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Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco’s personal ad is enticing: 900-year old Tuscan estate with 5,000-plus acres, a Brunello di Montalcino winery, two restaurants, a cooking school, a spa and a twinset of pools seeks discerning guests for sun and friendship.

South of Siena, Rosewood Castiglion del Bosco lies surrounded by fields and forest at the heart of a 5,000-acre estate in the Val d’Orcia, near the town of Montalcino.

Room Types

Junior Suite

These suites range from 60–81sq m in size and have an airy living room; some also have a private terrace overlooking Borgo avenue. There’s a king-size bed in the separate master bedroom and a walk-in shower and separate bath tube in the marble ensuite bathroom. These suites are in the main buildings of the hotel and are decorated in typical Tuscan countryside style. All have a flatscreen TV, DVD player, iPod dock, radio, minibar, safe, desk, tea- and coffee-making facilities and free WiFi.

from £1208

Terrace Suite

These groundfloor suites are in the Old Winery and Scuderie buildings of the Borgo and each has a large pergola-covered terraces. All are decorated in classic Italian country style and range in size from 78–101sq m. Each has an airy living room and a separate bedroom with a king-size bed, walk-in closet and marble ensuite bathroom with a walk-in shower and separate bath tub. All have a flatscreen TV, DVD player, iPod dock, radio, minibar, safe, desk, tea- and coffee-making facilities and free WiFi. Baby cots (free) can be provided on request. One child aged 12 or under can stay for free in an extra bed (meals, including breakfast, will be charged à la carte); a bed for one extra guest aged 13-or-over can be provided for €200 a night (including VAT and breakfast).

from £3160

Borgo Suite

These spacious suites are in the main buildings of the Borgo and range in size from 61–102sq m; all are decorated with warm country colours and traditional Italian furnishings. Each suite has a living room and separate master bedroom with a king-size bed; some also have a private terrace. The marble ensuite bathroom has a walk-in shower and claw-foot bath tub. All have a flastcreen TV, DVD player, iPod dock, radio, minibar, safe, desk, tea- and coffee-making facilities and free WiFi. Baby cots (free) can be provided on request. One child aged 12 or under can stay for free in an extra bed (meals, including breakfast, will be charged à la carte); a bed for one extra guest aged 13-or-over can be provided for €200 a night (including VAT and breakfast).

from £2514

Castiglion del Bosco Suite

These spacious suites range in size from 110-137sq m; all area decorated in classic Tuscan style, with unique furnishings by Florentine artisans. There’s a cosy living room and a separate master bedroom there’s a king-size bed, a walk-in closet and a marble ensuite bathroom with a walk-in shower and separate bath tub. Some suites also have a guest bathroom or a private terrace; one has a private garden. All have a flatscreen TV, DVD player, iPod dock, radio, minibar, safe, desk, tea- and coffee-making facilities and free WiFi. Baby cots (free) can be provided on request. One child aged 12 or under can stay for free in an extra bed (meals, including breakfast, will be charged à la carte); a bed for one extra guest aged 13-or-over can be provided for €200 a night (including VAT and breakfast).

from £3474

Villa Alba

This 225sq m hilltop villa sits among lavender-filled gardens and ancient trees, with an open-air heated pool and a pergola-shaded furnished terrace; which overlook Val d’Orcia Natural Park. There are two bedrooms in the main villa: a master bedroom (with a king-size bed) and a second bedroom with twins (an extra bed can be added to this room, on request). If more than two guests are staying, extra beds are charged €200 a night for guests aged 13 and over (free for under-12s. A baby cot can be added free to each room and, all bedrooms have ensuites. There’s a living room with a fireplace and a dining room with an open-plan kitchen; complete with a stove and cooking utensils. Flatscreen TVs (in the living room and each bedroom), a minibar and free WiFi are included as well as a small laundry room. The separate Guest House (available on request only) can accommodate another two people.

