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$527

4 BR / 4 BA / Sleeps 8

Castello Di Montalto - 4 bedroom Villa in Chianti - Chianti vacation rentals
1 / 9

$527

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Castello Di Montalto - 4 bedroom Villa in Chianti

Castelnuovo Berardenga castle
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Montalto is a true medioeval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. La Loggia is the entire upper floor of the San Giovanni building (which also includes San Giovanni Est and San …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$803

6 BR / 6 BA / Sleeps 12

1 Reviews

$803

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Isola Serena

Castellina In Chianti villa
6 BR / 6 BA / Sleeps 12 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Welcome to Isola Serena! Located in Castellina in Chianti in Tuscany, Italy, Isola Serena is a beautiful private luxury villa on 4 acres of land with the most breath-taking views in the Tuscan countryside. Covered in vineyards, olive groves, and captivating forestry, this brand new villa just finished restoration in …
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(1)

Chianti Country Paradise

Left on Oct 13, 2014 for a stay in June 2014

The perfect spot for a group of wine lover friends to use as a base for exploring Chianti country. The villa is exquisite - the beautiful and pristine quarters will please even the fussiest of guests. Located literally in the middle of a vineyard and within an hour or less of any restaurant or winery you will want to visit. Really want to go back every year...will never find one to match it!

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$220

3 BR / 3 BA / Sleeps 6

22 Reviews

$220

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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

Reviews

(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.

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$60

2 BR / 1 BA / Sleeps 4

3 Reviews

$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

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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

6 BR / 7 BA / Sleeps 11

La Tenuta Villa to rent in Asciano - Siena - Rent this villa - Chianti vacation rentals
1 / 14

$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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$173

3 BR / 3 BA / Sleeps 6

Apartment with swimming pool in Chianti - Chianti vacation rentals
1 / 18

$173

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Apartment with swimming pool in Chianti

Barberino Val d'Elsa condo
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Beautiful renovated apartments with swimming pool in the heart of the Chianti region in Tuscany, Italy. The house is situated in a quiet position on a hill with a 360° panoramic view over the surrounding vineyards. Enjoy the sun, relax in the sun loungers and refresh yourself with a dip in the large outdoor swimming…
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$456

3 BR / 3 BA / Sleeps 6

1 / 18

$456

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CAVALCANTI

Gaiole in Chianti house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

[L A Y O U T] Ground Floor: Large sitting room and kitchen both opening onto the front terrace; Master bedroom with four poster bed, en-suite bathroom (Jacuzzi bath and separate shower) and walk-in wardrobe; Master bedroom with four poster bed and en-suite bathroom (jacuzzi bath, separate shower); Twin bedroom with en…
  • Shared outdoor pool (unheated)
  • Washing Machine
  • Dishwasher
  • Television
  • Fax Machine
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$545

5 BR / 3 BA / Sleeps 10

1 / 24

$545

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MONTORO

Casole villa
5 BR / 3 BA / Sleeps 10 | Quick view

Details

[L A Y O U T] Ground Floor: Entrance hall, opening to a sun terrace with dining table and chairs; sitting room; sitting room with satellite TV; dining room, opening to a small terrace with dining area; kitchen with large American fridge/freezer with ice/water dispenser, microwave and dishwasher. First Floor: Twin …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$151

2 BR / 2 BA / Sleeps 3

1 / 11

$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

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$756

7 BR / 4 BA / Sleeps 14

1 / 28

$756

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MONTORO 14

Casole villa
7 BR / 4 BA / Sleeps 14 | Quick view

Details

[L A Y O U T] MAIN HOUSE 10 People Ground Floor: Entrance hall, opening to a sun terrace with dining table and chairs; sitting room; sitting room with satellite TV; dining room, opening to a small terrace with dining area; kitchen with large American fridge/freezer with ice/water dispenser, microwave and dishwasher. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Dishwasher
  • Microwave
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$784

5 BR / 4 BA / Sleeps 9

1 / 31

$784

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CAMPASSOLE

Radda in Chianti house
5 BR / 4 BA / Sleeps 9 | Quick view

Details

[L A Y O U T] Ground Floor: Huge sitting room with fireplace; dining room; kitchen; single bedroom with en-suite bathroom (shower only); cloakroom; laundry room. First Floor: This floor is also accessible from an outside stairway, leading to a covered terrace; study with fireplace; double bedroom; twin bedroom; double…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Dishwasher
  • Refrigerator
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,068

