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

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    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
    Payment
    Select
    Go to map view
    More filters
    All 127 Rentals in Castellina In Chianti
    loading...
    Travellers to Castellina In Chianti are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $244
    / Night
    Payment Protection
    View Details
    1 / 28
    5 of 5 stars (35) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (35) Make Enquiry
    From
    $136
    / Night
    Payment Protection
    View Details
    1 / 38
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Reviews (3) Make Enquiry
    From
    $204
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (44) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (44) Make Enquiry
    From
    $167
    / Night
    Payment Protection
    View Details
    1 / 19
    4 of 5 stars (2) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful stone Tuscan hamlet dating back to the 16th century and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beauties of the surrounding... View all property information
    Make Enquiry
    3 of 5 stars Reviewed 20 September 2012
    The renovation has been done beautifully, generally using very high quality materials. A lot of things were broken in the apartment though - taps coming off, etc. A walk-in closet...
    5 of 5 stars Reviewed 20 September 2012
    Accomodation first class and Lovely place to stay and great location between Florence and Siena, Need a car and recommend going to Volterre about an hour away. Chiara...
    See all reviews
    From
    $1,041
    / Night
    Payment Protection
    View Details
    1 / 37
    5 of 5 stars (24) Excellent
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    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 Enquiry
    5 of 5 stars Reviewed 7 July 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 27 May 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
    Enquire for rates
    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • 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
    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 cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
    Make Enquiry
    From
    $1,020
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    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 Enquiry
    5 of 5 stars Reviewed 23 October 2014
    Our hosts, Simon and Verity, were marvels of hosting. They made sure we were comfortable and knew the ins and outs. They were hospitable without being intrusive. A true skill...
    See all reviews
    From
    $126
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    5 of 5 stars Reviewed 10 April 2015
    I have spent some days at the apartment in Castellina in summer 2014. My partner and I use this location to explore around and it works very well. The house has a nice...
    See all reviews
    From
    $5,718
    / Week
    View Details
    1 / 18
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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 Enquiry
    From
    $311
    / Night
    Payment Protection
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    5 of 5 stars Reviewed 13 March 2015
    Cypresses Villa was the perfect house to stay for us, my wife and I had peaceful and relaxing time sitting outside, drinking a wine and reading, while the kids had great time in...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $954
    / Week
    Payment Protection
    View Details
    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The “Casina” of Setriolo is a typical barn restructured close to the main house where the owners live. Dipped in the green of the garden it is surrounded of cypresses, olive trees, roses and vineyards. It is composed of two bedrooms, a bathroom, furnished kitchen and a living room. Outside there is... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 18 March 2015
    Over the last ten years we spent six times a tjhree week's holiday at the casina. It means we really like this place. The house is very nice and well taken care of and the...
    5 of 5 stars Reviewed 14 March 2015
    For many years we have spent every summerholiday in Italy. It took only little time trying out various locations before we realized that the Casina at Setriolo was the perfect...
    See all reviews
    From
    $123
    / Night
    Payment Protection
    View Details
    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    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 Enquiry
    5 of 5 stars Reviewed 5 November 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
    $178
    / Night
    Payment Protection
    View Details
    1 / 13
    5 of 5 stars (6) Excellent
    12 Bedrooms / 11 Bathrooms / Sleeps 5
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 10 November 2014
    We spent the last week of October at IL Cellese in the Cispiano apartment. It was quiet and comfortable. We day tripped from there to Siena and San Gimignano. We also went into...
    5 of 5 stars Reviewed 10 July 2014
    The location is stunning and the accommodation lovely. We could never tire of the view we woke to each morning. A highlight was the evening meals prepared by Sylvia on Mon, Wed...
