Rosewood Castiglion del Bosco
Montalcino, Italy
About the hotel
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StyleCosmopolitan
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Rooms53
"Surrounded by stunning countryside, Rosewood Castiglion del Bosco is one of Tuscany’s largest private estates and boasts a heavenly spa, fabulous cooking school and – unsurprisingly – spectacular wine."
Located within the UNESCO Natural and Cultural Park of the Val d’Orcia, the property commands its position over rolling wooded hills, extensive vineyards and farmland dotted with ancient farmhouses. Perched on the top of one of the highest hills of the estate you’ll find the Borgo, a historic village that is the heart of the resort. The hub of activities and the stone buildings include the medieval church of San Michele Arcangelo.
At the Borgo you’ll also find the estate’s La Canonica Cooking School, located in the former priest’s house as well as two restaurants. The Osteria La Canonica offers a regional menu of traditional Tuscan favourites, while Ristorante Campo del Drago is the estate’s... Show more
Located within the... Show more
Room types
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Borgo Suite
The Borgo Suites consist of a large living room and a spacious separate master bedroom with bathroom. Situated in the main buildings of the Borgo, the suites offer airy interiors, sophisticated furnishings and hues of the Tuscan countryside.
King bed or twin bed
Borgo view/Valley view
Lowest rate
Most affordable
€ 4,416Total 2 nights Price per night € 2,208Benefits included:
ASMALLWORLD VIPAll our benefits
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Terrace Suite
Located in the former winery and stables of the Borgo, the Terrace Suites comprise a spacious master bedroom with bathroom, airy living room, walk-in closet and expansive terrace with shady pergola. Furnished in authentic Tuscan hues and imbued with a soft, warm atmosphere, they offer ground-floor access.
King bed or twin bed
Valley view
Lowest rate
Most affordable
€ 4,725Total 2 nights Price per night € 2,362Benefits included:
ASMALLWORLD VIPAll our benefits
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Villa Stabbi
Situated on a picturesque ridge overlooking the Tuscan hills, Villa Stabbi enjoys panoramic views over the gently rolling Sienese countryside. The home’s striking interiors feature the original ceiling beams, an inviting central fireplace and large patio doors that open onto a landscape of ancient oak trees and spectacular sunsets.
Main house ground floor bedroom: Single bed
First floor master bedroom: King bed
First floor bedroom 2: King bed
First floor bedroom 3: Two extra-wide single beds
Lowest rate
Most affordable
€ 18,815Total 2 nights Price per night € 9,408Benefits included:
ASMALLWORLD VIPAll our benefits
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Villa Oddi
The beautiful six-bedroom Villa Oddi exudes sophistication and charm. Suffused with natural light, the home’s interiors are spacious and elegantly furnished. The residence features state-of-the-art technology, a private screening theatre, a private tennis court, an infinity pool and breathtaking views of Montalcino. Villa Oddi is perfect for a family reunion or as a private business retreat.
Main house ground floor bedroom 1: Two double beds
Main house ground floor bedroom 2: Two double beds
First floor master bedroom: King bed
First floor bedroom 2: Two double beds
First floor bedroom 3: Two single beds
Pool house bedroom: Two single beds
Lowest rate
Most affordable
€ 25,929Total 2 nights Price per night € 12,964Benefits included:
ASMALLWORLD VIPAll our benefits
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Castiglion del Bosco Suite
The Castiglion del Bosco Suites feature a living room and a large master bedroom with a spacious bathroom and walk-in closet. Each is exquisitely furnished and some offer a guest bathroom and private terrace. Housed within the buildings of the Borgo, the suites stand out for their bespoke Florentine pieces and exclusive textiles.
Borgo view/Valley view
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Garden Suite
The one-bedroom Garden Suite consists of a spacious living room, large master bedroom, bathroom with walk-in rain shower and separate soaking tub, walk-in closet and guest powder room. This ground-floor suite opens to an enchanting private garden surrounded by panoramic views of the Val d’Orcia and the hilltop town of Montalcino.
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Junior Suite
Outfitted with fine furnishings in shades of the Tuscan countryside, the Junior Suites comprise a master bedroom with bathroom and an airy sitting corner. They are all housed in the main buildings of the Borgo, and some feature a private terrace with views on the surrounding countryside.
King bed or twin bed
Borgo view/Valley view
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Agresto
Intimately secluded in the estate wood and proudly dominating a breath-taking view over Montalcino, Siena and Pienza, Villa Agresto sits on a panoramic clearing and is surrounded by olive trees and its own private vineyard. Featuring 5 double bedrooms, a fully equipped kitchen, a bright white cozy and embracing living room with original fireplace, and a shaded internal patio. This Villa has a one-of-a-kind infinity pool with a picture-perfect view.
