List your home
Apply filters
£ to

Holiday homes 15

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Buonconvento Clear

Location

  • All locations
  • Chiusure (1)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties

Filters applied: Air conditioning (15)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
15 Results   |  

from £102 / night

£710 - £922 / week

View

Excellent 5/5 

23 Photos

Province of Siena / Buonconvento

Farmhouse / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £102 / night

£710 - £922 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
A fabulously romantic stone farmhouse with its own private garden and shared pool. Ideal for a family of 4 or 2 couples looking for peace and tranquility. A short drive from Siena, Montalcino and the wine region. Wine tastings offered onsite in the historical cantina. Golf, tennis and horseback riding nearby. Cooking classes and wine tastings organized on site.  …see more

from £456 / night

£3192 / week

View

23 Photos

Province of Siena / Buonconvento

Farmhouse / 10 Bedrooms / sleeps 20

Short stays welcome

Add to shortlist

from £456 / night

£3192 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Wine Estate of Castelnuovo Tancredi has 3 stone farmhouses with a shared pool overlooking the gorgeous countryside of the Orcia valley. Private game reserve. Great for family reunions and country chic weddings. Horseback riding nearby and golf within 30 minutes. come discover the real Tuscany in the unspoiled Val d'Orcia. Wine tastings on site. Bicycles available .  …see more

from £532 / night

£3724 / week

View

16 Photos

Province of Siena / Buonconvento

Villa / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £532 / night

£3724 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Sleep up to 12 persons in 6 bedrooms and 4 bathrooms. Spacious and comfortable decor with a pool  …see more

Featured properties

from £429 / night

£3000 / week

View

Excellent 5/5 

25 Photos

Buonconvento / Chiusure

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

6 Nights min stay

Add to shortlist

from £429 / night

£3000 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Located in the heart of the famous Crete Senesi, Agricola Neci offers intimacy, privacy and relaxation. Just 2 km away from the Archabbey of Monte Oliveto Maggiore, it also borders with Buonconvento, just a step away from the vineyards of Brunello Montalcino.  …see more

from £393 / night

£2745 - £5249 / week

View

17 Photos

Province of Siena / Buonconvento

B&B / 7 Bedrooms / sleeps 14

3 Nights min stay

Add to shortlist

from £393 / night

£2745 - £5249 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Stunning views at 360°, strategic location, great pool, warm hospitality. Organic food, quiet beauty, activities in the open air like biking, hiking, horseback riding. Wine tastings, cooking classes, wine tours, daily sailing cruises on our sailboat, yoga, massage Independent fully equipped kitchen and BBQ available to all our guests who wish to prepare their own meals  …see more

from £143 / night

£1000 / week

View

14 Photos

Province of Siena / Buonconvento

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

Add to shortlist

from £143 / night

£1000 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Stunning views at 360°, strategic location, great pool, warm hospitality. Organic food, quiet beauty, activities in the open air like biking, hiking, horseback riding. Wine tastings, cooking classes, wine tours, daily sailing cruises on our sailboat, yoga, massage BBQ available to all our guests who wish to prepare their own meals  …see more

from £254 / night

£1774 - £3263 / week

View

9 Photos

Province of Siena / Buonconvento

Villa / 7 Bedrooms / sleeps 15

7 Nights min stay

Add to shortlist

from £254 / night

£1774 - £3263 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
FACILITIES: independent villa, outdoor swimming pool, heating, air-conditioning, Wi-Fi, satellite TV, pets welcome (a charge is applicable), cleaner available by request, cook available by request. TOWN: municipality of Buonconvento PROVINCE: Siena People: 15 Places of interest: Pienza 30 km San Gimignano 60 km Montepulciano 40 km Spa centres in Rapolano 25 km  …see more

from £286 / night

£2000 - £3325 / week

View

4 Photos

Province of Siena / Buonconvento

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £286 / night

£2000 - £3325 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Sited in rich agricultural countryside above the unspoilt Ombrone valley, the villa commands a spectacular view of nearby vineyards, distant farmhouses and castles which line the horizon.  …see more