from £8182

Villa Oliviera

Formerly an olive-oil press, this 417sq m villa sits on a hilltop overlooking the surrounding countryside, with glimpses of Montalcino, from a private pergola-shaded furnished terrace and heated infinity pool. The villa is decorated in a contemporary country style with cream walls and a terracotta-tiled floor. There’s a living room with a Tuscan-style fireplace, a dining room, kitchen, two powder rooms and a laundry room; and a master bedroom, a double bedroom and a twin bedroom (all with walk-in closets and ensuites). Three extra beds can be added on request; the first two are free for under-13s. Flatscreen TVs (in each living room and bedroom), a minibar and free WiFi are included.

from £10274

Villa Castello

This villa sits next to mediaeval castle ruins on a hillock, which overlooks breathtaking Tuscan scenery – which you can gaze at from the garden, the pergola-shaded furnished terrace and the open-air heated pool. Alongside a living room with a large Tuscan fireplace, a kitchen and a laundry room, there’s a double bedroom and a twin bedroom on the first floor and a master bedroom with a walk-in closet on the second floor (all with ensuites). An extra bed can be added on request; it's free for under-13s. A 17th-century wood-fired pizza oven sits just outside the villa and flatscreen TVs (in the living room and each bedroom), a minibar and free WiFi are included.

from £9840

Villa Casa del Fiume

From this 137sq m villa’s private tennis court and heated swimming pool, and furnished terrace, you can enjoy blissful bucolic views of Montalcino and Il Borgo. Decorated in a regal rustic style – with floor-to-ceiling portraits, cream walls and Louis XVI-style antique furnishings – this villa has a living room with an authentic Tuscan fireplace, a dining room, two powder rooms, a laundry area and a kitchen; which has an oven, but you may prefer to use the 17th-century wood-fired pizza oven located outdoors. The main house has a master bedroom with a king-size bed and two twin bedrooms (all with ensuites); and the 137sq m Pool House has a double bedroom with a king-size bed, living room with a fireplace, a kitchenette, two bathrooms and a laundry area. Four extra beds can be added on request; the first two are free for under-13s. Flatscreen TVs (in each living room and bedroom), a minibar and free WiFi are included.

from £11118

Villa Gauggiole

Decorated in a refined rustic style, this 446sq m villa (the former home of a farming family) has exposed wooden beams, terracotta-tiled floors and antique furnishings. Outside, there's a private, heated open-air pool and an outdoor wood-fired pizza oven dating back to the 17th century; views of the surrounding vineyard can also be enjoyed from the poolside day-beds. The main house has a living room with a fireplace, dining area and open-plan kitchen (with a traditional aga), a laundry room, two powder rooms, a master bedroom, double bedroom and twin bedroom, all with ensuites. The 76sq m Guest House sleeps two in a double bedroom with a fireplace and an ensuite, and the 59sqm Pool House has a living room with a fireplace, a kitchenette and a bathroom. Four extra beds can be added on request; the first two are free for under-13s. Flatscreen TVs (in each living room and bedroom), a minibar and free WiFi are included.

from £13292

Villa Chiusa

This 362sqm villa was formerly a police station, but has been converted into a stylish stay with a private open-air infinity pool and a furnished terrace with views of Montalcino. In the main house, there’s a living room with a Tuscan-style fireplace, a library and TV room, dining room, laundry room, two powder rooms, a kitchen, master bedroom with a walk-in closet, double bedroom and a twin bedroom (all bedrooms have ensuites). The 47sq m Guest House is available for two guests for an additional cost (price on request); it has a double bedroom with a king-size bed and an ensuite, and the 37sq m Pool House has a kitchenette and bathroom. There's also space for two extra beds on request (free for under-13s). Flatscreen TVs (in the living room and each bedroom), a minibar and free WiFi are included.

from £12724

Villa Stabbi

Located high on a ridge overlooking the golf course, this 474sq m villa has a heated outdoor pool and furnished terrace with sweeping views of the Sienese countryside. It’s decorated in a rustic-chic style, with exposed wooden beams, large arched windows and grand 17th-century-style portraits. In the main house there’s a living room with a Tuscan fireplace, a dining room, powder room and kitchen; and a master bedroom, double bedroom, twin bedroom and a single bedroom (all with ensuites). Four extra beds can be added on request; the first two are free for under-13s. The 62sq m Guest House has a double bedroom with an ensuite and a terrace, and the 50sq m Pool House has a living room with a fireplace and a bathroom. Flatscreen TVs (in each living room and bedroom), a minibar and free WiFi are included, and there’s a working, outdoor, 17th-century wood-fired pizza oven.