Villa Agresto is the latest restored Villa, and while capturing the Tuscan-authentic, understated elegance of Rosewood Castiglion del Bosco it boasts the latest home technologies as well as a steam bath and outdoor Jacuzzi near the heated pool.
Two floor villa, 1 km / 0.6 miles from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Alba
Situated on a quiet hilltop amidst old-growth trees and lush gardens, Villa Alba offers enchanting views over the Val d’Orcia. This former stone farmhouse has been converted into a romantic hideaway with elegant and inviting furnishings. The luxury two-story villa in Tuscany, Italy features an open-plan kitchen, panoramic outdoor area for entertaining and separate guest accommodation.
First floor master bedroom: King bed
First floor bedroom 2: Two single beds
Two story villa, 1 km / 0.6 miles from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Biondi
Villa Biondi is one of the largest and most spacious villas at Rosewood Castiglion del Bosco. It stands on the cypress-lined avenue that runs alongside the golf course. This genuine Tuscan residence offers all of the warmth and intimacy of home, making it ideal for an extended family or group of friends. The two-story retreat also enjoys spectacular sunsets.
Main house ground floor bedroom 1: King bed
Main house ground floor bedroom 2: Two single beds
First floor master bedroom: King bed
First floor bedroom 2: King bed
First floor bedroom 3: Two extra-wide single beds
2 floor villa, 2.5 km / 1.5 miles from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Casa del Fiume
Situated in the undulating green valleys that shape the northeastern part of the estate, Villa Casa del Fiume offers beautiful views over Montalcino to the southeast and the Borgo to the southwest. This once-rustic building has been transformed into an elegant Tuscan country villa, complete with an original 17th-century wood-fired oven and sophisticated furnishings.
First floor master bedroom: King bed
First floor bedroom 2: Two extra-wide single beds
First floor bedroom 3: Two single beds
2 floor villa, 4.7 km / 2.9 miles from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Castello
Rising dramatically from a sylvan hill overlooking the Borgo, Villa Castello is built on the ruins of a medieval castle. The timeless three-story, three-bedroom Tuscan retreat features cozy interiors replete with luxe textiles and rustic decorative touches. Outside, in the embrace of verdant gardens, shaded living and dining areas and a glistening pool capture panoramic views of the rolling countryside.
First floor bedroom 1: King bed
First floor bedroom 2: Two single beds
Second floor master bedroom: King bed
3 floor villa, short walk from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Chiusa
Formerly the village police station, the Villa Chiusa has been carefully restored and converted into a warm, enticing retreat, complete with an elegant guest annex and a pool house. The infinity pool offers breathtaking views over nearby Montalcino.
First floor master bedroom: King bed
First floor bedroom 2: King bed
First floor bedroom 3: Two extra-wide single beds
2 floor villa, short walk from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Gauggiole
Surrounded by vineyards, Villa Gauggiole was once home to a large farming family. The villa has been beautifully restored to reveal the origins of the building in the stone walls and original ceiling beams. At the same time, modern comforts and luxurious furnishings were added, lending the home an atmosphere of relaxed sophistication.
First floor master bedroom: King bed
First floor bedroom 2: King bed
First floor bedroom 3: Two single beds
2 floor villa, 3.6 km / 2.24 miles from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Oliviera
Originally home to the estate’s olive press, Villa Oliviera occupies a secluded spot overlooking the Borgo. Here, Tuscan tradition is updated with subtle modern comforts in three spacious suites enhanced by original features and fireplaces. The marvellous views from the terraces and infinity pool provide glimpses of nearby Montalcino.
Main house ground floor master bedroom: King bed
First floor bedroom 1: Two king beds
First floor bedroom 2: Two single beds
2 floor villa, short walk from the Borgo
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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Villa Sant'Anna
Perched on a ridge overlooking the Castiglion del Bosco golf course and Sangiovese vineyards, Villa Sant’Anna enjoys enchanting views from dawn to dusk. The home’s elegantly understated interiors are notable for their exquisite details, stonework and furnishings. The villa features a reading/home theatre room as well as a private tennis court located within its extensive gardens.
Main house ground floor bedroom 1: King bed
Main house ground floor bedroom 2: extra-wide single bed
First floor master bedroom: King bed
First floor bedroom 2: King bed
First floor bedroom 3: Two single beds
Lowest rate
Most affordable
Room not available – minimum stay requirements may applyBenefits included:
ASMALLWORLD VIPAll our benefits
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