from £3547 / night

£24823 - £38724 / week

View

10 Photos

Province of Siena / Buonconvento

Villa / 6 Bedrooms / sleeps 12

3 Nights min stay

Add to shortlist

from £3547 / night

£24823 - £38724 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa Oddi, featuring 6 bedrooms, is one of the largest Villas of the estate. Its renovation has accentuated the beauty and charm of the residence with a personal touch of its owner, bringing it into the 21st century with state-of-the-art technology, home automation and a private screening theater with an 82 inches screen. It also boasts a private tennis court, an heated infinity pool and breathtaking views of Montalcino. Villa Oddi is the perfect haven for a family reunion or a private business retreat.. During your stay, take time to explore the Castiglion del Bosco estate and its vineyards, woods and ancient church. Sample wine produced on the estate, play a round at its private golf course or take a hunting trip with the resident game warden. If you’d like to see more of the region, local restaurants are just over a mile away, Il Borgo is 5 km away and the town of Montalcino is 20 km away. When it’s time to leave, the Florence airport is 110 km away and the Pisa airport is 160 km away. BEDROOM & BATHROOM Ground Floor Bedroom 1: Double bed, En-suite bathroom, Television, Walk-in closet Bedroom 2: Double bed, En-suite bathroom, Television, Walk-in closet First Floor Bedroom 3 - Master: King size bed, En-suite bathroom with shower and stand alone tub, Television, Walk-in closet Bedroom 4: Double bed, En-suite bathroom, Television, Walk-in closet Bedroom 5: Two twin beds, En-suite bathroom, Television Pool House Bedroom 6 : Twin bed, En-suite bathroom, Television, Access to patio FEATURES & AMENITIES Fully-equipped kitchen Dining area with seating for 10 Media room Television 82” LCD flat screen TV Apple TV Playstation 4 Wi-Fi iPod dock Mini bar Air conditioning Fireplace Laundry facility Newspaper application for Apple and Android devices OUTDOOR FEATURES Heated swimming pool Pergola-shaded terrace with sitting area Alfresco dining Lounge chairs Pizza oven Tennis court SHARED VILLA AMENITIES Spa Steam bath Sauna Fitness center Bocce Tennis court Access to Kids Club Note: Guests are asked to book the use of sauna and steam bath in advance to guarantee full and uninterrupted private enjoyment of these facilities. STAFF & SERVICES Included: Housekeeping (2h per day) Turn down service Welcome grocery basket Pastry basket delivered daily 24h reception services Exit cleaning Extra Cost (advance notice may be required): Chef Events Grocery shopping Dining services for breakfast, lunch and dinner Babysitting Private transfers Helicopter transfers Courtesy car Personal maid and butler Spa menu for in-villa treatments Dog sitting Bodyguard Villa pre-stocking Activities and excursions LOCATIONPoints of Interest: 2 km to restaurants 4.7 km to Il Borgo 6 km to Castiglion del Bosco Golf Club 9.5 km to Buonconvento 12 km to church and Town of Montalcino 35 km to Siena 45 km to 225 km to Rome Airport: 110 km to Florence Airport, Peretola (FLR) 160 km to Pisa International Airport(PSA) 230 km to Rome Fiumicino Airport (FCO) VILLA POLICIES Maximum 12 guests Non-smoking villa Pets are allowed Social events permitted *ADDITIONAL INFORMATION Please Note: Castiglion del Bosco is an age-old Tuscan estate. Its vineyards and fields, woods, farmhouse villas and ancient church bear witness to the care and attention of generations of farmers, landowners, artists and architects. The estate lies within the confines of the Val d'Orcia, an undulating landscape known for its enchanting beauty and seductive juxtaposition of colors and textures. Deep green in spring and golden in fall, this gentle land is also rich in art and culture. Carefully preserved ancient sites, dating back to the Etruscan era, blend in with art from the Medieval and early Renaissance periods. The area is also famous for its agriculture. The vineyards of the Val d'Orcia, including Castiglion del Bosco's own, produce one of the most coveted Italian red wines, Brunello di Montalcino, and its younger sibling, Rosso di Montalcino. In addition to their deep-rooted appreciation for art, history, food and wine, Tuscans are great sports enthusiasts. Castiglion del Bosco offers ample opportunities to appreciate outdoor life to the full. Though a recent arrival, the 18-hole championship-standard Castiglion del Bosco Private Golf Club is already being ranked among the finest in Italy by golfing professionals. The extensive wooded hills and valleys on the vast estate provide endless scope for trekking, mountain biking, nature walks and hunting with the resident game warden. Fly fishing, horseback riding and hot-air ballooning are also among the activities offered on-site. From Castiglion del Bosco, all of Tuscany is within easy reach. Additional amenities include: media library, video game console, apple TV, housekeeper, lounging chairs, laundry facility, alfresco dining, mini bar.  …see more

