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 Castelnuovo Berardenga, 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.
mm/dd/yyyy mm/dd/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}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price range
    ($207 Average)
    $0per night $1,000+
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    loading...
    From
    $900
    / Night
    View Details
    1 / 30
    4.5 of 5 stars (7) Very good
    Pievasciata
    9 Bedrooms, 8 Bathrooms, Sleeps 16
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    From
    $1,667
    / Week
    View Details
    1 / 16
    4 of 5 stars (1) Very good
    San Gusme
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    From
    $186
    / Night
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    San Gusme
    2 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    From
    $238
    / Night
    View Details
    1 / 16
    5 of 5 stars (3) Excellent
    San Gusme
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Shared Outdoor Pool...
    • Central Heating
    • Stereo System
    • Fireplace
    • Washer
    • Deck
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    San Donato di Villa Arceno is an exquisite gem set in rolling Chianti vineyards with views that stretch 360 degrees past a nearby 13th century hill town to Siena and into infinity. Part of the original estate of Villa Arceno, San Donato di Villa Arceno has a history that goes back many 100's of... View all property information
    Make Inquiry
    Location Information
    53019, San Gusme, Castelnuovo Berardenga
    5 of 5 stars Reviewed February 11, 2012
    My husband and our sister and brother-in-law stayed at this lovely villa in situated between the tiny, but magic little towns of San Gusme and Castelnuovo Bernardena. The...
    See all reviews
    From
    $116
    / Night
    View Details
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Parking
    • Washer
    • Dishwasher
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $8,768
    / Week
    View Details
    1 / 91
    9 Bedrooms, 10 Bathrooms, Sleeps 18
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Deck
    • Air Conditioning
    • Internet Access
    • Dishwasher
    • Shared Outdoor Pool...
    • TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Cassiano is a charming two-story age-old farm house surrounded by meadows and by green hills. It sleeps 18 people. From Villa Cassiano you will enjoy an enchanting view of the Tuscan countryside and of the greenery. Villa Cassiano is 500 square meters (5380 square feet). It features a private... View all property information
    Make Inquiry
    Location Information
    Castelnuovo Berardenga, Province of Siena
    From
    $140
    / Night
    View Details
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Dishwasher
    • Parking
    • Shared Outdoor Pool...
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $700
    / Night
    View Details
    1 / 30
    Pievasciata
    6 Bedrooms, 8 Bathrooms, Sleeps 13
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Parking
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Built around a 13th-century watchtower, Villa Il Cerretaccio offers beautiful views of the Chianti countryside in a luxurious setting. With nine bedrooms and plenty of outdoor space, the villa is ideal for a family reunion, wedding or simply a relaxing getaway. Though the location is quiet and... View all property information
    Make Inquiry
    Location Information
    53019, Pievasciata, Castelnuovo Berardenga
    From
    $4,027
    / Week
    View Details
    1 / 20
    Montaperti
    6 Bedrooms, 6 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Mountain Views
    • Grill
    • Refrigerator
    • Washer
    • Internet Access
    • Satellite TV
    • Central Heating
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    If a villa holiday in Tuscany is calling to you, take a closer look at Villa Magna. This property provides ample room for twelve guests, offering six beautiful bedrooms and a variety of other features you’ll fall in love with on first sight. If a villa holiday in Tuscany is calling to you, take a... View all property information
    Make Inquiry
    Location Information
    Montaperti, Castelnuovo Berardenga
    From
    $1,128
    / Night
    View Details
    1 / 17
    Montaperti
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Dryer
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the best of Tuscan country and city life at Il Roseto. Set on a hilltop on a private farming estate just outside Siena, the five-bedroom villa is surrounded by olive groves. Its stone walls and tile roof evoke traditional Tuscan style, but the elegant interiors have every modern convenience.... View all property information
    Make Inquiry
    Location Information
    53100, Montaperti, Castelnuovo Berardenga
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $678
    / Night
    View Details
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Central Heating
    • Stove
    • Parking
    • Dryer
    • Washer
    • Refrigerator
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The enchanting Villa Terrazzeria is a adorable villa set in the stunning Tuscany countryside. The villa is made up of two apartments Terrazzeria and Librer, both perfectly combine traditional Tuscan style with antique and modern touches. Terrazzeria sleeps 4 guest in 2 double bedroom. There is a... View all property information
    Make Inquiry
    Location Information
    Castelnuovo Berardenga, Province of Siena