from £13658

Villa Sant’Anna

Perched on a ridge overlooking the golf course, this luxurious villa has an outdoor heated pool and a furnished pergola-shaded terrace with views of the surrounding Sangiovese vineyards. This 587sq m rustic-chic villa’s interiors have a contemporary twist with elegant furnishings and cream walls. The main house has a living room with a Tuscan-style stone fireplace, a library and games room, home cinema, dining room, powder room, laundry room and a kitchen; and a master bedroom, two double bedrooms, a twin bedroom and a single bedroom (all with ensuites). Three extra beds can be added on request; the first two are free for under-13s. There are extensive gardens with a private tennis cort, and the 68sq m Pool House has a living room with a fireplace and a bathroom. Flatscreen TVs (in each living room and bedroom), a minibar and free WiFi are included, and there’s a working, outdoor, 17th-century wood-fired pizza oven.

from £13216

Villa Biondi

This villa – decorated in an elegant rustic style with terracotta ceilings, exposed beams and cast-iron four-poster beds – has 693sq m of floor space as well as a separate 32sq m Pool House (with a kitchenette and bathroom). Located on a cypress-lined venue that runs alongside the golf course, the villa features a heated open-air pool and a pergola-shaded furnished terrace. There’s a living room with a large Tuscan fireplace, a library, dining area, two powder rooms, a laundry room and kitchen. Five bedrooms (a double bedroom with a king-size bed and a twin bedroom on the ground floor; a master bedroom with a walk-in closet, double bedroom and twin bedroom on the first floor – all with ensuites) make this villa perfect for a family stay. Three extra beds can be added on request; the first two are free for under-13s. Flatscreen TVs (in the living room, library and each bedroom), a minibar and free WiFi are included.

from £14620

Villa Oddi

Bright and light with chic contemporary furnishings and traditional features, such as vaulted roofs and Tuscan fireplaces, this 445sq m six-bedroom (some with four-poster beds) villa is perfect for group stays. Guests have use of a private tennis court, heated infinity pool and a home cinema. There’s a living room, dining and laundry areas and a kitchen (with a wood-burning oven, fridge, pots and pans, cutlery and crockery). All bedrooms have ensuites and one twin room is set in the peaceful pool house close by. Two extra beds can be added on request (free for under-13s). There are sweeping views of Montalcino’s countryside and the villa has LCD flatscreen TVs in the living room and all bedrooms, a PlayStation 4, Apple TV, air-conditioning and WiFi.

from £19584

Location

Loc. Castiglion Del Bosco, Montalcino, Tuscany, 53024

£1208 / night

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We are on a mission to simplify bespoke travel planning. This starts by handpicking boutique hotels that have wonderful design, character and ethical practices at their core. Each and every traveller is important, that’s why we have a dedicated team ready to help 24/7. If you want anything extra arranged, from a hire car on arrival to a bespoke experience away from the crowds, all you need to do is ask. For every hotel booked, we will plant a tree in your name and 1% of our revenues are donated to our inspiring charity partner, Hello World..

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As a highly personalised and service-driven company, we are keen to support all of our clients in helping you to make the best possible decision and to be able to travel with confidence in this ever-changing climate. We’ll work with you to ensure that you are fully comfortable with every element of your trip from the moment you visit our website, right up until you get back home. Your health and safety is of the upmost importance, and we ensure all of our hotels are vetted under the latest regulations and are under constant review.

Cancellation Policy

We charge a non-refundable deposit and you can change your travel dates for free up to one week before your trip, which is when your balance is due. Our post-booking services are industry leading and your deposit is to ensure we can offer you the support you deserve, every step of the way. Expect 24/7 access to our team of Travel Experts, a slick concierge app, and VIP treatment on arrival.

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