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Welcome to Villa Oliviera, a beautiful Italian villa that has been beautifully restored to a charming three-bedroom escape for a family or 3 couples. With stunning views of the area around Montalcino, breezy living spaces, and quiet, private bedroom suites, the villa offers all the traditional architecture and views of the Tuscan countryside with touches of romance and luxury.

Villa Oliveria has a rustic feel about it, when you enter the living room you will notice its white beamed ceiling and Mediterranean floor tiles. There is plenty of comfortable seating, an open fireplace, and double doors out to the patio. Just off the living area, you have the charming kitchen. Again it has that old-style feel about it with tiled floors and yellow blinds on the windows. The kitchen is fully equipped with all the necessities, also as there is a wooden table and 4 chairs for dining if needed.

There are 3 good-sized bedrooms and each has an en-suite bathroom, walk-in closet, and flat-screen TV. There are two bedrooms with king beds and one bedroom with two twin beds. Each bedroom has traditional beamed ceilings, painted white and charming accents, whether a wrought-iron four-poster bed, striped upholstered headboards, or a kelly green velour sofa perfect for an afternoon nap.

The villa is located very close to the Championship golf course and is located on the Castiglion del Bosco estate. Your nearest restaurant is 1 km away and the town of Montalcino is about 10kn away. Here is where you will get all your groceries and supplies.

Bedroom 1 - Master:
King size bed, En-suite bathroom, Walk-in closet, Flat-screen TV

Bedroom 2:
King bed, En-suite bathroom, Walk-in closet, Flat-screen TV

Bedroom 3:
2 Twin beds, En-suite bathroom, Walk-in closet, Flat-screen TV

• Air conditioning
• Fireplace
• Flat-screen TV
• Wi-Fi access
• Minibar
• Laundry facility
• Fully equipped kitchen
• Heated pool
• Outdoor furniture
• Alfresco dining
• Tennis court
• Heated infinity pool
• Steam bath
• Sauna
• Gym
• Bocce
• Access to Kids Club
• Note: Guests are asked to book the use of a sauna and steam bath in advance to guarantee full and uninterrupted private enjoyment of these facilities.

Staff & Services:
• Gardener
• Final cleaning service
• Daily cleaning service (2 hours a day)
• Newspaper application for Android and Apple devices
• Welcome groceries
• Daily delivered pastry basket
• Activities and excursions

Villa Policies:
• Maximum 6 guests
• Children welcome
• Non-smoking villa
• Pets permitted
• The villa is not suitable for mobility-impaired individuals

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

Area description

A meandering, cypress-lined road leads to the Borgo, the historic heart of Rosewood Castiglion del Bosco’s bygone farming community. Located on a hilltop, overlooking patchwork fields that stretch out below towards Montalcino, the Borgo was the center of the estate’s activities for hundreds of years. Dominated by the ruins of the medieval castle that gives the estate its name, it is a place brimming with memories waiting to be explored.

Within the Borgo, the historic manor house, old winery, stables, church of San Michele Arcangelo, priest’s house, and other buildings have all been meticulously restored and repurposed. The village now features two restaurants, a cooking school, an organic kitchen garden, 23 suites, a spa, an infinity pool, and a fitness center.

Castiglion Del Bosco is situated close to the beautiful city of Siena and 120 kilometers from Florence airport.


Montalcino SI, Italy
Nearest airport Florence International Airport
Pisa Internarional Airport
Rome International Airport
120 km
160 km
220 km
Nearest restaurant Campo Del Drago 1 km


  • Bedroom(s): 3 ( Sleeps 6 )
    2 Double with en-suite, 1 Twin with en-suite
  • Bathroom(s): 3
    2 Baths, 3 Showers, 3 Wash basins, 3 Toilets
  • General facilities: Ceiling Fans, Garden, Garden View, Gym - Communal, High Speed Internet, Ice Maker, Panoramic Views, Parking, Pizza Oven, Terrace, Wifi
  • Indoor facilities: Air conditioning, Alarm Clock, All Bedrooms Air Conditioned, All Bedrooms En Suite, CD Player, Coffee Maker, Dishwasher, Drier, DVD Player, Freezer, Gym - Private, iPOD Docking Station, Iron and Board, Microwave, Safe, TV
  • Outdoor facilities: Bbq, Golf field, Golf Views, Heated Pool, Infinity Pool, Mountain View, Parking, Restaurants nearby, Sun Loungers, Sun Umbrellas, Swimming pool, Tennis court
  • Services: Cleaning inclusive, Concierge Service, Daily maid service, Kids club, Linen provided, Maid service, Personal Chef Extra
  • Access: Secure parking


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- Nightly rate Weekly Min. Stay Change-over
Rate summary € 6,000 € 42,000 7 Nights -
Rates vary so please enquire 11-Jan-2024 - 11-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 day for a maximum of 4 days.


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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: 6
    • Bedroom(s): 3
    • Bathroom(s): 3
    • Board: Self Catering
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Yes
    • Holiday type: Family, Honeymoon, Resort, Rustic, Sharecare VERIFIED™