    From
    $58
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Internet Access
    • Dishwasher
    • Private Yard
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    'Apt. Piccolo', 3-room apartment 50 m2, on the ground floor, spacious, comfortable and rustic furnishings: open living/dining room with 1 sofabed and dining table. Exit to the garden. 1 double bedroom. Open kitchen (4 hot plates, oven, dishwasher) with dining table. Shower/bidet/WC. Facilities:... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $112
    / Night
    Payment Protection
    View Details
    Vagliagli
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Stereo System
    • Central Heating
    • Patio
    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Two bedroom apartment of 86sqm on the ground floor. Two double bedrooms, large living room, kitchen corner and bathroom with shower. At disposal a nice “veranda” covered by a wine plant for dining “al fresco”. Internet wi fi (not available in all rooms), Tv Sat. This lovely villa with pool in... View all property information
    Make Inquiry
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    From
    $704
    / Night
    View Details
    1 / 20
    Vagliagli
    7 Bedrooms, 6 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Parking
    • Grill
    • Washer
    • Satellite TV
    • Wi-Fi
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Villa Solara is a beautiful, modern villa, offering spectacular views of the surrounding countryside. Set within well-kept, private grounds and with easy access to local amenities, the villa is a perfect place for family or cultural holidays. The entrance hall opens into a spacious open-plan... View all property information
    Make Inquiry
    Location Information
    06070, Vagliagli, Castelnuovo Berardenga
    From
    $87
    / Night
    View Details
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Central Heating
    • Parking
    • Washer
    • Dishwasher
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $84
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Shared Outdoor Pool...
    • Shared Tennis Court
    • Patio
    • Internet Access
    • Horse Riding Nearby
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but following the battles between Siena... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $74
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Tennis Court
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    1-room apartment 44 m2 on 1st floor: living/dining room. Gallery with 1 double bed. Kitchenette (4 hot plates, oven). Shower/bidet/WC. Private outside area. Included: Cot (up to 2 years), Power costs, Gas, Laundry (initial supply of bed linen and towels), No Local Tax charged for children, Water... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $1,301
    / Week
    View Details
    1 / 22
    San Gusme
    2 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stereo System
    • DVD Player
    • Central Heating
    • Horse Riding Nearby
    • Wi-Fi
    • Shared Outdoor Pool...
    • There Are Tennis...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    Colonica Gigli is a portion of a typical Tuscan farmhouse immersed in the green Chianti hills covered with vineyards and olive groves. Recently restored the original stone building stands in a well tended green lawn. The large private garden is totally fenced ensuring complete privacy. Entering... View all property information
    Make Inquiry
    Location Information
    San Gusme, Castelnuovo Berardenga
    From
    $73
    / Night
    Payment Protection
    View Details
    Vagliagli
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Horse Riding Nearby
    • Refrigerator
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    • Shared Tennis Court
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Description These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but following the battles... View all property information
    Make Inquiry
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    From
    $2,279
    / Week
    View Details
    1 / 33
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Grill
    • Central Heating
    • Shared Outdoor Pool...
    • Internet Access
    • Parking
    • Dishwasher
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide-ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well-kept, blooming and... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Get the List
    From
    $463
    / Night
    Payment Protection
    View Details
    1 / 40
    5 of 5 stars (4) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 11
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Deck
    • Air Conditioning
    • Fireplace
    • Mountain Views
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Il Colombaio di Montebenichi is an ancient traditional Tuscany farmhouse originally built in the year 1232. It is only steps away from the quaint hamlet of Montebenichi on a hilltop at about 500 meters above sea level, with breathtaking views, and only 20 minute car drive from Siena. This villa... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed August 19, 2013
    The location is so very convenient to many sites of Tuscany. Valerie was so very hospitable and wanted our time there to be special and it really was. The villa is perfect for...
    5 of 5 stars Reviewed December 3, 2012
    We stayed at the villa after traveling around Europe for two weeks, we were looking for total relaxation which we found! My husband and I had 4 children with us, 12 and three 16...