8 BR / 8 BA / Sleeps 16

1 / 29

$1,068

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Villa Ruliana

Greve in Chianti villa
8 BR / 8 BA / Sleeps 16 | Quick view

Details

Stylish, spacious and oozing and absolute stunning luxury Villa Ruliana is indeed a very special luxury villa rental in Tuscany, located in the heart of Chianti Classico which even the most discerning clients will be charmed by. The owners have spent several years restoring this luxury villa and barn into a gorgeous …
  • Mountain Views
  • Outdoor Dining Area
  • Porch
  • Parking
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,303

9 BR / 9 BA / Sleeps 18

1 / 22

$1,303

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Relais Chianti

Greve in Chianti villa
9 BR / 9 BA / Sleeps 18 | Quick view

Details

Relais Chianti is a luxurious country house rentals in Tuscany. A typical Tuscan homestead from the early 1800s located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana – a rural route that runs from start to finish through the …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Central heating
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children

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$974

6 BR / 6 BA / Sleeps 12

1 / 21

$974

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Casa Chianti 6

Greve in Chianti villa
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Casa Chianti 6 is a vacation rentals in Tuscany, in the wonderful and worldwide famous Chianti area. This family friendly holiday villa boasts a stunning location with breathtaking views overlooking the most famous vineyards of the prestigious and panoramic “Conca d'oro” and the Tuscan rolling hills. Casa Chianti…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Parking
  • Linens Provided
  • Suitable for children

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$445

5 BR / 9 BA / Sleeps 10

1 / 20

$445

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Casa Chianti 2

Castellina In Chianti villa
5 BR / 9 BA / Sleeps 10 | Quick view

Details

Casa Chianti 2 is a luxury country vacation rentals, located in the beautiful village of Castellina in Chianti, near to Siena, Tuscany. This extremely elegant villa is the ideal solution for fabulous stay with friends or for a large family gathering with its excellently appointed living areas and bedrooms and plenty …
  • Internet Access
  • A/C or climate control
  • Linens Provided
  • Towels Provided
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$132

4 BR / 4 BA / Sleeps 8

2 Reviews

$132

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Tuscany Villa in Chianti

Greve in Chianti villa
4 BR / 4 BA / Sleeps 8 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

FROM 26 JUL TO 30 AUG BOOK 2 WEEKS AND SAVE 10% An ancient church now fully renovated, welcomes guests in a truly magical and relaxing contest in the heart of Chianti. The villa consists of: four double bedrooms (including 3 on the ground floor and a wild in the basement), 4 bathrooms (3 with shower), a spacious …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Patio
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Nice place to relax and explore Chianti

Left on Aug 30, 2013 for a stay in July 2013

The house is clean and well situated right in the center of the beautiful Chianti region. This allows for day visits to Florence, Sienna or San Gimignano for instance. Greve is only a short drive away for an early morning coffee, groceries and nice restaurants. The owner is very friendly and you will feel most welcome and at home. The house is exactly as described. It is also ideal for 3 couples …

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$66

1 BR / 1 BA / Sleeps 2

16 Reviews

$66

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Charming apartment in a small Chianti Farmhouse

Barberino Val d'Elsa condo
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent16 Reviews

Details

Reviews

(16)

A small farmhouse, situated in the village of Monsanto, halfway from Florence and Siena, typical spot for the sweetness and beauty of Chianti hills, this area is famous worldwide for it’s oenological and viticulture attitude. For the the outdoor activity lovers this is the perfect area to make mountain bike …
  • Fireplace
  • Central heating
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(16)

A Tuscan Dream

Left on Feb 17, 2011 for a stay in September 2010

From the first warm greeting to the last farewell, our stay at the Fonani's lovely apartment was everything we expected and more. We were made to feel very welcome and immediately felt at home. The decor is authentic, tasteful and very comfortable. We loved being able to enjoy the kitchen and make our own meals from local produce which we enjoyed indoors and out on the patio overlooking the …

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$77

1 BR / 1 BA / Sleeps 2

9 Reviews

$77

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Holiday Apartment in Chianti - Tuscany

Greve in Chianti condo
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent9 Reviews