    See all reviews
    From
    $116
    / Night
    Payment Protection
    View Details
    1 / 16
    13 Bedrooms / 13 Bathrooms / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Hot Tub
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    A charming farmhouse, harmoniously situated in the traditional and magical frame of the Chianti hills, 1 km from Castellina in Chianti, in the heart of Tuscany... the ideal place for discovering the enchantment of Siena, the suggestive charm of Florence, the towers of S. Gimignano, the Etruscan... View all property information
    Make Enquiry
    From
    $1,011
    / Week
    View Details
    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has... View all property information
    Make Enquiry
    From
    $91
    / Night
    Payment Protection
    View Details
    1 / 72
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    2-room apartment 40 m2 on 1st floor, rustic furnishings: living/dining room with 1 double sofabed. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC. Garden. Terrace furniture. Facilities: Internet (DSL/LAN, extra). Please note: maximum 1 pet/ dog allowed.... View all property information
    Make Enquiry
    From
    $1,380
    / Week
    Payment Protection
    View Details
    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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 Enquiry
    From
    $5,513
    / Week
    Payment Protection
    View Details
    1 / 20
    5 Bedrooms / 9 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
    Make Enquiry
    From
    $191
    / Night
    Payment Protection
    View Details
    1 / 27
    4 Bedrooms / 4 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the... View all property information
    Make Enquiry
    From
    $215
    / Night
    View Details
    1 / 16
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    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 Enquiry
    Get the List
    From
    $260
    / Night
    Payment Protection
    View Details
    1 / 10
    5 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Ping Pong Table
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Apartment Cispiano A separate, spacious house unit for 5 people. Traditionally, Tuscan with large kitchen (and dishwasher) and with a fireplace, on the ground floor. A room with a double and single bed, and another room with a double bed. The bedrooms are on the upper floor and can be reached by a... View all property information
    Make Enquiry
    From
    $279
    / Night
    Payment Protection
    View Details
    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Rather unglamorously, this apartment used to house livestock owned by the tenant farmers. However, the transformation could not be more complete. Two large beautiful arched windows are the main feature of this bright 2-bedroom apartment. A covered entrance leads to a very light and roomy... View all property information
    Make Enquiry
    From
    $129
    / Night
    Payment Protection
    View Details
    1 / 30
    Ricavo
    21 Bedrooms / 21 Bathrooms / Sleeps 46
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    21 rooms (1 Suite, 3 Superior, 10 Classic, 3 Comfort and 3 Family Rooms) – Terraced Restaurant and breakfast room – Three living rooms – Bar – Panoramic pool - ... sq meters gardens and park – tennis court – parking. Yesterday: a classic Florentine 18th century private villa in the heart of... View all property information
    Make Enquiry
    From
    $150
    / Night
    Payment Protection
    View Details
    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Immersed in the country but within walking distance of Castellina in Chianti, a 150 sq.m. apartment in an old stone, Chianti farmhouse with its own big, enclosed private garden. The rooms are all large, the ceilings are beamed and terracotta tiled, floors terracotta tiled. From every window there... View all property information
    Make Enquiry
    From
    $272
    / Night
    View Details
    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • 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 Enquiry
    From
    $1,974
    / Week
    Payment Protection
    View Details
    1 / 11
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    traveller have booked this property
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Inside, the property is set over 3 floors. On the ground floor, there is an open plan living and dining area, a separate well equipped kitchen, bathroom and 2 double bedrooms. A spiral staircase leads guests up the watchtower to a pretty single bedroom. Another spiral staircase leads to a second... View all property information
    Make Enquiry
    From
    $272
    / Night
    Payment Protection
    View Details
    1 / 4
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    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 Enquiry
    From
    $182
    / Night
    Payment Protection
    View Details
    1 / 11
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This carefully designed and decorated apartment is located in a converted farmhouse halfway between Siena and Florence, a stone's throw from the local towns of Radda and Panzano. Besides two bedrooms, a bathroom, and kitchen, the apartment boasts a spacious living room with a soaring ceiling and... View all property information
    Make Enquiry
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places : 2 Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use. Can host one more child (max 12 years) with accommodation in a camping cot,... View all property information
    Make Enquiry
    From
    $3,831
    / Week
    View Details
    1 / 23
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ExteriorsLocated in the heart of the Chianti region, this extraordinary villa boasts views over the hills, the valleys and the countryside at its fullest. It is situated very close to Castellina in Chianti, a town in the province of Siena with ancient constructions, an Etruscan museum and several... View all property information
    Make Enquiry
    From
    $327
    / Night
    Payment Protection
    View Details
    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This typical Three Room apartment is part of a fantastic restored country resort set close to Castellina, so in the heart of Chianti Classico. The restoration of this medieval hamlet dates from 11th century. It rises up on a hilltop close to Siena, surrounded by vineyards and olive groves . Here,... View all property information
    Make Enquiry
    From
    $1,067
    / Week
    Payment Protection
    View Details
    1 / 27
    2 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Mountain Views
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    In the prestigious area of Chianti, the most visited in Tuscany, you will find this charmimg 80 m2 appartment in a lovely hamlet with all the conforts you need in order to truly enjoy your holidays and relax in our swimming pool and tennis court with stunning views. This charming apartement is... View all property information