from £456 / night

£3191 - £5156 / week

View

20 Photos

Province of Siena / Buonconvento

House / 5 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £456 / night

£3191 - £5156 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
This beautifully restored 14th century farmhouse sits within a farming estate on a hilltop with magnificent views over the soft hills of the Arbia river valley.  …see more

from £4813 / night

£33688 - £39875 / week

View

16 Photos

Province of Siena / Buonconvento

Villa / 10 Bedrooms / sleeps 20

7 Nights min stay

Add to shortlist

from £4813 / night

£33688 - £39875 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Il Casale is an outstanding country villa located in the Chianti just minutes from Siena and nearby Montalcino.  …see more

from £862 / night

£6029 - £8866 / week

View

28 Photos

Province of Siena / Buonconvento

Villa / 8 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £862 / night

£6029 - £8866 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Fortuna is a luxurious villa in Buonconvento, and is perfect for a large group of family or friends that wish to enjoy the natural beauty of their surroundings in a tranquil environment.  …see more

from £336 / night

£2350 - £4113 / week

View

16 Photos

Province of Siena / Buonconvento

House / 5 Bedrooms / sleeps 11

2 Nights min stay

Add to shortlist

from £336 / night

£2350 - £4113 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This beautiful villa was a traditional Sienese brick farmhouse restored in 2003. The main house accommodates 7 people, while a separate renovated barn holds an additional 2-4 guests. The property is spacious and located in completely private grounds with a swimming pool and well-maintained lawn. 23 km south of Siena and within easy reach of Florence, Arezzo, Montepulciano and San Gimignano, this property is perfectly placed to explore the delights of the region. Additional amenities include: ideal for teens, walking/hiking paths, wine tasting, lots to visit: tourist towns & villages, rural location, lots to do: outdoor pursuit & activities.  …see more

from £588 / night

£4113 - £9398 / week

View

28 Photos

Province of Siena / Buonconvento

House / 5 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £588 / night

£4113 - £9398 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa Cedro sits on the Buonconvento hilltop and is surrounded by a private park. It is a calm and serene villa with beautiful gardens, a swimming pool and a tennis court.The villa has a modern kitchen, spacious living room, breakfast room and dining room. Villa Cedro can accommodate up to 10 guests in 3 double bedrooms and 2 twin bedrooms. Villa Cedro perfectly blends the style of a traditional Tuscan villa with modern amenities. Additional amenities include: child-safe pool, ideal for teens, tennis court on site, walking/hiking paths, lots to see: outstanding landscapes, wine tasting, caretaker/owner lives on site, sauna/steam, rural location, lots to do: outdoor pursuit & activities, lots to visit: tourist towns & villages.  …see more

from £437 / night

£3053 - £4933 / week

View

25 Photos

Province of Siena / Buonconvento

House / 5 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £437 / night

£3053 - £4933 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This beautifully restored, 14th century farmhouse sits on a farming estate on a hilltop and has magnificent views over the soft hills of the Arbia river valley. The owners have personally directed the restoration of the house and produced an impeccably tasteful and modern home that will enchant all visitors. The grounds surrounding the house are fenced in to afford maximum privacy. Guests can enjoy a dip in the swimming pool, relax in the garden and dine outside on the terrace in complete peace and tranquillity. Additional amenities include: golf course nearby, ideal for teens, gated/fenced grounds, walking/hiking paths, lots to see: outstanding landscapes, wine tasting, caretaker/owner lives on site, sauna/steam, rural location, lots to do: outdoor pursuit & activities, lots to visit: tourist towns & villages.  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page