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 nearby Castiglion del Bosco

Localita Castiglion del Bosco, 53024, Montalcino, Italy
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$985 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    Suitability
    More filters
    Travellers to Montalcino are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 97 Rentals in Montalcino
    Cozy Collection of Villas in Tuscany1 / 30
    (53)Excellent
    6.4 kilometres from Castiglion del Bosco
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Fornello di Sopra, luxury villa with private pool1 / 51
    (5)Excellent
    7.0 kilometres from Castiglion del Bosco
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    5.3 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    7.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2017
    This is a really gorgeous place to stay. The views could not be better, the garden is eclectic and the pool is warm and inviting. We were slightly unsure whether to book based...
    Reviewed November 9, 2016
    Our family thoroughly enjoyed this stay in Tuscany. My husband and I have been to Italy many times, but this is the first time we brought the kids with us. (Ages 3 and 6...
    See all reviews
    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from the center of Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    5.9 kilometres from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Central Heating
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside, south of Siena. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa accommodation for rent with 9...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Make Enquiry
    Villa Spuntone1 / 22
    (2)Excellent
    6.3 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2018
    We’ve been to Tuscany before so looked long and hard to find a villa in Tuscany with a pool and in walking distance of a pretty town and Villa Spuntone exceeded our...
    Reviewed June 24, 2018
    The pictures of Villa Sputone are very accurate and we were most pleased with our one week stay (albeit time passed too quickly)! Sputone is everything you image when thinking...
    See all reviews
    About this property
    Beautiful stone-built villa rental accommodation (230 m2) situated approx. 500 m from the historical centre of Montalcino, ideal starting point for excursions to the spa resorts at Bagno Vignoni, the Orcia valley, Monte Amiata, the Maremma, Siena and the nearby wine producing estates for the...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    5.9 kilometres from Castiglion del Bosco
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside, south of Siena. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa accommodation for rent with 9...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
    Make Enquiry
    7.1 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Santilaria farmhouse is situated on the top of a small hill in the middle of a large farm in the Crete Senesi. The landscape surrounding the property is characterized by the gentle rolling hills that alternate between farmed fields and small wood groves. Absolute peace and quiet and in the...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Country house,Montalcino, Tuscany, TENUTA CANINA1 / 45
    (1)Excellent
    7.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 27, 2016
    A lovely comfortable well cared for villa set in a glorious location with a great pool. We went as a family (all adults) and really enjoyed the place. Stunning views of the area...
    See all reviews
    About this property
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    5.9 kilometres from Castiglion del Bosco
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Central Heating
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it was has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa rented in various ways depending on the...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Save time - get the best Montalcino rentals sent straight to your email!
    Get the List
    Villa Di Montesoli1 / 27
    (3)Excellent
    6.0 kilometres from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2018
    We stayed in Villa Di Montesoli to celebrate an 80th birthday. We were a family of 16 adults and had the most amazing time being together in this beautiful villa. It was...
    Reviewed September 13, 2016
    We stayed here with a total of 16 adults for a week. I have rented about 6 villas in this part of Tuscany in the past 10 years, and this one was by far the best. It is very...
    See all reviews
    About this property
    The original building was a typical Tuscan farm, and today it is a luxury holiday home in Tuscany. Besides the rooms in the typical Tuscan villa and the guesthouse, Villa Montesoli also offers luxury indoors and outdoors facilities: sophisticated architecture, completely restored in 2013, that...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Make Enquiry
    5.8 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa, located in Buonconvento, is ideal for 8 vacationers. It offers 4 bedrooms, a pool access, a furnished garden and a terrace. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take advantage...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    5.7 kilometres from Castiglion del Bosco
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Grill
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mansion, located in Buonconvento, is ideal for 16 vacationers. It offers 8 bedrooms, a private pool, a furnished garden and a terrace. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
    Make Enquiry
    5.8 kilometres from Castiglion del Bosco
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Cable/satellite TV
    • Parking
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mansion, located in Buonconvento, is ideal for 16 vacationers. It offers 8 bedrooms, a private pool, a furnished garden and a terrace. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    5.8 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Grill
    • Washer
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa, located in Buonconvento, is ideal for 8 vacationers. It offers 4 bedrooms, a pool access, a furnished garden and a terrace. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take advantage...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    8.0 kilometres from Castiglion del Bosco
    9 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Hot Tub
    • Sauna
    • Parking
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bastioni in the Siena- Val D'Orcia area of Tuscany is a Tuscan classic set in iconic countryside. Perfect for family get togethers. A Great location. Just ideal!  The Main Villa consists of a main building divided into 2 separate levels and can host 16...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 16
    Make Enquiry
    7.9 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels. Available for a fee, if desired:heating (when needed) EUR 75.00/week. Refundable security deposit paid cash upon arrival: EUR 200. Casa Prospero A is a pleasant and spacious apartment...
