7-night luxury stay in the Val d'Orcia region of Tuscany.

The winner can choose between four available villas, all include on-site Inspirato team. Click links for more details.

Pools are unheated.

#1 Villa Dante

• 2900 sq ft restored Italian farmhouse surrounded by olive groves and vineyards near Greve in Chianti, outdoor dining areas, modern kitchens, fireplaces in common areas
• 4 bedrooms (King, Queen, 2 Twins, 2 Twins), air-conditioned, 3.5 baths
• Shares interior wall and outdoor space with Villa Azzurri
  
• Outdoor terrace and shared swimming pool overlooking the hillside

#2 Villa Collina

• 4700 sq ft 11th-century luxury villa with two Inspirato homes on the property. Accessed by a 1.5-mile-long road.
  
• 4 bedrooms (King, King, Queen, 2 Twins can convert to King) air-conditioned in 3 rooms
• 4 bathrooms, 2 with bathtubs and shower heads
• Outdoor brick pizza oven, outdoor pool, and turf tennis court, shared with La Villetta & Villa Bellezza
• One additional guest permitted, on a twin rollaway bed, $50 per night.

Option #3 Villa Bellezza

• 4800 sq ft 11th-century luxury villa with two neighboring Inspirato homes on the property
• 4 bedrooms (King, King, 2 Twins), air-conditioned in 3 rooms, 3.5 baths
• Outdoor brick pizza oven, outdoor pool, and turf tennis court, shared with La Villetta & Villa Bellezza
• One additional guest permitted, on a twin rollaway bed, $50 per night.
  

Option #4 La Villetta

• 3200 sq ft 11th-century luxury villa with two Inspirato homes on the property
• Shared pool (unheated)and outdoor dining and living areas with sweeping views of the Tuscan countryside
• 2 bedrooms (King, 2 Twins can be converted to a King), both airconditioned
• 2.5 bathrooms
• 3,200 square feet
• Modern kitchen
• Outdoor brick pizza oven, outdoor pool, and turf tennis court, shared with La Villetta & Villa Collina

As the lucky recipient of this Inspirato luxury travel package, you will enjoy:

• An Inspirato luxury vacation, inclusive of all nightly rates, taxes, & fees
• Wide selection of travel dates, 1 year to make reservation and 2 years to travel
• Expert pre-trip planning, on-site concierge, daily housekeeping
• Complimentary 1-year Inspirato Travel Membership, with access to hundreds of luxury vacation options at members-only rates