Up to 40% back in Travel Perks on select stays
  • Main House Exterior
  • Pool and Pool House
  • Living Room
  • Kitchen
  • Dining Room
  • Primary Bedroom
  • Terrace
  • Golf Course
  • Barriques Cellar
  • Il Borgo Avenue
  • Il Borgo and Pool
  • Campo del Drago Restaurant
Hotel Suite

Villa Sant'Anna

Tuscany, Italy
10
5
6.5
7,050 sqft
  • Perched on a ridge overlooking the Castiglion del Bosco golf course and Sangiovese vineyards
  • Elegant, understated interior with exquisite stonework and authentic furnishings
  • Private heated pool, tennis court, and extensive gardens

Features & Amenities

  • Private heated outdoor swimming pool
  • Pool house including living room with fireplace and bathroom
  • Large outdoor living area with shady pergola
  • Complimentary daily breakfast delivered for all guests in your villa
  • Living room with genuine Tuscan fireplace
  • Reading/home theater room
  • Kitchen and dining room
  • Outdoor wood-burning oven
  • Flat-screen LCD televisions in the living room, reading room, bedrooms, and pool house
  • Tennis court
  • Air conditioning
  • Daily replenishment of minibar items
  • Fully dedicated service by your housekeeping attendant
  • Tuscan hamper of welcome groceries and selection of Estate wines on arrival
  • Breakfast delivered daily to your Villa or made-to-order by one of our staff members directly in your Villa

Full access to the services and amenities of Rosewood Castiglion Del Bosco including:

  • On-site Brunello di Montalcino winery
  • La Canonica Cooking School with organic kitchen garden
  • The Spa at Rosewood Castiglion del Bosco
  • Private 18-hole golf club
  • Fitness center and tennis courts
  • Heated infinity pool
  • Yoga, pilates, nature walks, hiking, circuit training, mountain biking, bocce ball, and archery
  • Photography, painting and astronomy
  • Rose Buds® children’s program
  • In-villa spa treatments, private chef, meals, and grocery delivery

Amenities

  • Air Conditioning
  • Fitness Center
  • Full Service Spa
  • Pool
  • Resort Access
  • Shared Pool

Bedding

  • Primary Bedroom

    • One King Bed

  • Bedroom 2

    • One Twin Bed

  • Bedroom 3

    • One King Bed

  • Bedroom 4

    • One King Bed

  • Bedroom 5

    • Two Twin Beds

Know before you go

check-in time
check-out time

  • This home is staffed, managed, and maintained by Rosewood Castiglion del Bosco.
  • While this villa is available for booking year-round, there are limited amenities during the off-season from mid-November to late March. During off-season, you will not have access to any resort dining options or spa services. You will have housekeeping, in-room dining, and transportation available to the main resort year-round.
  • Pre-arrival grocery service is available for a fee. The fee is 25% of the total bill for all requested items. 
  • The golf course and vineyard are open year-round.
  • You will receive one meal at your choice (besides breakfast), either lunch or dinner, per day at one of our restaurants or in-villa dining experience prepared by one of our Chef. Please note alcoholic beverages are excluded.
  • If extra cleaning is required, you will be charged at cost.

Additional Information:

  • Cancellation policy: Reservations cancelled or modified after 4 p.m. local time 30 days or less prior to arrival are subject to 100% charge. All refunds will be issued in the form of Travel Credits.
  • Maximum occupancy: Extra beds allowed, please inquiry for costs and details as pricing is subject to change.
  • Pet policy: No pets allowed.

Members-Only Benefits:

  • Eliminate the hassle of procuring travel documents for this trip and trust the passport and travel visa experts at Swift Passport Services to expedite your documents.
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Location

A 5,000-acre estate situated on the ancient Via Francigena, a route travelled by merchants and pilgrims, Castiglion del Bosco is located within the Val d’Orcia, a nature, culture, and art reserve designated as a UNESCO World Heritage Site in 2004. The most convenient airport is Florence Airport, Peretola (FLR). From the U.S., you'll connect via Paris, London, Amsterdam, Frankfurt or another major European city.

The Castiglion del Bosco is 56 miles (90 kilometers) from Florence, about an hour’s drive. You'll likely want to rent a car in order to explore the hill towns, Siena and other beautiful places in the vast countryside. Club partner Avis is happy to help. If you prefer transportation service from the airport or want to explore wineries and other sites, just let your Destination Concierge know.

Need help booking flights? Let our experts at Inspirato Travel Services book your preferred seats, flight times, and more—at the best available price.