Villa Sant'Anna

Rosewood Castiglion del Bosco
  • 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
  • Read member reviews of Tuscany here

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What's included? More than you'd expect

This home is staffed, managed, and maintained by Inspirato and Rosewood Castiglion del Bosco. What does that mean? A lot. Here's what's included, all at no extra cost:

  • Personalized pre-trip itinerary planning
  • Expert on-site local staff
  • Daily housekeeping, including someone to do the dishes each day
  • Complimentary Wi-Fi to help you stay connected
  • Luxury furnishings, kitchen appliances, linens, and toiletries that meet our high brand standards
  • Professional home maintenance throughout your stay
  • Inspirato Care before, during, and after your trip (including emergency support)
  • No damage deposit or cleaning fee required

Features and 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

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

Things to Know

  • 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.

Additional Information:

  • Cancellation Policy - Summer: Reservations cancelled at least 30 days prior to arrival are fully refundable. Reservations cancelled within 30 days prior to arrival will be charged for the entire reservation including taxes.
  • Cancellation Policy - Winter: Reservations cancelled at least 14 days prior to arrival will be penalized 50% of the reservation. Reservations cancelled 13 days prior to arrival are non-refundable. The winter cancellation policy is applicable November 18, 2018 - April 17, 2019 and November 24 - December 31, 2019.
  • Stated occupancy cannot be exceeded.
  • 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.

The Bedding

  • Master Bedroom
  • Bedroom 2
  • Bedroom 3
  • Bedroom 4
  • Bedroom 5
    Two Twins
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