    See all reviews
    From
    $100
    / Night
    Payment Protection
    View Details
    1 / 32
    4.5 of 5 stars (2) Very good
    San Gusme
    2 Bedrooms, 1 Bathroom, Sleeps 5
    other traveler has booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    4 of 5 stars Reviewed November 14, 2014
    appartamento magnifico, in un piccolissimo borgo di pietra, in uno scenario naturale semplicemente incantevole. a un passo da Siena e dalle Crete senesi, dal Chianti con i suoi...
    5 of 5 stars Reviewed June 29, 2014
    Biz, ailece uzun bir İtalya seyahati yaptık ve bir gün burada kaldık. Ama daha çok zaman geçirmek isterdik, burayı sevdik. en çok aklımızda kalan, en keyif aldığımız yerdi. Çok...
    See all reviews
    From
    $912
    / Week
    View Details
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Central Heating
    • Balcony
    • TV
    • Grill
    • Shared Outdoor Pool...
    • Washer
    • Refrigerator
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    At the centre of the complex Poggitazzi, there is an agritourism, which was created through the renovation of a large farmhouse built in 1911 called La Fabbrica ('The Factory'). The name derives from its initial use as the site for the processing of all the products made on the farm, which included... View all property information
    Make Inquiry
    Location Information
    52028, Castelnuovo Berardenga, Province of Siena
    From
    $78
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Dishwasher
    • Balcony
    • TV
    • Towels Provided
    • Internet Access
    • Refrigerator
    • Stove
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Apartment for rent, close to Siena, in the heart of Chianti harming, recently built apartment with high-quality finishes, located on the first floor of a terraced house and composed of a bright double bedroom, a spacious living room with double sofa bed and a completely equipped open kitchen. The... View all property information
    Make Inquiry
    Location Information
    Castelnuovo Berardenga, Province of Siena
    From
    $979
    / Week
    View Details
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Central Heating
    • Grill
    • Parking
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $987
    / Week
    View Details
    1 / 37
    Montaperti
    4 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Tennis Court
    • Private Outdoor...
    • Parking
    • Grill
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Stone house surrounded by the green countryside just beyond the Etruscan town of Volterra, which preserves countless traces of this ancient civilization. The massive town walls enclose the old town full of monuments from various eras and that alone is worth the visit to the town. The location of... View all property information
    Make Inquiry
    Location Information
    Montaperti, Castelnuovo Berardenga
    From
    $774
    / Night
    View Details
    1 / 36
    Pievasciata
    8 Bedrooms, 7 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Private Tennis Court
    • Satellite TV
    • Parking
    • Grill
    • Washer
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    In the gently rolling hills of the Sienese Chianti region stands Torreantica, whose origins date back to the 13th century when it was a watchtower dominating over the streets and possessions of the lords of the valley. Centuries have passed but the beauty of the landscape has not changed, thus... View all property information
    Make Inquiry
    Location Information
    Pievasciata, Castelnuovo Berardenga
    From
    $1,319
    / Night
    View Details
    1 / 35
    San Gusme
    9 Bedrooms, 9 Bathrooms, Sleeps 18
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Parking
    • Air Conditioning
    • Private Tennis Court
    • Satellite TV
    • Private Outdoor...
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    In the unmistakable and characteristic landscape of the Chianti Classico area stands Villa Orchidea, a typical Tuscan country house dating back to the beginning of the 18th century situated in the whereabouts of Castelnuovo Berardenga. The location, quiet and pleasant amongst the olive groves and... View all property information
    Make Inquiry
    Location Information
    San Gusme, Castelnuovo Berardenga
    From
    $2,639
    / Week
    View Details
    1 / 32
    Vagliagli
    7 Bedrooms, 6 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Grill
    • Internet Access
    • Satellite TV
    • Parking
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide-ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well-kept, blooming and... View all property information
    Make Inquiry
    Location Information
    Vagliagli, Castelnuovo Berardenga
    From
    $2,639
    / Week
    View Details
    1 / 32
    7 Bedrooms, 6 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Central Heating
    • Washer
    • Grill
    • Dishwasher
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide-ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well-kept, blooming and... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $2,279
    / Week
    View Details
    1 / 34
    Vagliagli
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • Grill
    • Dishwasher
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide-ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well-kept, blooming and... View all property information
    Make Inquiry
    Location Information
    Vagliagli, Castelnuovo Berardenga
    From
    $101
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (13) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
    other traveler has booked this property
    Overview Reviews (13) Make Inquiry
    Overview Reviews (13)
    Amenities & Details
    • Staffed Property
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Mountain Views
    • Satellite TV
    • Central Heating
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    About this property
    Farmhouse 'I Moraioli' is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the whole Province of Siena to Monte... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed June 12, 2015
    We booked this accommodation for four nights, to have a longer break on our drive from Gloucestershire to Greece after a series of one-night stops. How pleased we were to have...
