Val d'Orcia, Tuscany
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Situated within the UNESCO-listed Val d’Orcia Natural Park, Villa Gauggiole is one of the 10 Villas of Rosewood Castiglion del Bosco. A truly classic villa built of stone and terra cotta, it sits in a beautiful garden of lavender, olives trees, and stone paths lined with native plants. Set against a backdrop of the Tuscan hills and vineyards, it is a perfect balance of classic and modern charm and style.

In addition to the many features of the villa, guests are also welcome to use the services of the nearby estate where they can enjoy spa services, dining, tennis, hiking, golf, and more. They will also receive a pastry basket at the start of each day!

The villa is surrounded by a lovely brick patio and terrace that is integrated with the manicured gardens. There are many lounge areas dotting this patio, and some are in shade while others are in the sun. There are also al fresco dining areas too. The path leads to the swimming pool area, and it too is surrounded with loungers, but not at the infinity edge, which leads the eye to the amazing views beyond.

The original style of the villa has been lovingly preserved, and brick lined arches, high beamed ceilings, terra cotta floors, tiles and high ceilings are balanced by a clean and modern décor. The shared living spaces include the large living room with Tuscan fireplace, an oversized dining room with doors to the terrace, a commercial grade kitchen with a beautiful tile surround, the breakfast area, and a laundry room. The pool also has a pool house with living room and kitchen.

The four bedrooms include a master bedroom in the villa, a king bedroom with sitting area, and a twin bedroom on the first floor. All have en suite baths and lovely views. There is a guesthouse too, with king bedroom, fireplace, and living room.

The Villa Gauggiole is a lovely and stunning location to enjoy a Tuscan holiday. Whether you use it as your base for day trips or your only destination, it will prove an unforgettable experience.

The Weekly Rate Includes: Electricity, A/C, heating, water and final cleaning. Daily morning housekeeping service for two hours, daily turn down service, welcome Tuscan groceries upon arrival, newspaper app for Android and Apple devices, pastry basket delived daily,  free use of sauna and steam bath at Spa, private heated infinity pool, fitness center, bocce, and tennis courts upon reservation, kids club on the estate and kids activities, gardener and WiFi internet.

Food, beverage and provisioning fee not included.  Additional housekeeping, chef service, butler service, half board supplement, in villa dining service, additional bed, babysitting service, spa service, spa menu for in villa treatments, city tax are all available at an additional cost and are paid for locally in Euro by cash or credit card.  Please ask your villa specialist for quotes on these services and charges.

Rosewood Castiglion del Bosco is a 5,000-acre country estate founded by Massimo and Chiara Ferragamo.
The 800-year-old estate comprises:
- A leading Brunello di Montalcino winery
- Two restaurants and two bars
- An organic kitchen garden
- A cooking school
- A mediaeval church
- A breathtaking 18-hole private golf course, designed by Tom Weiskopf
- A pampering spa and a fitness center
- A kids club


Main house:

Bedroom 1: First floor master bedroom with a king-size four poster canopy bed, sittin area with desk, walk in closet and en-suite bathroom with tub, separate stall shower, vanity and wc. 2 guests maximum.

Bedroom 2: First floor bedroom with a king-size four poster bed, sitting area with plush couch, large walk-in closet and en-suite bathroom with tub, shower, double vanity and wc. 2 guests maximum.

Bedroom 3: First floor bedroom with 2 twin beds, large closet and en-suite bathroom with tub, shower, vanity and wc. 2 guests maximum.

Guest House:

Bedroom 4: Ground floor bedroom with a king-size bed, high beamed ceilings, fireplace, sitting area, large closet and en-suite bathroom with shower, vanity and wc. 2 guests maximum.

All bedrooms have A/C and flat screen Sat TV.


  • Air Conditioning - Bedrooms
  • Alfresco Dining Area
  • Bed and Bath Linens
  • Children Welcome
  • Daily Turndown Service
  • Dishwasher
  • Dryer
  • DVD Player
  • Fireplace
  • Fitness Room - Community Shared
  • Golf (Nearby)
  • Gourmet Kitchen
  • Heating
  • Interior Bedrooms
  • iPod Dock
  • On-Site Heliport
  • Pizza Oven
  • Resort Privileges
  • Security System
  • Tennis Court(s) - Nearby
  • TV - in each Bedroom
  • Washer
  • Welcome Provisioning
  • WiFi
  • Housekeeper(s)
  • Property Manager on Call
  • Gardener
  • Pool Person
  • Outdoor
  • Private
  • Damage Deposit: Upon Arrival - Credit Card Authorization in case of damages.
  • Children Welcome (all ages)
  • Pets allowed with permission
  • No Smoking
  • Housekeeping: Maid service 7 days a week
  • Breakfast included
  • Rates set in Euros. Prices in other currencies my fluctuate.
  • Villa orientation
  • Utilities included
  • Kids Club
  • Provisions and groceries are not included
  • All extra charges to be paid at end of stay in local currency.
  • Deposit/Payment: 50% at the reservation. Balance due 30 days prior to arrival.
  • Check In / Check Out: 4 pm / 10 am



Note: The rates above are subject to 10% Tax/Service Charge.
Payments accepted in US Dollars, Euros, British Pound, Canadian Dollars, Swiss Franc, Fijian Dollars, Thai Baht, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.

Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.
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Travel Insurance


Due to villa's privacy policy, the nearest town is presented on the map


Toll Free: 1-855-475-3258
International: 1-704-256-8327 (USA)
Fax: 1-866-521-9771
Villa and Reservation Inquires:
[email protected]
Concierge & Guest Relations inquiries:
[email protected]
Isle Blue, LLC
1209 Churchill Downs Drive<br/>Waxhaw, North Carolina 28173<br/>USA


"Thank you so much for helping to set up our trip to St. Martin. The island was beautiful and the villa was absolutely perfect. I appreciate all of your guidance and answering my constant questions."
Jamie P
Bella Casa