent47 Reviews

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Reviews

(47)

Italy Perfect Winner Trip Advisor-FlipKey’s Award of Excellence 2011, 2012, 2013. Conde Nast Traveler Magazine Top Florence Specialist 2012 & 2013. Travel + Leisure Magazine Italy All-Star 2013, 2014, BBB A+ Enjoy picture-perfect views of the rolling Chianti hillsides, vineyards, olive orchards. There are two …
  • Wireless Internet
  • Washing Machine
  • Central heating
  • Balcony or terrace
  • Parking
  • Suitable for children
  • Suitable for the elderly - ask

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(47)

A lovely home in a great location and idyllic setting.

Left on Aug 11, 2009 for a stay in July 2009

Casa Rossa is a gorgeous Tuscan home with fabulous views over its vineyard and the surrounding valleys. It is very well located just outside of Florence and a great base to explore the delights of Tuscany. Francesco is a wonderful host and will ensure that your stay in his Casa is comfortable and an enjoyable one.
Our only issue with Casa Rossa was noise from cars passing on the dirt road …

Tagliafune - San Casciano in Val di Pesa vacation rentals
1 / 42

$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
Frullacchia - San Casciano in Val di Pesa vacation rentals
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$91

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Frullacchia

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

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In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
Casa Poggio - San Casciano in Val di Pesa vacation rentals
1 / 26

$527

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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
Villa Il Turco - San Casciano in Val di Pesa vacation rentals
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$493

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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
Casa Gina - San Casciano in Val di Pesa vacation rentals
1 / 14

$132

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Casa Gina

San Casciano in Val di Pesa house
3 BR / 1 BA / Sleeps 6 | Quick view

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The historic Casa Gina, acquired from the Machiavelli family, together with the other farm houses on the property, has been restored with great care to its original form. Casa Gina is positioned in a pristine location amid cypresses, olive groves and vineyards, with views that have escaped the passage of time. It is…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$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

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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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(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…

$696

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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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(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!

$219

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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

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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

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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…

$109

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Elegant Apartment in Chianti, close to Florence!

San Casciano in Val di Pesa condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

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Reviews

(1)

Charming, elegant and spacious (90 sq.m) apartment immersed in the Chianti Classico area and very close to Florence (30 min by car). The apartment is composed by 1 spacious double bedroom, 1 bathroom, 1 large living room with fireplace and a piano, 1 kitchen, 2 gardens and a big hall, which can become a second bedroom…
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(1)

If you are deciding between possible accommodations in the area, pick this one!!

Left on Apr 16, 2015 for a stay in October 2014

I really can't say enough about my stay at Montrogoli. From the location, which is an easy drive from the Florence airport, to the owners, it was fantastic.

The location made day trips to area "must see/do" attractions very easy whether by means of my rental car or bus. However, that is just the beginning. The care taken in the restoration of the property is immediately evident, and the views …

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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

Details

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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$133

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La Scala

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

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This 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. The lovely estate on the western fringe of Chianti is owned by one of Italy's oldest families, descendants of both …
  • Fireplace
  • Washing Machine
  • Dishwasher
  • Microwave
  • Refrigerator
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$230

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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

$88

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"Le Massucce" 2 Bedrooms Farmhouse in Chianti

San Casciano in Val di Pesa house
2 BR / 1 BA / Sleeps 5 | Quick view
Excellent26 Reviews

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Reviews

(26)

"Le Massucce" is located in the heart of Chianti in San Casciano Val di Pesa, a medieval region renowned for its good oil and wine. This perfect location, in between Florence (15 km to the North) and Siena (30 km to the South), is ideal for exploring Tuscany and the cultural centres like Florence and Siena and the …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(26)

Best stay in Tuscany / L'endroit parfait pour visiter la Toscane

Left on Jan 13, 2013 for a stay in May 2009

Amazing home, amazing and discret hostess with your well being at heart, amazing location. Have breakfast outside on the terrase before leaving for a day of visiting. House is extremely clean and very quiet. This will be your home away from home in Italy. You won't go wrong. Grocery close by. Beautiful Tuscany and its treasures are only a short distance away; Sienna, Florence, San Gimignano, the …

$301

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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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$1,156

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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

$131

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I Greppi di Silli Conigliera

San Casciano in Val di Pesa house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent9 Reviews

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Reviews

(9)

The most romantic of our apartments, a sort of little fairytale house, but with all the amenities. An intimate and charming terrace invites you to admire the valley and the colorful sunsets of Chianti. The building was originally a rabbit hutch. (41 sq. meters - sleeps 2) Living room, kitchen with stove and fridge, 1 …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Balcony or terrace
  • Pet friendly
  • Smoking allowed
  • Suitable for children

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(9)

