We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Castellina In Chianti, Italy

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 114 Rentals in Castellina In Chianti
loading...
Sort by
From
$150
Per Night
1 / 38
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Reviews (3) Make Inquiry
From
$936
Per Night
1 / 24
Payment Protection
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Reviews (1) Make Inquiry
From
$150
Per Night
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Make Inquiry
From
$112
Per Night
1 / 19
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Garden or Yard
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • ?
About this property
The apartment is suitable for 4 people and consists of: two double bedrooms, two bathrooms, multifunctional whirlpool shower and a large kitchen with all the comforts: satellite TV system, dishwasher, oven, freezer and washer. From one of the two rooms you can access to the great terrace with porch... View all property information
Make Inquiry
5 of 5 stars Reviewed November 5, 2014
This farmhouse met our needs for two couples perfectly. Beautiful, quiet setting with expansive views from the partially covered large back patio, separate bathrooms/bedroom, a...
See all reviews
From
$2,496
Per Week
1 / 22
Payment Protection
8 Bedrooms, 4 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Ping Pong Table
  • Private Outdoor...
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
About this property
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods and shrouded by the greenness... View all property information
Make Inquiry
From
$159
Per Night
1 / 27
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Nice property situated in the heart of the Chianti Classico region comprising 5 units (3 of which are for rent, 1 is occupied by the property owners and the other by the key-holders). This property is on a large farming estate producing organic oil and wine (available to be purchased). This house,... View all property information
Make Inquiry
5 of 5 stars Reviewed May 23, 2014
Une chambre spacieuse, un accueil très convivial, un calme serein au milieu d'une nature formidable, des couchers de soleil toujours étonnants, différents chaque jour, proche de...
See all reviews
From
$153
Per Night
1 / 27
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Immersed in the Country. Elegant, spacious, comfortable apartment with own private garden. The rooms are all large, the ceilings are high, beamed and terracotta tiled; floors terracotta tiled; from every window there is a view of the Chianti countryside with its cypresses, olives, vines, oaks... View all property information
Make Inquiry
From
$1,889
Per Week
1 / 20
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
The house forms part of the oldest wing of Le Bagnaie, a 300 year old farm on a secluded hilltop, which was converted into 8 privately owned houses in 1990. All are beautifully restored in traditional rustic style, with exposed beams, old terracotta floors and open fires, together with the modern... View all property information
Make Inquiry
5 of 5 stars Reviewed July 21, 2012
We stayed at Casa del Fico in Le Bagnaie for a week with our cousins from Italy and 2 other good friends. We loved the grounds, the villa, and ohhh those views! We cooked almost...
5 of 5 stars Reviewed October 6, 2011
The week spent at Casa del Fico was most delightful. A perfect location atop a hill with 360 degree views of Tuscany reminiscent of any da Vinci painting. Ideally located to...
See all reviews
From
$798
Per Week
1 / 28
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcoming apartment in an ancient hamlet of houses nestling deep amidst the Chianti Classico hills, within the Sant’Agnese natural preserve. This hamlet, offering beautiful views over the surrounding landscape, has been recently restored preserving its original architectural features and turned... View all property information
Make Inquiry
From
$250
Per Night
1 / 6
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
The villa is a characteristic and welcoming ancient Tuscan country house surrounded by vineyards and olive groves. It sleeps six people. From the villa you will enjoy a charming view of the Chianti hills. It is 120 square meters (1290 square feet). It features a shared swimming pool, a private... View all property information
Make Inquiry
Get the List
From
$250
Per Night
1 / 4
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Inquiry
From
$5,635
Per Week
1 / 20
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enchanting typical Villa located in the very heart of Chianti between Siena and Firenze. The property dating back to the XIIIth century was a fortified watch tower, then it has been enlarged and restored into a beautiful three storey property with a magnificent garden that hosts a swimming pool and... View all property information
Make Inquiry
From
$250
Per Night
1 / 4
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
The Azienda Agricola MASSETO is in the hills of Chianti Classico between Castellina in Chianti and Greve in Chianti, on the border of the provinces of Siena and Firenze, surrounded by beautiful villages rich in history, culture and interesting sights. Currently the farm consists of 120 acres of... View all property information
Make Inquiry
From
$75
Per Night
1 / 15
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 3