    View all property information
    Location Information
    Casal di Pari, Civitella Paganico
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Casanova luxury farmhouse in the Borgo Castelrotto - 6 to 16 Guests1 / 38
    (7)Excellent
    5.0 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2018
    We enjoyed the upscale rustic atmosphere of the farmhouse. It was well equipped and perfect for 3 couples. Some of us also participated in the wine harvest, a one of a kind...
    Reviewed September 29, 2017
    This is a wonderful place, very private in the Tuscan countryside with fantastic views. We spent three nights here while attending our daughter's wedding nearby, and we loved...
    See all reviews
    About this property
    Casanova is one of 2 luxury farmhouse in the exclusive hamlet of Borgo Castelrotto (full rental opportunity as well) part of the Castelnuovo Tancredi Wine Estate. A large living room and kitchen at the ground floor offer guests moments of real peace and tranquility, almost 250 mq of space and...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    5.5 kilometres from Castiglion del Bosco
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo Finocchieto, in Buoncovento, Tuscany, part of *****************, Tuscany Villas & Italy Villa Rentals An entire village in the province of Siena has become an ideal holiday destination for large groups of friends who want to experience something truly historic. Borgo Finocchieto is located on...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
    Make Enquiry
    7.2 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our agriturismo offers its guests wellness and tranquility on the spacious sunning patio around the swimming pool in the park that surrounds the old convent. The Antica Grancia di Quercecchio agriturismo is the ideal place to spend your Tuscan holiday in peace and quiet among olive groves and...
    View all property information
    Location Information
    Tavernelle, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino1 / 46
    (34)Very good
    6.3 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2014
    Outstanding location and home. It was great having a pool (even though it was above ground, fabric, four feet deep and had a manual cover you had to put back every time you...
    See all reviews
    About this property
    This beautiful villa for rent in Tuscany is in a great location - within walking distance of the town of Montalcino and is an ideal starting point for excursions around southern Tuscany. You'll love exploring Siena and the other surrounding towns, but you'll also want to spend plenty of time at...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    Fagianaia Luxury farmhouse at Borgo Castelrotto - 6 to 10 Guest1 / 37
    (1)Excellent
    4.4 kilometres from Castiglion del Bosco
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Fagianaia has 3 double bedrooms, 3 shower bathrooms, a large living room with a large sit-in fireplace and extra large kitchen with a table for family dining. The Fienile Cottage nearby offers 2 more Bedrooms and 2 more shower bathroom. It has also a private outside area downstairs at the farfen...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    4.9 kilometres from Castiglion del Bosco
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Beautifully restored farmhouse in Pari, Tuscany, f1 / 72
    (1)Excellent
    6.7 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Grill
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Petriolo is a farmhouse carefully restored with great attention for the details and maintaining as much as possible the original characteristics of the building with tuscan cotto floors and wooden beamed ceilings. It is located on the hills on the border between Grosseto and Siena nestled in...
    View all property information
    Location Information
    Pari, Civitella Paganico
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    7.9 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; linens; towels; electricity. Available for a fee, if desired:heating (when needed) EUR 50.00/week. Refundable security deposit paid cash upon arrival: EUR 150. Casa Prospero C is a welcoming two-story apartment surrounded...