A cosy place to make your dream come true

Left on Jun 18, 2011 for a stay in July 2010

I was eight months pregnant, when me and my husband traveled to Tuscany and spend a few nights at Conigliera appartement in San Casciano in Val di Pesa. A genuine architecture, cosy and thoughtful interior for two, with all the facilities you need and not to mention an indescribable landscape with a view terrace and a nice pool to cool off. The owners are very kind and easy to communicate with. …

$189

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I Greppi di Silli Casa di Giotto

San Casciano in Val di Pesa house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

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Reviews

(3)

A lovely apartment for families. Traditional old Tuscan country house with large spaces characterized by old wooden beamed ceilings, an antique brick arch visible between the kitchen and the living room and traditional grill windows in the kitchen. Across from the apartment, the large terrace is the perfect place to …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Balcony or terrace
  • Pet friendly
  • Smoking allowed
  • Suitable for children

Details

Reviews

(3)

A wonderful place!

Left on Jun 18, 2011 for a stay in July 2010

We went to "i Greppi di Silli" twice and came back each time with great souvenirs. The agriturismo is perfectly located and you can benefit from the wonderful toscan landscape. Still, Florence is not far an you can be in the city in less than 30 minutes. Owners are extremely nice and welcome their guests the Italian way: kind, open and generous. My kids love the place and their parents too!

$131

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Typical house in Chianti

San Casciano in Val di Pesa house
3 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

The house is situated in the heart of Chianti in a typical hamlet dating from the 1400's surrounded by vineyards and olive groves.The house is only 25km from Florence and 35km from Sienna. In 2010 the property was completely renovated. The house is split over two levels. On the ground floor there is a spacious …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Central heating
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

It felt like Tommi had lent us his home. So comfortable and nice.

Left on Aug 13, 2013 for a stay in July 2013

The house is spacious, comfortable, and clean. We found the three bedrooms comfortable and convenient. The kitchen was well equipped for us to make q quick breakfast or cook a full meal. The outside areas were great for outdoor meals or simply sitting and reading or talking with friends. For the week we were there, it felt like we were a part of the little hillside hamlet. We were welcomed with a…

$219

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Dreamy Tuscan Farmhouse near Florence, Podere la V

San Casciano in Val di Pesa villa
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent22 Reviews

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Reviews

(22)

PODERE LA VILLA: Share our dreamy Tuscan farmhouse with us while recharging your body and mind in a full immersion of vineyards and olive groves. Far away from city noise and crowds, this charming, 200 square meter house sleeps 6 people: 3 bedrooms, 3 bathrooms with showers, a fully-equipped, spacious kitchen, living…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

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(22)

exploring Toscane

Left on Oct 27, 2011 for a stay in August 2011

Podere la Villa is located in beautiful Toscane. It is the ideal location to visit as many villages en cities in the area.
After every visit you can relax near the pool or just sit down and read and enjoy the silence.

$60

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Giovanna Chianti House

San Casciano in Val di Pesa house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

The apartment is located in San Casciano in Val di Pesa, about 10km from Florence, in a great location for visiting Florence without being in the chaos of the city is also to visit the Chianti and the Tuscan Countryside. It 's also ideal for visiting San Gimignano, Greve in Chianti, Siena and all the towns in …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Fabulous and comfortable apartment in a typical Tuscan setting a

Left on Mar 12, 2013 for a stay in October 2012

R. Thomas, Pasadena, California USa

My wife and I rented antonio's condo in San Casciano from October of 2012 till end of March 2013.
The apartment is immaculate, furnished, very spacious and with fabulous views of Tuscan countryside from all the rooms as well as the kitchen, while only 20 minutes away from downtown Florence. Kitchen is spacious with new cabinets and a table big enough for 6 to …

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$672

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La Tenuta Villa to rent in Asciano - Siena - Rent this villa

San Casciano in Val di Pesa house
6 BR / 7 BA / Sleeps 11 | Quick view

Details

(Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. This country estate is composed of several buildings of historical and artistic importance, and the most beautiful is the main house with its typical Tuscan architecture. This villa that sleeps 11 is …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Garden
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$151

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Panorama 3 Panorama 3

San Casciano in Val di Pesa condo
2 BR / 2 BA / Sleeps 3 | Quick view

Details

(Minimum of one week rental required) This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is no longer used for Mass …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$609

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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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$500

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Villa il Poggio

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

Details

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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$135

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Casa Giotto

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 4 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
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$135

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La Torretta

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 4 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
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$394

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Villa la Mandragola

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

Details

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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$135

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Il Castello

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 4 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
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$116

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Il Tiglio

San Casciano in Val di Pesa condo
1 BR / 2 BA / Sleeps 4 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
1 / 80

$1,973

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Castello Tenuta

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

Details

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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$1,188

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Castello Loggiato

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

Details

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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$165