Details

Reviews

(9)

Our house lies on a hill 2.5 km to the north of Greve in Chianti. The house is situated about 200 meters from the Chiantigiana, the scenic road SR 222, leading through the Chianti region from Florence to Siena. The villa is surrounded by hills with vineyards, meadows, woodland and olive groves. All the …
  • Mountain Views
  • Outdoor Dining Area
  • Balcony or terrace
  • Parking
  • Garden
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(9)

Part of the family, feels like home

Left on Aug 29, 2011 for a stay in August 2011

The Bonomi family welcomed us as if we were extended family who had come to visit them. We felt at home as soon as we arrived. It was from here that we fell in love with the Tuscan hills. The property is perched on a hill surrounded by cypress and other trees, looking westward which means great sunset views. The room is a small apartment attached to the back of the main house with a private …

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$597

6 BR / 4 BA / Sleeps 11

1 Reviews

$597

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Stunning Country Villa at Montefili in Greve, Chianti

Greve in Chianti villa
6 BR / 4 BA / Sleeps 11 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

The property includes a cluster of four houses that once served as a stopping place on the ancient salt road (there's still a trace of the road in the path which goes by the pool) as well as approximately 10 hectares (20 acres) of land, including four hectares of vineyards, an olive grove, a stand of cypress trees, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

A memorable trip

Left on Sep 05, 2013 for a stay in August 2013

We had a group of 9 adults and 1 baby stay at Il Mandorli. We had a really memorable time there! We particularly enjoyed relaxing by the beautiful pool with wonderful views and also enjoying dinner in the cosy kitchen and dining area. Roberto and Elena are very kind hosts and were very accomodating to us! Greve in Chianti is a beautiful part of Tuscany. The villa was close enough to Greve town so…

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$143

12 BR / 2 BA / Sleeps 5

6 Reviews

$143

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Rustic Countryside Farmhouse Between Florence and

Castellina In Chianti house
12 BR / 2 BA / Sleeps 5 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

Il Cellese is set in the heart of the Chianti, one of the most emblematic and stately areas of the Italian countryside. Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

parfait

Left on Aug 14, 2012 for a stay in August 2012

Il Cellese est un lieu exceptionnel:

Par sa situation en hauteur dans les collines du Chianti avec une vue imprenable et un climat agréable même en cas de forte chaleur! (très belle piscine!)

Par l'intelligence et le respect du caractère ancien dans la conception de cette restauration qui relève de l'exploit.;

Par le goût et l'élégance de l'aménagement intérieur des appartements…

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$612

6 BR / 4 BA / Sleeps 11

8 Reviews

$612

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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

Details

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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$99

2 BR / 2 BA / Sleeps 5

1 / 21

$99

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Villa Il Cavato a soli 18 km. da Firenze

Greve in Chianti villa
2 BR / 2 BA / Sleeps 5 | Quick view

Details

Charming restored farmhouse with all comfort located in in one of the most 'suggestive of the Chianti Fiorentino, circodato by vineyards, olive groves and oak woods but close to all services. Private and quiet, perfect for a romantic and relaxing holiday, close to the most 'important historical cities of Tuscany, near…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$330

2 BR / 2 BA / Sleeps 4

3 Reviews

$330

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Historical Granary is now a Unique House in Tuscany

Castelnuovo Berardenga house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

La Capanna is an amazing stone granary on two floors, immersed in the paeceful and astonishing landscape of the tuscan hills. It is set in the famous winery of Castell'in Villa. "La Capanna" has been renovated with a refined style and attention for every detail. The ground floor is very spacious and luminous …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Tuscany Perfection - beyond anyone's expectations

Left on Jul 13, 2010 for a stay in May 2010

tucked into the Siena Country side, Castell in Villa provided the perfect vacation home; and it was truly a home with all the comforts of home. From its long country table and complete modern kitchen and fireplace, for those days we cooked at home nothing could be better. Clean, clean, Clean. Just minutes to Siena, Premium Chianti vinyards (including its own Super Premium wines) and small, but …

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$121

4 BR / 0 BA / Sleeps 10

1 / 27

$121

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Horse Riding Holidays and Farmhouse in Tuscany