    5 of 5 stars Reviewed May 26, 2015
    I can't believe I forgot to write a review! My friend and I stumbled upon Fernando's farmhouse 2 years ago while on our European backpacking trip. This place provided the...
    See all reviews
    From
    $397
    / Night
    View Details
    1 / 34
    4.5 of 5 stars (6) Very good
    Ponte a Bozzone
    6 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Amenities & Details
    • Internet Access
    • Fireplace
    • Washer
    • Satellite TV
    • DVD Player
    • Balcony
    • Stereo System
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Set in the green outskirts of the medieval city of Siena, Fienile is wonderfully located to take in the countryside, for apart from the hospital seen on the horizon all else is olive groves, cultivated fields, and large distant villas which sit where the land rises. While this lovely feeling of... View all property information
    Make Inquiry
    Location Information
    Ponte a Bozzone, Castelnuovo Berardenga
    5 of 5 stars Reviewed July 29, 2015
    This villa is absolutely gorgeous. Ten of us stayed there, ranging in age from 13 years to 59. Plenty of room for all. We didn't spend much time inside because the garden, patio...
    4 of 5 stars Reviewed August 31, 2014
    Great location - 20 mins from easy to access car park in Siena (Il Campo). Supermarket on road by from Siena to villa. Villa - Very clean, great use of space, comfortable...
    See all reviews
    From
    $884
    / Week
    Payment Protection
    View Details
    1 / 19
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Central Heating
    • Sauna
    • Ping Pong Table
    • Game Room
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    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
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    4 of 5 stars Reviewed June 8, 2015
    My husband and I and two adult daughters had a great week at the cottage. The cottage and larger rental house are set amongst a vineyard and olive trees, and the pool area is...
    5 of 5 stars Reviewed August 18, 2013
    What a find! Genuine Old School Italian Hospitality. Set in Ancient rural area. Gorgeous sunrise/sunsets.Expansive views.Comfortable beds/accomadation. Ample room.Attentive and...
    See all reviews
    From
    $140
    / Night
    View Details
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Parking
    • Washer
    • Central Heating
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $74
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Balcony
    • Linens Provided
    • Garage
    • TV
    • Washer
    • Stove
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Bright apartment located on the ground floor of a recently built terraced house.The charming private garden is accessibile from a large living room with double sofa bed, and the open kitchen is completely equipped. The bathroom has shower.The same care and high quality finishes can be found in the... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $75
    / Night
    Payment Protection
    View Details
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Horse Riding Nearby
    • There Are Tennis...
    • Satellite TV
    • Wi-Fi
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment Papavero is made up of two... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $74
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Refrigerator
    • Linens Provided
    • TV
    • Balcony
    • Towels Provided
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    harming, recently built apartment with high-quality finishes, located on the first floor of a terraced house and composed of a bright double bedroom, a spacious living room with double sofa bed and a completely equipped open kitchen. The apartment is completed by a bathroom with shower. The living... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $75
    / Night
    Payment Protection
    View Details
    2 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • There Are Tennis...
    • DVD Player
    • Horse Riding Nearby
    • Shared Outdoor Pool...
    • Wi-Fi
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment Glicine is made up of two... View all property information
    Make Inquiry
    Location Information
    530198, Castelnuovo Berardenga, Province of Siena
    From
    $6,242
    / Week
    View Details
    1 / 28
    Pievasciata
    7 Bedrooms, 6 Bathrooms, Sleeps 13
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Balcony
    • Stove
    • Fireplace
    • Washer
    • TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    [L A Y O U T] MAIN HOUSE Ground floor: Entrance; kitchen/ dining room opening on to garden and veranda furnished for outdoor meals; laundry room with shower, cloakroom. First floor: Master bedroom with en-suite bathroom (shower only) opening on to the garden; 2 double bedrooms (one with fireplace);... View all property information
    Make Inquiry
    Location Information
    50313, Pievasciata, Castelnuovo Berardenga
    From
    $1,331
    / Week
    Payment Protection
    View Details
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Ping Pong Table
    • Hot Tub
    • Sauna
    • Private Indoor Pool
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    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
