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Under the Tuscan Sun

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FMV: $9500

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Wake up to golden light over the Tuscan hills, wander to the village cafe for espresso, and end your evenings with wine on the terrace as the sun sets over Siena in the distance.

Nestled in the storybook village of Trequanda, La Casa dei Fiordalisi is a beautifully restored 13th-century home that offers an experience few travelers ever find-a private residence built into the ancient city walls, where history, comfort, and understated luxury meet.

Designed for gathering, this exceptional property includes two private dwellings:
La Casa, a four-bedroom main house set into the historic wall, and La Casetta, a charming one-bedroom carriage house. Each offers its own living space, kitchen, and fireplace-creating the perfect balance of shared time and personal retreat.

With space for up to 10 adults, this is an ideal setting for multiple couples or families traveling together. Spend your days stretched out by the pool, exploring nearby vineyards and hill towns, or simply enjoying long meals and conversation across terraces overlooking the Tuscan countryside.

From here, some of Italy's most celebrated wine regions-Chianti, Montepulciano, and Montalcino-are within easy reach.

This is Tuscany as it's meant to be experienced: relaxed, beautiful, and the kind of trip that only gets better when shared.

Details:

  • One-week stay (6 nights / 7 days) in Trequanda, Tuscany
  • Two dwellings with 5 bedrooms in total
  • Accommodates up to 10 guests
  • Private garden, terraces, and swimming pool
  • Multiple living areas, fireplaces, and full kitchens
  • Dates subject to availability; expires November 30, 2027
  • Not available December-February
  • 2026 stays: Saturday-Saturday | 2027 stays: Monday-Monday

Gather your favorite people and make this the trip you'll talk about for years.

Donated By Caryn & Gil Wood