Castelnuovo Berardenga B&B
4 BR / Sleeps 10 | Quick view

Details

Horse Riding Center & Apartment in Chianti Country Guest House Home of the Berardenga Equestrian Riding Centre, and Country Guest House, run by Sadio and Donatella with over 20 years of experience in teaching and leading horse riding. Recognized and certified by the National Riding Association. FISE FEI

 Set in …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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$563

12 BR / 11 BA / Sleeps 24

1 / 26

$563

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Beautiful Villa in Chianti, luxury Pool

Gaiole in Chianti villa
12 BR / 11 BA / Sleeps 24 | Quick view

Details

Superbly situated on a tranquil and panoramic hill in the Chianti region, in the heart of Tuscany, equidistant to Florence, Arezzo and Siena, this beautifully impressive Villa sits within an extensive landed estate. The villa is within walking distance to a typical Chianti village. A very well manicured garden offers …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$130

2 BR / 2 BA / Sleeps 5

9 Reviews

$130

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Charming 2 Bedroom Castle Apartment in Tuscany

Greve in Chianti other
2 BR / 2 BA / Sleeps 5 | Quick view
Excellent9 Reviews

Details

Reviews

(9)

Deascription of the BACCO apartment: 2 Bedrooms, Sleeps 5. A charming apartment in an authentic castle dating back to 12th C. in the typical green hills of Chianti Classico. The Bacco apartment is in the first floor. It has two baths with showers, a large and well equipped kitchen, two dining-sitting rooms and a …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(9)

Peaceful location with stunning views!

Left on May 18, 2013 for a stay in April 2013

We stayed at Castello di Colognole in the Del Caccia apartment for two nights - not long enough! We were thoroughly spoilt by Rosita and Rita with their warm hospitality. A cooking class with Rita was a wonderful experience - such beautiful food. The castle is located on a hilltop with beautiful views and is surrounded by grape vines and olive trees. A place we will never forget.

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$66

1 BR / 1 BA / Sleeps 3

10 Reviews

$66

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Apartment in the Heart of Greve in Chianti

Greve in Chianti house
1 BR / 1 BA / Sleeps 3 | Quick view
Excellent10 Reviews

Details

Reviews

(10)

Apartment for 2 persons (+1) with garden and private parking, situated to 2 minuteren on foot from famous Piazza G. Matteotti in Greve in Chianti . Recently restructured apartment and completely furnished in a simple, ancient and modern style, there is also satellite television, wood burning fireplace, barbecue and …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Central heating
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(10)

La Casina - Greve - sensational home base in Tuscany

Left on Jul 11, 2011 for a stay in May 2011

La Casina apartment was ideal , our best accommodation in Europe.Greve was our central base for day trips to Sienna,local wineries.Owner Simone was a great Host.
A Fully equipped,home away from home, we wanted for nothing. 20kms to Grassini to park, relax & catch bus 40 mins to Florence, so no City parking worries.

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$588

7 BR / 7 BA / Sleeps 14

24 Reviews

$588

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Villa Patrignone - a beautiful large Tuscany Villa

Castellina In Chianti villa
7 BR / 7 BA / Sleeps 14 | Quick view
Excellent24 Reviews

Details

Reviews

(24)

Podere Patrignone is a beautiful old 15th Century Tuscan estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360 degree views …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(24)

You couldn't not love it...unless you're a bit odd

Left on Aug 07, 2009 for a stay in July 2009

As the website says, ?a five-star palace it is not?, but for me and my family, Podere Patrignone offered much more than that. Without wishing to sound like a holiday brochure, it is quite simply the most tranquil, most beautiful, happiest place we have stayed in. Yet it is refreshingly simple, unspoilt and unintimidating (is that a word?).

Simon and Verity are just nice people and make the most…

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$181

2 BR / 2 BA / Sleeps 4

1 Reviews

$181

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Terra

Tavarnelle Val di Pesa house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Two Bedroom Split level Apartment Chianti Terra is a delightful split level apartment on a wine producing estate in the heart of the Chianti. Beautifully furnished in a mixture of antique and modern styles the apartment has all of today's comforts including air conditioning. The well kept grounds of the estate …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

excellent vacation

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

we will go back! thanks for the owner for being such great host!