Details Make Inquiry
From
$1,172
Per Night
1 / 16
6 Bedrooms, 7 Bathrooms, Sleeps 11
Details Make Inquiry
Amenities & Details
  • Internet Access
  • Private Outdoor...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Food and wine-lovers wanting a memorable holiday in Tuscany shouldn't look any further than Villa Fermini. This beautiful farmhouse lies at the centre of an agricultural estate that produces excellent Chianti Classico wines and extra virgin olive oil. Villa Fermini was restored in 1998 and the... View all property information
Make Inquiry
From
$225
Per Night
1 / 28
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (35) Make Inquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Podere Patrignone is a beautiful old 15th Century 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... View all property information
Make Inquiry
5 of 5 stars Reviewed September 16, 2014
We adored our stay in Le Stalle, a two-bedroom apartment in the main building. We travelled with three boys (14, 12 and 6) and all of us loved every minute of our stay. Our...
5 of 5 stars Reviewed September 12, 2014
If you are looking for a quiet and authentic place to stay in the Tuscan countryside, consider Podere Patrignone. Simon and Verity will welcome you with homemade bread, local...
See all reviews
From
$125
Per Night
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (38) Make Inquiry
Amenities & Details
  • Children's Pool
  • Dishwasher
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
In the Chianti hills between Florence and Siena, and very close to Panzano, Tuscany, Italy: in a sunny clearing, next to our own home, a converted farmhouse, the Fienile is an old barn which we have carefully restored and decorated. This is the cottage we use for visiting friends and which we are... View all property information
Make Inquiry
5 of 5 stars Reviewed September 23, 2014
This is THE place to use as a base for enjoying the Tuscany countryside. It took my wife and me about 20 minutes to call Le Ripe "home" as opposed to a place we just rented...
5 of 5 stars Reviewed July 27, 2014
Wonderful! - Excellent location, charming place with generous hosts. Enjoyed lovely walks in the nature [ saw a.o. deers, foxes, a martin, wild red squirrels and a great family...
See all reviews
From
$668
Per Night
1 / 37
Payment Protection
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Reviews (24) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
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... View all property information
Make Inquiry
5 of 5 stars Reviewed July 7, 2014
We put together a trip for 7 couples who had met in Hong Kong over 20 years ago. We had enjoyed many trips in the past together accompanied by our children who are now mostly...
5 of 5 stars Reviewed May 27, 2014
Our third time in as many years with the experience getting better and better each time. Rustic yet elegant Tuscan villa. Easy-going, gracious hosts who happen to make world-class...
See all reviews
From
$762
Per Night
1 / 33
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This beautiful property belongs to the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine and includes the Castle of Campalli. La Corte di Campalli is an impressive stone-built farmhouse that dates back to the 16th century. It takes its name from the striking internal... View all property information
Make Inquiry
5 of 5 stars Reviewed August 22, 2014
La Corte di Campalli is a superb Tuscan villa on a working farm south of Castellina in Chianti. Simonetta and Ricardo are wonderful hosts, with the highlight of our week being...
See all reviews
Inquire for rates
1 / 24
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Sergio is a two storey ground floor apartment at the one end of the main building. It has a private furnished terrace that overlooks the olive groves, vineyards ande the picturesque countryside. Entry is directly into the main living room, complete with a wood burning fireplace, a large comfortable... View all property information
Make Inquiry
From
$150
Per Night
1 / 30
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (44) Make Inquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Podere Patrignone is a beautiful old 15th Century 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... View all property information
Make Inquiry
5 of 5 stars Reviewed November 10, 2014
We spent 5 nights at Podere Patrignone after travelling for 3 weeks. It was the perfect place to stop, rest and base ourselves for our Tuscan adventure. Our teenage children...
5 of 5 stars Reviewed October 8, 2014
We had a wonderful week staying at Podere Patrigone. We arrived to a beautiful self contained apartment, spotlessly clean and with a surprise supply of fresh baked bread, local...
See all reviews
From
$45
Per Night
1 / 16
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
Come to the heart of the Chianti region to discover a wonderfully charming inn and agritourism facility that offers hotel-like amenities in elegant apartment suites, set in the evocative atmosphere of the Tuscan hills. Resting on a rolling hill, the Borgo is located just a few minutes away from... View all property information
Make Inquiry
From
$1,560
Per Night
1 / 15
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa Dario (2) is a large and spacious ground floor, 2 bedroom apartment, ideal for those looking to enjoy a family holiday in Tuscany, Italy. The apartment has been renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly want during their visit.... View all property information
