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Five-bedroom Villa Sant'Anna, Tuscany

Rosewood Castiglion del Bosco, Villa Sant’Anna, Italy

Style : Enchanting views from dawn to dusk
Setting : Tuscan countryside
Per night from On request

The gorgeous, five-bedroom Villa Sant’Anna enjoys enchanting views from dawn to dusk.

Five-bedroom Villa Sant'Anna, Tuscany

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. The gorgeous, five-bedroom Villa Sant’Anna enjoys enchanting views from dawn to dusk. The home’s elegantly understated Tuscan interiors are notable for their exquisite details, stonework and bespoke furnishings. The two-storey stone villa features a home theatre as well as a pool, pool house, tennis court and vast gardens.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Five-bedroom Villa Stabbi, Tuscany

Rosewood Castiglion del Bosco, Villa Stabbi, Italy

Style : Gently rolling Sienese countryside
Setting : Atmospheric Tuscan interiors
Per night from On request

The two-storey home features atmospheric Tuscan interiors and a wraparound terrace that looks out to ancient oaks and magnificent sunsets.

Five-bedroom Villa Stabbi, Tuscany

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. The five-bedroom Villa Stabbi enjoys broad views over the gently rolling Sienese countryside. The two-storey home features atmospheric Tuscan interiors and a wraparound terrace that looks out to ancient oaks and magnificent sunsets. A separate guest annex, pool and pool house are situated amongst the mature gardens of this villa.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Six-bedroom Villa Oddi, Tuscany

Rosewood Castiglion del Bosco, Villa Oddi, Italy

Style : Exudes sophistication and charm
Setting : Blissful seclusion in the heart of the countryside
Per night from On request

Villa Oddi in Montalcono, is a charming two-storey six bedroom villa with infinity pool and beautiful Tuscan countryside.

Six-bedroom Villa Oddi, Tuscany

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. Offering blissful seclusion in the heart of the countryside, the six-bedroom Villa Oddi exudes sophistication and charm. Outfitted with numerous high-tech features, the two-storey residence features a screening room, guest/pool house, tennis court, infinity pool, outdoor Jacuzzi and shaded terraces.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Four-bedroom Villa Chiusa, Tuscany

Rosewood Castiglion del Bosco, Villa Chiusa, Italy

Style : Finely calibrated rustic-chic sensibility,
Setting : Tuscan countryside
Per night from On request

Wonderfully rustic chic two story villa with private infinity pool overlooking the beautiful Tuscan countryside.

Four-bedroom Villa Chiusa, Tuscany

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. The four-bedroom Villa Chiusa has been wonderfully reimagined as a warm vacation home. Offering a finely calibrated rustic-chic sensibility, the living and dining rooms of this two-storey villa open to a terrace and infinity pool with spectacular views. An elegant guest annex and pool house add to the allure of this Tuscan escape.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Three-bedroom Villa Oliviera, Tuscany

Rosewood Castiglion del Bosco, Villa Oliviera, Italy

Style : Blending vintage features with classic furnishings
Setting : Breathtaking views of the Val d’Orcia
Per night from On request

Converted from an olive-oil press to a charming three bedroom villa situated on a secluded spot overlooking the Borgo.

Three-bedroom Villa Oliviera, Tuscany

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. The three-bedroom Villa Oliviera occupies a secluded spot overlooking the Borgo. Spanning two floors, the airy interiors of this stone villa update Tuscan tradition with subtle modern comforts, blending vintage features with classic furnishings. Breathtaking views of the Val d’Orcia are enjoyed from a large terrace and infinity pool.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Four-bedroom Villa Gauggiole, Tuscany

Rosewood Castiglion del Bosco, Villa Gauggiole, Italy

Style : Authentic Tuscan craftsmanship
Setting : Tuscan countryside
Per night from On request

Lovingly restored four-bedroom home amongst the vineyards with a guest house, pool and pool house in Tuscany.

Four-bedroom Villa Gauggiole, Tuscany

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. Lovingly restored four-bedroom home amongst the vineyards with a guest house, pool and pool house (580 sq. m.)

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Three bedroom Villa Castello, Tuscany

Rosewood Castiglion del Bosco, Villa Castello, Italy

Style : Elegant, Cosy
Setting : The Ruins of a medieval castle
Per night from On request

Cosy three-bedroom retreat set on medieval castle ruins near the Borgo with a terrace and pool overlooking the rolling countryside.

Three bedroom Villa Castello, Rosewood Castiglion del Bosco, Tuscany Italy

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides forty-two suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. This timeless three-storey, three-bedroom Tuscan retreat, built on the ruins of a medieval castle, features cosy interiors replete with luxe textiles and rustic decorative touches. Embraced by verdant gardens, shaded outdoor living and dining areas and a glistening pool capture panoramic views of the rolling countryside.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Four bedroom villa Casa Del Fiume, Tuscany

Rosewood Castiglion del Bosco, Villa Casa Del Fiume

Style : Elegantly restored country villa
Setting : Tuscan countryside
Per night from On request

Elegantly restored four-bedroom country villa with a guest/pool house, pool and tennis court.

Villa Casa Del Fiume, Castiglion del Bosco, Italy

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides forty-two suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. Villas casa Del Fiume is an elegant restored four-bedroom country villa with a guest/pool house, pool and tennis court (512 sq. m.)

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

Five bedroom Villa Biondi, Tuscany

Rosewood Castiglion del Bosco, Villa Biondi, Italy

Style : Extraordinary Tuscan residence
Setting : Tuscan countryside
Per night from On request

The estate’s most spacious five bedroom villa with pool house, located on the cypress-lined avenue.

Villa Biondi, Castiglion del Bosco, Tuscany Italy

Located in Montalcino, Tuscany, in the heart of the UNESCO World Heritage Site of Val d’Orcia, Rosewood Castiglion del Bosco is set within a 5,000-acre, 800-year-old Italian estate. The estate offers besides 42 suites, eleven one-of-a-kind villas dot the countryside at the resort. Crafted from 17th- and 18th-century farmhouses and lovingly restored, the wonderfully private homes feature heated infinity pools, terraces and gardens with views of the beautiful Tuscan landscape. All include fully equipped kitchens. The estate's most spacious villa, the five-bedroom Villa Biondi is located on the cypress-lined avenue that runs alongside the golf course. This extraordinary Tuscan residence radiates warmth and relaxed sophistication. Surrounded by herb-scented gardens, the two-storey retreat offers shaded terraces, a swimming pool and a pool house.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy

800-year-old Italian estate, Montalcino Tuscany

Rosewood Castiglion del Bosco, Italy

Style : Tuscan heritage with modern comforts
Setting : Restored 17th- and 18th-century Tuscan farmhouses
Per night from On request

Immersed in a sophisticated ambiance, guests enjoy privacy, pristine nature and a refined selection of services and activities inspired by Tuscany.

800-year-old Italian estate, Montalcino

Immersed in a sophisticated ambiance, guests enjoy privacy, pristine nature and a refined selection of services and activities inspired by Tuscany.

Location:

Località Castiglion del Bosco, 53024 – Montalcino (Siena), Italy