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Welcome to Villa Gauggiole, a four bedroom property located at Castiglion Del Bosco. This a rare opportunity to enjoy Tuscany the way it is meant to be experienced—on a magnificent country Estate nestled among rolling hills, sweeping vineyards, centuries-old farmhouses and treasures of antiquity, while indulging in the fruits of the land in the form of fresh regional cuisine and delectable wines.

Located in the most picturesque areas of the Estate are twenty 17th and 18th century Tuscan farmhouses that once supported the Estate's traditional agricultural activities. Nine of these homes, ranging in size from 3,000 to 6,000 square feet, have been transformed into luxurious Villas. Some are tucked away in the forest, others overlook vineyards and olive groves, a few nestle inside the Borgo and one sits proudly next to the castle ruins, but all enchant with stunning views of the Tuscan countryside.

Surrounded by vineyards, Villa Gauggiole was once home to a large farming family. Today this villa has been elegantly transformed, betraying its ancient roots in the rugged stone walls and traditional beamed ceilings, but adding modern luxuries, an air of sophisticated style, and a delightfully scenic pool and garden.

The living area has a glorious open fireplace which is complimented by 2 large beige coloured sofa couches. There is a very rustic feel about this room with the wooden ceiling and beams, Old Italian pottery that sits on the tables and long draping curtains that hide the double patio doors.

The kitchen is very spacious and makes food preparation very easy for either the budding cooks in your group or a private chef who can be hired in at any time. The furnishing are all made of stained Italian wood and have the most modern of appliances and utensils. A large breakfast bar with seating stands in the middle for your long coffee mornings and chats.

The villas comprises of 3 bedroom located upstairs in the main house. The master bedroom has a glorious king size bed, tv and walk in wardrobe. The scenery from the windows in this room are breathtaking. There is also a double bedroom with king size bed and a twin room with 2 singles bed. All rooms are en suite with bath tub and shower.

The fourth room is a guest room located adjacent to the house. It has a double bed and is en suite as well. The pool house has good living room space and fireplace. If it’s a rare piece of Tuscany you are looking for where you can sit back and relax then Villa Gauggiole will suit you well.

Bedroom 1 - Master
King size bed, En-suite bathroom, Flat screen TV

Bedroom 2
King size bed, En-suite bathroom, Flat screen TV

Bedroom 3
Twin bed, Bathroom, Flat screen TV

Bedroom 4 – Guest House
King size bed, En-suite bathroom, Flat screen TV, Outdoor sitting area.

• Air conditioning
• Fireplace
• Satellite TV
• DVD player
• Video games
• Board games
• Wi-Fi access
• Mini bar
• Laundry facility
• Fully equipped kitchen
• Heated pool
• Pool house
• Outdoor furniture
• Alfresco dining
• Pizza oven
• Tennis court
• Heated infinity pool
• Steam bath
• Sauna
• Gym
• Bocce
• 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:
• Gardener
• Final cleaning service
• Daily cleaning service (2 hours/day)
• Newspaper application for Android and Apple devices
• Welcome groceries
• Daily delivered pastry basket

At Extra Cost – advance notice may be required:
• Villa pre-stocking
• Activities and excursions

Villa Policies
• Maximum 9 guests
• Children welcome
• Non-smoking villa
• Pets permitted
• The villa is not suitable for mobility impaired individuals

Getting There
• Rental vehicle recommended
• Transport available

• 2 km to restaurants
• 3.7 km to Il Borgo
• 12 km to church and town of Montalcino
• 45 km to hospital
• 119 km to Florence Airport
• 160 km to Pisa Airport
• 220 km to Rome Airport

Area description

Castiglion del Bosco is a picture perfect landscape set in the heart of Tuscany. A five-thousand-acre estate immersed in the countryside outside Siena, with its gently rolling hills and knolls sloping down into large expanses of green in springtime and bathed in golden hues come autumn.
The property is one of the oldest and best-preserved estates in Tuscany. It is clustered around the tranquil Borgo, once an important farming and social hub, bordered by charming avenues of resinous cypresses and alive with lush aromatic courtyards, terraced gardens and sweet-scented kitchen gardens.
Situated on the ancient Via Francigena, a route travelled by merchants and pilgrims, with age-old traces of the Etruscan civilization and fine examples of Medieval and early Renaissance art, Castiglion del Bosco also offers an immaculate golf course, a Winery with barrel cellar, and a vibrant wildlife reserve. The estate’s dense woodland is teeming with deer, wild boar, pheasants and badgers, making outdoor activities all the more exciting. Imagination comes to life and that perfect picture we have painted truly exists just 90 km from Florence and 45 km from Siena, in the green and sunny Tuscan countryside.


Unnamed Road, 53024 Montalcino SI, Italy
Nearest airport Florence International Airport
Pisa International Airport
Rome International Airport
120 km
180 km
220 km


  • Bedroom(s): 4 ( Sleeps 8 )
    3 Double with en-suite, 1 Twin with en-suite
  • Bathroom(s): 4
    3 Baths, 4 Showers, 4 Wash basins, 4 Toilets
  • General facilities: Ceiling Fans, Fireplace, Garden, Garden View, Gym - Communal, High Speed Internet, Ice Maker, Panoramic Views, Parking, Pizza Oven, Sauna, Security, Terrace, Wifi
  • Indoor facilities: Alarm Clock, All Bedrooms Air Conditioned, All Bedrooms En Suite, Blender, CD Player, Coffee Maker, Dishwasher, Drier, DVD Player, Freezer, iPOD Docking Station, Iron and Board, Microwave, Safe, TV
  • Outdoor facilities: Bbq, Communal Swimming Pool, Golf field, Golf Views, Heated Pool, Mountain View, Parking, Patio, Play Ground, Restaurants nearby, Sun Loungers, Sun Umbrellas, Swimming pool, Tennis court, Water sports equipment
  • Services: Cleaning inclusive, Concierge Service, Daily maid service, Gardener, Kids club, Linen provided, Maid service, Personal Chef Extra, Towels provided
  • Access: Secure parking


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- Nightly rate Weekly Min. Stay Change-over
Rate summary € 6,000 € 42,000 7 Nights -
Rates start from €6,000 per night 09-Jan-2024 - 31-Jan-2025 € 6,000 € 42,000 7 Nights -

Additional Information

All prices are subject to tax at 10%

City tax of €3.50 per person per nigh for a max of 4 nights.


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Paul O'Sullivan

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 8
    • Bedroom(s): 4
    • Bathroom(s): 4
    • Board: Self Catering
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Yes
    • Holiday type: Family, Honeymoon, Rustic, Wedding Villas