Make Inquiry
From
$829
Per Night
1 / 22
Payment Protection
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
About this property
Everything about this property is classically Tuscan. If you dream of typical Tuscany as breathtaking panoramas, misty hills covered in precision lines of vineyards, olive groves, gravel roads and driveways shadily lined with pointy cypress trees, and grand villas with green shutters, then dream no... View all property information
Make Inquiry
From
$569
Per Week
1 / 23
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Inquiry
Amenities & Details
  • Garden or Yard
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa Sibilla E is a characteristic apartment in the characteristic style of the Tuscan countryside. It sleeps two people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1.8 miles) from San... View all property information
Make Inquiry
5 of 5 stars Reviewed August 3, 2011
My wife and I stayed here 5 to 9 May '11 and would stay here again, opportunity permitting. Friendly and helpful, owner. took the time to show us all the items necessary for a...
See all reviews
From
$1,935
Per Night
1 / 8
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Il Torrino is a wonderful 4 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. Once a Medieval watch tower, the property oozes character and charm, but has been completely renovated to an extremely... View all property information
Make Inquiry
From
$5,804
Per Week
1 / 24
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Private Outdoor...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Everything about this property is classically Tuscan. If you dream of typical Tuscany as breathtaking panoramas, misty hills covered in precision lines of vineyards, olive groves, gravel roads and driveways shadily lined with pointy cypress trees, and grand villas with green shutters, then dream no... View all property information
Make Inquiry
From
$1,560
Per Night
1 / 8
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa Dario (3) is a ground floor, 2 bedroom apartment, ideal for a family holiday in Tuscany, Italy. The apartment has been superbly renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly want and need. There is an outdoor table and chairs complete... View all property information
Make Inquiry
From
$1,242
Per Night
1 / 8
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Garden or Yard
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa Granaio (2) is a cosy, ground floor, 2 bedroom apartment set within a Tuscan medieval village. Tastefully furnished in a country style, it is Ideal for a group of 3 or 4 people or family with children, it's a lovely base for your holiday in Tuscany, Italy. An outdoor table and chairs complete... View all property information
Make Inquiry
From
$3,483
Per Week
1 / 42
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Reviews (7) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Private Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to... View all property information
Make Inquiry
From
$1,435
Per Night
1 / 13
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
La Capanna is a beautiful 2 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. The property oozes character and charm, but has been completely renovated to an extremely high standard providing... View all property information
Make Inquiry
From
$961
Per Night
1 / 7
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Garden or Yard
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa Dario (1) is a beautiful 1 bedroom apartment set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. Situated near woodland, the property is immaculately presented and has been completely renovated to an extremely... View all property information
Make Inquiry
From
$187
Per Night
1 / 31
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (5) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
http://www.youtube.com/watch?v=gaLYNFaC4og + http://www.youtube.com/watch?v=NI_Dx2pEEEg "Casa Acacia" - is an authentic Chianti farm house with overn 300 years of history- Its rustic ambiente is one of "... once upon the time ... leading you back in time. an unusual and rare setting considering... View all property information
Make Inquiry
5 of 5 stars Reviewed May 24, 2014
What a beautiful location! It is the Tuscany we dreamed of. We stayed with our friends, two other couples, and had a wonderful time. The accommodation was perfect for us...
4 of 5 stars Reviewed August 11, 2013
A most charming hamlet of stone cottages and a main house, set in many acres of Chianti countryside. The main house kitchen is where the cooking lesson took place. We were a...
See all reviews
From
$187
Per Night
1 / 31
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (17) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
http://www.youtube.com/watch?v=F8bUHzOUHaY "Casa Capannina", a small semi-attached cottage , is set slightly aside with its back to the other 3 buildings , which guarantees much privacy. constructed by farmers its original use was as stable for cows . Prove of this gives the typical long... View all property information
Make Inquiry
4 of 5 stars Reviewed October 26, 2014