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$97

2 BR / 3 BA / Sleeps 6

2 Reviews

$97

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Villa il Castellaccio in Greve in Chianti Flat #3

Greve in Chianti house
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Located in the heart of Chianti, surrounded by panoramic vineyards and olive groves, the rural complex of Villa il Castellaccio was in past times an aristocratic country Villa and it's farm. From the original farm buildings, four apartments have been recently reconstructed, in style and with comfortable furnishings …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

A lovely place!

Left on Apr 19, 2012 for a stay in April 2012

We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really characteristic but also full of comfort; we had everything we need... and don't forget to ask Leonardo, the very nice owner, some information on the history of Florence …

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$503

4 BR / 4 BA / Sleeps 8

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$503

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Villa il Roseto

Gaiole in Chianti house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

This typical villa built in stone is located in the whereabouts of Gaiole in Chianti in the heart of Tuscany, on the green hills of the Chianti area, between Florence and Siena only a short distance away from the main tourist spots of Tuscany. The landscape is enchanting with vineyards clinging onto the hills and …
  • Washing Machine
  • A/C or climate control
  • Central heating
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$664

7 BR / 4 BA / Sleeps 14

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$664

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Montoro

Chianti villa
7 BR / 4 BA / Sleeps 14 | Quick view

Details

This very attractive villa was originally built in the second half of the 19th century and has recently been completely renovated throughout. It is situated only 4 kms from Greve in Chianti on the famous Chianti road which links Florence and Siena, renowned as the most beautiful scenic route in Tuscany. The views from…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$1,319

7 BR / 7 BA / Sleeps 13

1 / 26

$1,319

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Villa Vistarenni with tennis court, housekeeping and a picturesque chapel

Chianti villa
7 BR / 7 BA / Sleeps 13 | Quick view

Details

Get a taste of Italy’s aristocratic past and stylish present at Villa Vistarenni in Chianti. The stately seven-bedroom villa dates from the 17th century and has a 16th-century chapel perfect for special events. Larger parties can book additional accommodations on the same estate, which have room for 21 more guests, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$138

2 BR / 2 BA / Sleeps 5

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$138

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Casalerocche Geranio

Castelnuovo Berardenga condo
2 BR / 2 BA / Sleeps 5 | Quick view

Details

Ancient farmhouse complex, divided into 10 apartments one of which inhabited by the owner, that has been restored and transformed into a cozy countryside residence situated in the green hills of the Chianti, rich in vineyards and olive groves. The position approx. 10 km from Siena allows you to spend a holiday in …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Central heating
  • Parking
  • Suitable for children
  • Suitable for the elderly

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$469

3 BR / 3 BA / Sleeps 6

5 Reviews

$469

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Award winnng Cavalcanti on 360 hectares of vineyards - Enjoy alfresco dining

Chianti villa
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Tucked between the villages of Gaiole and Radda in Chianti in the heart of Tuscany, Cavalcanti offers the privacy of a villa and the amenities of a larger estate. As part of the restored hamlet of Castello di San Donato in Perano, the three-bedroom property is surrounded by vineyards, a 10th-century castle and a …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Fireplace
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Our Stay at Cavalcanti

Left on May 25, 2010 for a stay in October 2008

The villa is very well furnished and very comfortable. I was disappointed that the housekeeper/cook couldn't speak a word of English (not 1 word), so my hopes of having her do any cooking (one of the reasons we chose this villa -- so we could have someone make a couple "dinners at home" for us, never happened. The other thing that should be looked at is that if you use the stove and the toaster…

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$1,302

9 BR / 9 BA / Sleeps 13

1 Reviews

$1,302

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Prima - A Perfect Tuscan Get-Away in the Chianti Wine Region with Amazing Views

Chianti villa
9 BR / 9 BA / Sleeps 13 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

True to its name, villa Prima offers the best of Tuscanys Chianti region. Located on a working wine estate, the villa offers stunning views of the countryside and has manicured grounds perfect for reunions, weddings or other special events. The fully restored 17th-century exterior gives way to elegant modern interiors…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Brilliant

Left on Aug 17, 2013 for a stay in August 2013

We were all extremely pleased with the process of the choosing/booking the villa, and we couldn't have asked for anything more from Luxury Retreats, the staff at the villa, or the villa itself. Villa Prima was perfect for our group and aside from not having a bbq despite making an enquiry into it and the towels being changed a day late, our stay was perfect. - Rachael C., , UK

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$503

4 BR / 4 BA / Sleeps 12

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$503

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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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$751