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $2,461
    / Week
    Payment Protection
    View Details
    Vagliagli
    8 Bedrooms, 4 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Private Outdoor...
    • Washer
    • Central Heating
    • Ping Pong Table
    • Wi-Fi
    • Sauna
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    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
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    From
    $5,459
    / Week
    View Details
    1 / 28
    Pievasciata
    6 Bedrooms, 5 Bathrooms, Sleeps 11
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Internet Access
    • Refrigerator
    • TV
    • Washer
    • Stove
    • Fireplace
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    [L A Y O U T] MAIN HOUSE Ground floor: Entrance; kitchen/ dining room opening on to garden and veranda furnished for outdoor meals; laundry room with shower, cloakroom. First floor: Master bedroom with en-suite bathroom (shower only) opening on to the garden; 2 double bedrooms (one with fireplace);... View all property information
    Make Inquiry
    Location Information
    50313, Pievasciata, Castelnuovo Berardenga
    From
    $268
    / Night
    Payment Protection
    View Details
    1 / 34
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Playground
    • Shared Outdoor Pool...
    • Fireplace
    • Internet Access
    • Water Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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. There are four 2-bedroom villas for rent, each suitable for 4 people:'Casa di Giocche', 'La... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed July 12, 2011
    Steeped in history, our first view of Castello di Montalto is one we will never forget. The huge but utterly beautiful castle set in exquisite countryside reflects a rare old...
    See all reviews
    From
    $4,452
    / Week
    View Details
    1 / 28
    Pievasciata
    5 Bedrooms, 4 Bathrooms, Sleeps 9
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Dishwasher
    • Washer
    • Balcony
    • Private Outdoor...
    • Fireplace
    • Stove
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    [L A Y O U T] Ground floor: Entrance; kitchen/ dining room opening on to garden and veranda furnished for outdoor meals; laundry room with shower; cloakroom. First floor: Master bedroom with en-suite bathroom opening on to the garden; 2 double bedrooms (one with fireplace); single bedroom; bathroom... View all property information
    Make Inquiry
    Location Information
    50313, Pievasciata, Castelnuovo Berardenga
    From
    $537
    / Night
    Payment Protection
    View Details
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • Shared Outdoor Pool...
    • Patio
    • Shared Tennis Court
    • Fireplace
    • Washer
    • Internet Access
    • Horse Riding Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
    Make Inquiry
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    From
    $2,650
    / Week
    View Details
    1 / 13
    Pianella
    6 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Refrigerator
    • Washer
    • TV
    • Linens Provided
    • Stove
    • Grill
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. In the heart of the Chianti Classico region, this hillside estate offers a tranquil, classic Tuscan experience. Il Cipresso is a large house, surrounded by grass, simple gardens... View all property information
    Make Inquiry
    Location Information
    Pianella, Castelnuovo Berardenga
    From
    $2,500
    / Week
    View Details
    1 / 16
    Pianella
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Refrigerator
    • TV
    • Balcony
    • Washer
    • Grill
    • Stove
    • Fireplace
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. In the heart of the Chianti Classico region, this hillside estate offers a tranquil and classic Tuscan experience. Part of a small 17th century hamlet that's centered around a... View all property information
    Make Inquiry
    Location Information
    Pianella, Castelnuovo Berardenga
    From
    $1,250
    / Week
    View Details
    1 / 19
    Vagliagli
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Dishwasher
    • TV
    • Refrigerator
    • Washer
    • Stove
    • Fireplace
    • Balcony
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    (Minimum of one week rental required) Additional amenities include: living room, car recommended, pool 5 x 9 meters, views, maid available in request, heating, crib, dining room. View all property information
    Make Inquiry
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    From
    $54
    / Night
    View Details
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Parking
    • Internet Access
    • Dishwasher
    • Refrigerator
    • Shared Outdoor Pool...
    • Central Heating
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    Three nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic location and enjoys extensive views... View all property information
    Make Inquiry
    Location Information
    53010, Castelnuovo Berardenga, Province of Siena