    Make Enquiry
    From
    $221
    / Night
    Payment Protection
    View Details
    1 / 82
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    'Il Forno', 5-room apartment 130 m2 on 3 levels, on the ground floor, rustic furnishings: living/dining room. Exit to the loggia. 1 double bedroom, ceiling height 240 cm. Kitchenette (oven, dishwasher, freezer). Shower/bidet/WC. Upper floor: 1 double bedroom. 2nd upper floor: 1 room, 2 beds and... View all property information
    Make Enquiry
    From
    $204
    / Night
    Payment Protection
    View Details
    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • 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
    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 cypress, vineyards and centennial olive trees. Here, the best Tuscan wines and olive oils are... View all property information
    Make Enquiry
    From
    $620
    / Week
    View Details
    1 / 24
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa Sibilla F is an 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 Donato in Poggio... View all property information
    Make Enquiry
    From
    $96
    / Night
    Payment Protection
    View Details
    1 / 74
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3-room apartment 60 m2, on the ground floor, rustic furnishings: living room. 1 double bedroom with 1 bed. 1 room with 1 double bed (140 cm). Exit to the patio. Kitchenette (oven, dishwasher). Shower/bidet/WC. Garden. Terrace furniture. Facilities: Internet (DSL/LAN, extra). Maximum 1 pet/ dog... View all property information
    Make Enquiry
    From
    $100
    / Night
    Payment Protection
    View Details
    1 / 76
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3-room apartment 70 m2, on the ground floor, rustic furnishings: living/dining room with open-hearth fireplace. Exit to the garden. 1 double bedroom with 1 bed and 1 double sofabed. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC. Garden. Terrace furniture.... View all property information
    Make Enquiry
    From
    $204
    / Night
    Payment Protection
    View Details
    1 / 24
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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 Enquiry
    From
    $164
    / Night
    Payment Protection
    View Details
    1 / 27
    2 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    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 Enquiry
    From
    $3,608
    / Week
    View Details
    1 / 22
    5 of 5 stars (2) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    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 Enquiry
    5 of 5 stars Reviewed 2 July 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 22 January 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
    $204
    / Night
    Payment Protection
    View Details
    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This typical Two Room apartment is an ideal place for a couple or for a family with 1 or 2 small children (price is for 2 persons, extra charge for adults, see below, children sleeping with adults free of charge) The apartment is part of a fantastic restored country resort set close to Castellina,... View all property information
    Make Enquiry
    From
    $6,147
    / Week
    Payment Protection
    View Details
    1 / 20
    6 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    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 Enquiry
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 18
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places : 2 Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use. Can host one more child (max 12 years) with accommodation in a camping cot,... View all property information
    Make Enquiry
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places : 2 Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use. Can host one more child (max 12 years) with accommodation in a camping cot,... View all property information
    Make Enquiry
    From
    $2,614
    / Week
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Ping Pong Table
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casanovina comprises of the main house with 2 bedrooms and an annexe with 2 further bedrooms, sleeping 8 people in total. The private pool is at the rear of the house in the private garden. The sun terrace is large and well furnished. There is also a covered sseating area which includes a table... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 31 January 2015
    We had a lovely week in Casanovina - a really relaxing time enjoying the spectacular views, wine and food! Booking and service prior to going was great, as were our hosts over...
    See all reviews
    From
    $225
    / Night
    Payment Protection
    View Details
    1 / 22
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places: 6 +1 Four rooms, 90 sqm, fully equipped kitchen and living room, 3 double bedrooms (one with high window). Inside, each bedroom has TV and bathroom with shower (total 3 baths). On the ground floor with a private terrace with tables, chairs and umbrellas. It is possible to accommodate a... View all property information
    Make Enquiry
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 23
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places : 2 Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use. Can host one more child (max 12 years) with accommodation in a camping cot,... View all property information
    Make Enquiry
    From
    $144
    / Night
    Payment Protection
    View Details
    1 / 17
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Ping Pong Table
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places : 2+2 60 square meters, consisting of kitchen, living room with sofa bed and foldaway bed, TV, a double bedroom, a bathroom with shower. On the ground floor front with table, chairs and umbrella. It is possible to accommodate a + child (max 12 years) with accommodation in a cot or sofa... View all property information
    Make Enquiry
    From
    $144
    / Night
    Payment Protection
    View Details
    1 / 17
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Bed places : 4 Three rooms, 60 square meters, with kitchen and TV, 2 double bedrooms (one with high window), a bathroom with shower. The apartment is at the first floor. On the ground floor there are tables, chairs and umbrellas for common use outdoors. It is possible to accommodate a + child (max... View all property information
    Make Enquiry
    From
    $6,414
    / Week
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Nestled within the hills and woods of the Chianti Classico, this beautiful villa rental is the ideal place to spend a relaxing holiday. There is an extremely large garden with a private swimming pool and a covered terrace with a table and chairs where you and your family can enjoy delicious food... View all property information
    Make Enquiry