6 BR / 6 BA / Sleeps 12

1 / 19

$751

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Leonardo

Chianti villa
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Villa Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany, between Florence and Siena. Located half way between Montespertoli and San Casciano Val di Pesa, the villa is 40 minutes away from Florence. The ultimate in privacy and independence, both the exterior and interiors of …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$99

1 BR / 1 BA / Sleeps 2

1 / 13

$99

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Meleto Limonaia 3

Gaiole in Chianti condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Central heating
  • Parking
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$193

3 BR / 3 BA / Sleeps 6

1 / 19

$193

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Meleto Pio Maria

Gaiole in Chianti condo
3 BR / 3 BA / Sleeps 6 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Central heating
  • Parking
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$863

11 BR / 11 BA / Sleeps 20

5 Reviews

$863

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Sublime Sole del Chianti with game room, fitness room, fireplace and jacuzzi

Chianti villa
11 BR / 11 BA / Sleeps 20 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Soak in the Tuscan sun at villa Sole del Chianti. This eleven-bedroom farmhouse near Florence dates from the turn of the century but has been recently renovated, with accommodations in both a main house and a separate cottage. Today, it offers both country charm and modern luxuries like a gym and spa facilities. The …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Our Stay at Sole del Chianti

Left on Jul 08, 2010 for a stay in May 2010

The location of S.d. C. meant we could enjoy the peace and beauty of the Tuscan hills and be close to Fierenze and Sienna for sight-seeing. Taverenelle was an easy walk and proved to be typical of any little Tuscan town. This meant that we could enjoy shopping, restaurants and a pleasant walk without using our cars. Tourist information provided us with hiking trail information which many of us …

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$203

3 BR / 3 BA / Sleeps 6

1 / 19

$203

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Meleto Vignanova

Gaiole in Chianti house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$185

3 BR / 3 BA / Sleeps 6

1 / 19

$185

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Meleto Pietro Leopoldo

Gaiole in Chianti condo
3 BR / 3 BA / Sleeps 6 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Central heating
  • Parking
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$193

3 BR / 3 BA / Sleeps 6

1 / 20

$193

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Meleto Cesare Orazio

Gaiole in Chianti condo
3 BR / 3 BA / Sleeps 6 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$118

1 BR / 1 BA / Sleeps 2

1 / 15

$118

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Meleto Terrazze 1

Gaiole in Chianti condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$141

2 BR / 2 BA / Sleeps 4

1 / 18

$141

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Meleto Eleonora Teresa

Gaiole in Chianti condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$156

2 BR / 1 BA / Sleeps 4

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$156

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Meleto Loggia

Gaiole in Chianti house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Central heating
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$118

1 BR / 1 BA / Sleeps 2

1 / 16

$118

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Meleto Terrazze 2

Gaiole in Chianti condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced throughout the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Central heating
  • Parking
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$624

6 BR / 5 BA / Sleeps 12

2 Reviews

$624

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La Corte di Campalli on 750 acre estate with pool, private courtyard & garden

Chianti villa
6 BR / 5 BA / Sleeps 12 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Whether youre a connoisseur of wine or simply enjoy a glass with dinner, a stay at La Corte di Campalli in Chianti is an unforgettable experience. Located on a large wine estate, the six-bedroom farmhouse was built in the 16th century and restored in 2002. The property offers an up-close look at the making of Chianti …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

There's not a better Villa in Tuscany!

Left on Dec 05, 2012 for a stay in June 2012

We could not recommend this property more highly. The owners are wonderfully gracious and helpful. We have rented several properties in Tuscany and this was the best by far. The grounds are immaculate and the bedrooms are spacious and well appointed. The pictures do not do it justice. It is close to everything, yet far enough from the highway and Autostrada that you feel isolated. Be certain to …

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$1,040

6 BR / 6 BA / Sleeps 12

15 Reviews

Details

Reviews

(15)

Capanna Cerreto is a private country villa nestled in 50 acres of vineyards and woodlands in Chianti. This former hayloft to the Castle of Cerreto has been totally transformed into a luxurious yet relaxed country home by its decorator owner. The unusually large hand-forged windows and doors create a light and airy …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(15)

Left on Jun 29, 2013 for a stay in June 2013

- Joseph P., ,

12 3 45678
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