A dear friend and I recently celebrated our 50th birthdays with a trip to Tuscany. Ulrike's lovely property was perfectly situated, comfortable, relaxing, and easy to travel from...
5 of 5 stars Reviewed September 7, 2014
We stayed one week in this big house, which is located a bit apart from the other houses and thus even more private. The house was very clean, has a modern kitchen, two modern...
See all reviews
Inquire for rates
1 / 13
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Safe
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Luxury interior designed 2 bedroom house in stunning position in Chianti countryside with a private garden (half acre) and 2 terccaces. Shared swimming pool and tennis courts within a medieval village setting. 12km from Castellina in Chianti, 7km from Poggibonsi. Stunning views of the countryside,... View all property information
Make Inquiry
From
$374
Per Night
1 / 27
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (7) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Internet Access
  • Sauna
  • Shared Indoor Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
http://www.youtube.com/watch?v=gaLYNFaC4og "La Tana" is located on the groundfloor of "Casa Acacia", an authentic farmhouse with lots of charm and its own more then 350 years of history .It is actually the oldest house of all. 65 sqm offer plenty of space for 4 persons. Its original use... View all property information
Make Inquiry
5 of 5 stars Reviewed October 17, 2014
La Tana Had a wonderful 11 day stay at Poderi Val Verde, which is located just outside Castellina in Chianti, following a week in Florence. It’s an historical estate/farm that’s...
5 of 5 stars Reviewed September 7, 2014
We stayed 2 weeks with our two kids (5, 3) in La Tana and enjoyed every single day. The house was very clean and equipped with really everything a family needs. The big terrace...
See all reviews
From
$312
Per Night
1 / 21
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (9) Make Inquiry
Amenities & Details
  • Balcony
  • Dryer
  • Fireplace
  • Garden or Yard
  • Internet Access
  • Sauna
  • Shared Indoor Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
http://www.youtube.com/watch?v=NI_Dx2pEEEg " Bellavista" is located on the 1st floor of "Casa Acacia", a fantastic house with lots of charm + its own more then 300 years of history It is actually the oldest house of all. More then 65 sqm offer plenty of space for up to 4 persons. Its... View all property information
Make Inquiry
5 of 5 stars Reviewed November 19, 2014
If you have ever wanted to see what rural life in Tuscany is all about, this is the place to go! When we decided to travel to Tuscany, staying on a working farm was on the list...
5 of 5 stars Reviewed November 17, 2014
An absolutely wonderful Tuscan experience. Our apartment was spacious, well appointed and a total delight. Our view overlooked olive groves and pastoral landscapes rivaling any...
See all reviews
From
$1,810
Per Week
1 / 13
4 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden or Yard
  • Housekeeping...
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Enjoy a dream vacation in Tuscany's heart - the 'Chianti Classico' region - The very large 2BR/2BA apartment 'Il Giardino" accommodates up to 5 persons (1 double, 1 x 3 single) - living-room (with sat TV, stereo, dvd player) with authentic open fireplace.lLarge and well equipped kitchen with... View all property information
Make Inquiry
5 of 5 stars Reviewed September 28, 2014
This podere has it ALL for your ideal country vacation in Italy...a gracious host, picture-perfect Tuscan hillsides, centuries-old villettas with all the amenities, gardens, pool...
5 of 5 stars Reviewed August 6, 2014
If you want peace of mind, beauty beyond description, and to hear nothing but the sounds of nature ~ THIS IS THE PLACE FOR YOU! It is a working farm so expect to hear the bleat...
See all reviews
From
$100
Per Night
1 / 20
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (12) Make Inquiry
Amenities & Details
  • Balcony
  • Dryer
  • Garden or Yard
  • Internet Access
  • Pool
  • Safe
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
http://www.youtube.com/watch?v=vw8ucANYcTw "Il Rifugio" is a very cosy 1room studio/suite with well equipped kitchenette (2 electric hobs, fridge, toaster, American & Italian coffeemaker, etc. etc,) a smart dining bar, a sitting area with single sofa bed, a romantic alcove-like sleeping area (new... View all property information
Make Inquiry
5 of 5 stars Reviewed June 2, 2014
We rented the "Il Rifugio" apartment in early May, 2014. It exceeded our expectations. The apartment was clean, well equipped and had a lovely terrace where we enjoyed...
4 of 5 stars Reviewed July 27, 2013
We enjoyed our week in this lovely quiet spot. Many thanks to Cleila for meeting us on the first day and getting us off to a good start.
See all reviews
From
$437
Per Night
1 / 13
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (6) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Beautiful independent restored villa (400 sqm) sleeping 10 with private pool, astro turf tennis court,and gardens. Located in panoramic position on a Chianti Hillside only 5km from Castellini in Chianti. The private swimming pool (6/10m) is situated on the side of a hill above the house with 180... View all property information
Make Inquiry
5 of 5 stars Reviewed July 7, 2013