    View all property information
    Location Information
    Casal di Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    6.3 kilometres from Castiglion del Bosco
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy winelovers' paradise in Montalcino from the beautifully renovated and spacious apartment - Casa Brunello di Montalcino - in the 17th century building with some nice original pieces, combining the traditional Tuscan countryside look with modern high-quality furniture and design. From the 30...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    5.9 kilometres from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Central Heating
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villa Ombrone is set in the Crete Senesi and the Val d'Orcia countryside, south of Siena. Until a few years ago Villa Ombrone was the classic Tuscan farmhouse, it has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Make Enquiry
    7.9 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; linens; towels; electricity. Available for a fee, if desired:heating (when needed) EUR 50.00/week. Refundable security deposit paid cash upon arrival: EUR 150. Casa Prospero B is a welcoming apartment surrounded by...
    View all property information
    Location Information
    Casal di Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    6.7 kilometres from Castiglion del Bosco
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A design and art retreat for a luxury holiday in Tuscany; Capanno is the perfect choice for those aiming to relax in the countryside and love modern and minimalist style. Capanno is a modern 220 sqm industrial construction built in late sixties and transformed in 1999 into an art studio by an...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Make Enquiry
    5.9 kilometres from Castiglion del Bosco
    5 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Located in the rich agricultural countryside above the unspoilt valley of the Ombrone River, uninterrupted views of nearby vineyards, distant farmhouses and castles can be enjoyed. Buonconvento, the nearest town (only 4k), provides for all needs. Siena is 29k to the north on...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 10
    Make Enquiry
    Borgo Castelrotto - Luxury farnahouse for 16 guests - Perfect Tuscan holiday1 / 51
    (2)Excellent
    5.1 kilometres from Castiglion del Bosco
    10 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2018
    the location is amazing, nestled in the midst of olive groves and grape vines. The pool is beautiful and plenty of quiet spaces to relax. Eating outside was fabulous, the pool...
    Reviewed September 29, 2017
    This is a wonderful place, a very private compound in Tuscany consisting of three houses with room for 16 people and fantastic views over the surrounding countryside. We spent...
    See all reviews
    About this property
    Wonderful and exclusively yours-a restored and private hamlet, called a borgo in italian, immersed in the countryside of the Orcia Valley and dating back to the last century. Three spacious farmhouses that have been recently restored and lovingly maintained so that you can savour the real flavour...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 16
    Make Enquiry
    7.1 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: The this property farmhouse is situated on the top of a small hill in the middle of a large farm in the Crete Senesi. The landscape surrounding the property is characterized by the gentle rolling hills that alternate between farmed fields and small wood groves. Absolute peace...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Tuscany country apartment for 41 / 20
    (3)Very good
    7.7 kilometres from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2015
    La Ripolina is set in a beautiful location with easy access to the local town of Buonconvento and surrounding areas of Montalcino and Montepulciano.Laura and her family could...
    See all reviews
    About this property
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    6.5 kilometres from Castiglion del Bosco
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Grill
    • Balcony
    • Washer
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This enchanting Tuscan villa enjoys a secluded setting near the town of Buonconvento, within easy reach of Montalcino and Siena. With lush gardens, olive groves, and panoramic views of the Sienese hills, the villa's estate invites you to savor the timeless pleasures of rustic Tuscany, while its...
    View all property information
    Location Information
    Murlo, Province of Siena
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    7.2 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our agriturismo offers its guests wellness and tranquility on the spacious sunning patio around the swimming pool in the park that surrounds the old convent. The Antica Grancia di Quercecchio agriturismo is the ideal place to spend your Tuscan holiday in peace and quiet among olive groves and...
    View all property information
    Location Information
    Tavernelle, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 3
    Make Enquiry
    B&B in centro storico Montalcino Val D'Orcia1 / 6
    (1)Excellent
    6.2 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Central Heating
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 21, 2016
    The room is so clean with self service breakfast that Gigliola and her husband provided. They r so kind,recommended the best restaurant and places to visit.