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La Canonica

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

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
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$91

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La Quercia

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 3 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
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$91

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Cipressi

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Suitable for children
  • Suitable for the elderly
1 / 26

$91

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Casa Erta

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
1 / 30

$165

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Poggiosanto

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

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
1 / 27

$165

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Le Ginestre

San Casciano in Val di Pesa condo
2 BR / 2 BA / Sleeps 7 | Quick view

Details

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano Val di Pesa. …
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Central heating
  • Parking
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly
1 / 23

$93

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Beautiful apartment in country house with pool

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped kitchen with fireplace …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 27

$88

Book

Cosy apartment in Chianti area , with pool

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped kitchen with fireplace …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 14

$98

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Immersed in the countryside, with pool

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped kitchen with fireplace …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 25

$104

Book

Large apartment in the countryside with pool

San Casciano in Val di Pesa condo
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped kitchen with fireplace …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 28

$131

Book

Gorgeous independent house, in Chianti, with pool

San Casciano in Val di Pesa house
3 BR / 1 BA / Sleeps 6 | Quick view

Details

‘Gina’ is the name we have given to one of the houses in the complex of buildings that make up the Corzano side of the farm. (When the farm was purchased, Gina’s family lived there and helped to work the land of Corzano; she is the last person from that era to have lived there, an authentic Tuscan of tenacious …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 22

$104

Book

Cosy apartment in the Chianti area, with pool

San Casciano in Val di Pesa condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

Fallocchio is a spacious house divided into five large apartments with one or two bedrooms, kitchenette, living room, bathroom with bath and shower. In the restoration of the house, the beamed ceilings and large rooms have been preserved. On the ground floor there is a large and well-equipped kitchen with fireplace …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
1 / 43

$1,076

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CASA MATTEO

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

Details

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

$131

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I Greppi di Silli Casa della Nonna

San Casciano in Val di Pesa house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Small apartment in the rustic Tuscan style, comfortable and built with attention to details for the accessibility and use of everyone. The bedroom window has a beautiful view over the valley and fabulous sunsets. A charming furnished terrace allows you to relax outdoors. (49 sq. meters - sleeps 2+2)Ground floor: …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Balcony or terrace
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Wonderful

Left on Jun 19, 2011 for a stay in September 2010

We are a Canadian couple and experienced travelers. Our apartment, casa della nonna, had all the amenities one would want, convincingly presented with a rustic look to the accommodations.

The grounds of i greppi feature a fig tree beside a large outdoor pool, all within an olive grove, above a vineyard. We spent one night drinking wine and listening to distant thunder roll across the hills, …

$241

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I Greppi di Silli Tinaia

San Casciano in Val di Pesa condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

This is our most prestigious apartment. In the past it served as the fermentation cellar, and today it opens on to the most beautiful and panoramic terrace of our little borgo. The ground floor offers a large, rustic living room and kitchen area. The bedrooms on the upper floor make this a particularly unique …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed
  • Suitable for children

Details

Reviews

(8)

Wonderful stay/warm, friendly owners

Left on Jun 18, 2011 for a stay in July 2010

We had a wonderful stay at Tinaia at Greppi di Silli. The owners were warm and welcoming and made us feel right at home. The accommodation, even though it was very warm mid-July, was perfect for our family. We were able to cook evenings and sit out every night to watch the sunset over their beautiful Tuscan valley. Fans were also provided. The location is far enough away from big towns to …

$273

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I Greppi di Silli Casa Vecchia

San Casciano in Val di Pesa house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

The old family farmhouse opens onto the living room-kitchen with the traditional Tuscan hearth. The graceful east-facing terrace is perfect for a sunny breakfast among the sounds of the countryside and chirping birds. (90 sq. meters - sleeps 6+2) Ground floor: kitchen with stove, dishwasher, refrigerator-freezer and …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children

Details

Reviews

(5)

Relaxing vacation in Tuscany

Left on Jun 20, 2011 for a stay in May 2011

We (a group of 9 friends) were very happy with our stay at Greppi di Silli, and would like to thank you very much for your hospitality. The 2 villas were exceptionally nice, the cooking class and family dinners were delightful, and your friendly atmosphere was especially relaxing. I would definitely recommend your agriturismo to anyone who travels to Tuscany for a holiday.

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$155

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I Greppi di Silli Casa di Sotto

San Casciano in Val di Pesa house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

A small portion of an old country home has been transformed into a simple and comfortable space, enlivened by the stairs leading to a graceful mezzanine level with a small kitchen. On the upper floor, two ample bedrooms with a view. On the main farmhouse's large terrace there is a reserved area for this apartment …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Balcony or terrace
  • Pet friendly
  • Smoking allowed
  • Suitable for children
1 / 19

$287

Book

Villa Chianti Classico

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

Details

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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