Villa Masseto was the loveliest home that my family and I have ever stayed in. The views of the Tuscan countryside were magnificent. We would have been content to spend the week...
See all reviews
From
$5,242
Per Week
1 / 19
6 Bedrooms, 7 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Six Bedroom Private Villa Chianti Villa Vincent is a beautiful 18th Century country villa perched elegantly on the hillside in wonderful elevated position overlooking beautiful Chianti countryside. Now carefully restored to its’ former splendour the villa is beautifully furnished with antiques... View all property information
Make Inquiry
From
$540
Per Week
1 / 11
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Three Bedroom First Floor Apartment Chianti Corinna is a pretty apartment, on the first floor of a farmhouse situated in beautiful Chianti countryside. The apartment opens onto its own lovely covered loggia terrace with table and chairs for dining al fresco, and there is more space for relaxing... View all property information
Make Inquiry
From
$508
Per Week
1 / 11
3 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Three Bedroom Ground Floor Apartment Chianti Castellina is a charming apartment, part of a farmhouse situated in beautiful Chianti countryside. The apartment opens onto its own lovely shaded terrace with table and chairs for dining al fresco, and there is more space for relaxing in the gardens.... View all property information
Make Inquiry
From
$2,556
Per Week
1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 9
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Four Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by its’ own grounds with ample... View all property information
Make Inquiry
From
$2,770
Per Week
1 / 13
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Grill
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Gorgeous villa in Castellina in Chianti. The house has 4 double beds and 2 single beds, so it can comfortably host a large family of 10 people. There are also 6 bathrooms to allow for comfort and conveninece. A swimming pool is located at the holiday home. A barbecue, a TV and a washing... View all property information
Make Inquiry
From
$3,367
Per Week
1 / 18
6 Bedrooms, 6 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Six Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by its’ own grounds with ample... View all property information
Make Inquiry
From
$2,962
Per Week
1 / 16
5 Bedrooms, 5 Bathrooms, Sleeps 11
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Five Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by its’ own grounds with ample... View all property information
Make Inquiry
From
$3,058
Per Week
1 / 24
5 Bedrooms, 3 Bathrooms, Sleeps 9
Details Reviews (2) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Casale Cipressi is an exclusive Tuscan country house 2.7km from Castellina in Chianti furnished to a high standard and consists of two floors. Stone built with traditional terracotta tiled floors and chestnut wooden beams gracing the old style ceilings. The villa has a dominant position on a... View all property information
Make Inquiry
5 of 5 stars Reviewed July 2, 2014
We booked this villa to accommodate 2 familys - 9 of us in total. We loved our week in Tuscany and it was the perfect base for all that we wanted to see in and around the Chianti...
5 of 5 stars Reviewed January 22, 2012
We were reallocated to this wonderful place at very short notice by 'To Tuscany' when the place we had booked had a small fire...divine intervention? This was the most...
See all reviews
From
$2,421
Per Week
1 / 24
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Ping Pong Table
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
To the back of the villa is another house, but you have complete privacy in the villa and in the pool that is set in the private garden on a lower level at the rear of the house. Here there is a large sun terrace furnished with sun loungers, and a covered seating area which has a table, tennis... View all property information
Make Inquiry
From
$97
Per Night
1 / 23
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcoming accommodation situated in a small hamlet of 8 houses on the Chianti Classico hills. This apartment is on the second floor of an ancient farmhouse and it is in convenient location for visiting the Chianti region with its charming villages as well as Tuscany’ most important places of... View all property information
Make Inquiry
5 of 5 stars Reviewed August 17, 2014
Aan het einde van een doodlopende landweg ligt dit appartement op de bovenste verdieping van een oud landhuis/boerderij. In de tuin is een royaal zwembad waar je als gast gebruik...
See all reviews
Go to map view
Book Online(51)
Use filters to find the best results!

Suitability

  • Wheelchair access (8)
  • Elder access (37)
  • Suitable for children (68)
  • Pet friendly (37)
  • Smoking allowed (22)

Amenities

  • All pools (82)
  • Parking (67)
  • Grill (64)
  • Garden or Yard (59)
  • Other outdoor space (53)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Food & Wine destinations:

More History & Culture destinations:

Filter search results by:
Book Online(51)

Suitability

  • Wheelchair access (8)
  • Elder access (37)
  • Suitable for children (68)
  • Pet friendly (37)
  • Smoking allowed (22)

Amenities

  • All pools (82)
  • Parking (67)
  • Grill (64)
  • Garden or Yard (59)
  • Other outdoor space (53)
  • View all amenities