    See all reviews
    About this property
    Per chi ama trascorrere il proprio tempo libero o le vacanze a Montalcino e godersi lo stupendo paesaggio della Val D'orcia, il Bed and Breakfat Il Sogno del Musicista è il luogo ideale dove fermarsi. Il b&b ha tre ampie camere,con bagno privato, tv e connessione wi fi gratuita. Si trova nel...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    6.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Private Garden
    • Housekeeping Included
    • Parking
    • Terrace
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palazzina Cesira is a beautiful 13th Century residence with a refined and tranquil ambience. An elegant home, located in the historic center of Montalcino. It is a place where you will experience the style and atmosphere of times gone by. Palazzina Cesira offers an inviting and relaxed environment....
    View all property information
    Location Information
    Montalcino, Province of Siena
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    7.7 kilometres from Castiglion del Bosco
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • Housekeeping Included
    • Central Heating
    • Porch
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Private Room - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    Make Enquiry
    7.9 kilometres from Castiglion del Bosco
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Sauna
    • DVD Player
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa Arbia is a typical Tuscan hamlet (called “Borgo”), perched on top of a hill, near the village of Buonconvento, in the province of Siena. The Borgo - originally a farming village passed between wealthy Tuscan families for centuries – comprises 5 beautiful houses,...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
    Make Enquiry
    6.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Casale Montebendico is a gracious, recently restored property. The property is located on the border of Val d’Orcia, area renown for the “Crete Cenesi” and the “Maremma”, a land which extends from the splendid countryside to the Tyrrhenian sea. Situated only a few kilometres...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    4.5 kilometres from Castiglion del Bosco
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Balcony
    • Grill
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Casale di Pari, Civitella Paganico
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    6.5 kilometres from Castiglion del Bosco
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Le Macine is a farmhouse which the owners finished renovating with great skill in 2011. It dates to the beginning of the 20th century and its name derives from the fact that along the entrance drive are present two antique millstones of an old oil mill. The renovation was...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    8.0 kilometres from Castiglion del Bosco
    6 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed by the well known Sienese architect Baldassare Tommaso Peruzzi, Il Santo extended over the centuries and recently renovated, became a unique and historical Tuscan private villa, providing spacious and luxuriously accomodation for 12 guests. The combination of a contemporary country estate...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 14
    Make Enquiry
    6.5 kilometres from Castiglion del Bosco
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    5.3 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Typical farmhouse, 250 sq. m. with 4 double bedrooms, two of which include a double sofa bed, and 4 bathrooms, holding up to 10 persons. The property has a large garden with private swimming pool, and outdoor area perfect for meals, air conditioning, Wi-Fi and satellite TV. The...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    4.5 kilometres from Castiglion del Bosco
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Casale di Pari, Civitella Paganico
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    5.9 kilometres from Castiglion del Bosco
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villathis property is set in the Crete Senesi and the Val d'Orcia countryside, south of Siena. Until a few years ago Villathis property was the classic Tuscan farmhouse, it has been renovated in depth and equipped with all the comforts. It has in fact become a beautiful villa...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
    Make Enquiry
    Villa Di Montesoli1 / 32
    (1)Excellent
    6.0 kilometres from Castiglion del Bosco
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2014
    Just spent a week there with 18 friends, it was amazing! The farm manager pietro and his team really looked after us and the place is huge, is well maintained and has amazing...
    See all reviews
    About this property
    Make a romantic Tuscan getaway at Villa Di Montesoli. Though the spacious nine-bedroom property offers accommodations in both a main villa and guest house, its interiors feel traditional and intimate, and amenities like a spa area, jetted tub and billiards room are hotel-worthy perks. If you can...
    View all property information
    Location Information
    Buonconvento, Province of Siena
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Make Enquiry
    6.2 kilometres from Castiglion del Bosco
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Central Heating
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Description: A farmhouse with stunning views this property is located at an altitude of 400 metres above sea level. It stands on its own and benefits of complete privacy. The house is reached by a 4 km country gravel road. This beautiful valley is a nature preserve located...
    View all property information
    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    7.1 kilometres from Castiglion del Bosco
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Set in the heart of the Val d'Orcia, where the hill of Montalcino turns to the south-west facing the magnificent nature of the Maremma, is this splendid modern residence overlooking the valley, with a breathtaking view that stretches as far as the eye can see to the peaks of...
    View all property information
    Location Information
    Tavernelle, Montalcino
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    1
    List your property
    Owner log in