Tuscany, Italy

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco Photos

Discover More

Includes
  • EUR100 hotel credit
  • Smith Extra: A wine-tasting tour for two
Offer details

Available to book until 9 Feb 2025

Valid for stays from 24 Apr 2024 to 1 Jun 2025

Terms & Conditions

Booking this Offer

Select your dates from the calendars below the room images to check availability and prices. To book by phone, call us on 1 800 464 2040 and mention the offer name.

Please note that this offer is subject to availability and black-out dates may apply. The hotel may withdraw this offer at any time and without notice.

Deposit Policy

Rosewood Castiglion del Bosco requires a deposit of 50% of the booking total, which will be charged to you directly by the hotel. The remaining balance is due prior to arrival. To confirm a villa booking from 24 March to 26 November the hotel requires a 50% deposit at the time of booking and full prepayment 30 days before arrival. For winter stays in villas a 50 per cent non-refundable deposit is required when booking; the remaining balance is due 13 days before arrival.

Cancellation Policy

Please be aware that cancellations made less than 7 days before 16:00 on the day of arrival will incur a charge in full.

14 room types available for this offer
Photo of Junior Suite

Junior Suite

  • 2guests
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.
Photo of Terrace Suite

Terrace Suite

  • 3guests
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).
Photo of Borgo Suite

Borgo Suite

  • 3guests
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).
Photo of Castiglion del Bosco Suite

Castiglion del Bosco Suite

  • 3guests
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).
Photo of Villa Alba

Villa Alba

  • 5guests
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.
Photo of Villa Oliviera

Villa Oliviera

  • 5guests
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.
Photo of Villa Castello

Villa Castello

  • 5guests
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.
Photo of Villa Casa del Fiume

Villa Casa del Fiume

  • 5guests
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.
Photo of Villa Gauggiole

Villa Gauggiole

  • 8guests
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.
Photo of Villa Chiusa

Villa Chiusa

  • 5guests
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.
Photo of Villa Stabbi

Villa Stabbi

  • 5guests
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.
Photo of Villa Sant’Anna

Villa Sant’Anna

  • 5guests
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.
Photo of Villa Biondi

Villa Biondi

  • 5guests
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.
Photo of Villa Oddi

Villa Oddi

  • 5guests
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.

Other offers

Discover More - Villa

Includes
  • Smith Extra: A wine-tasting tour for two
Offer details

Available to book until 9 Feb 2025

Valid for stays from 2 Jul 2024 to 1 Jun 2025

Price per night from Offer prices per night from
$4,961.87 $4,652.15

Best-price guarantee

View offer

Price information

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Stay 4 nights, for 3

Includes
  • Smith Extra: A wine-tasting tour for two
Offer details

Valid for stays from 9 Oct 2024

Minimum stay 4 nights

Price per night from Offer prices per night from
$919.68 $918.74

Best-price guarantee

View offer

Price information

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)

Stay 4 nights, pay 3 - Villas

Includes
  • Breakfast
  • Your Tuscan Dispensa - Welcome grocery upon arrival
  • Included in the nightly Villa rate is a 7-seat Land Rover Defender, or similar type of 4x4 vehicle, for guests to drive for the duration of their stay
  • Complimentary newspaper application for Android and Apple devices
  • Smith Extra: A wine-tasting tour for two
Offer details

Valid for stays from 9 Oct 2024

Minimum stay 4 nights

Offer price per night from $4,930.27

Best-price guarantee

View offer

Price information

Best-price guarantee

Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

Free Smith Extras on arrival

From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

Here for you 24/7

Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

Anonymously reviewed

Every hotel is reviewed by undercover tastemakers (and their partners)