Your vision of a 3-4 night Italian celebration with all guests staying together sounds absolutely magical. After researching venues throughout Tuscany and Umbria, I've found several properties that perfectly match your criteria for 50-56 guests with on-site accommodation and that refined-yet-relaxed vibe you're seeking.
Tuscany Recommendations
Villa Medicea di Lilliano - Florence Area
Perfect for: Historic elegance meets intimate celebration
This 11th-century Medicean villa is located just 15 minutes south of Florence and sits on 70 hectares of vineyards and olive groves. What makes it ideal for your group:
Accommodation: The estate can sleep up to 32 guests on-site with additional nearby villas available, easily covering your 50-56 guest count across multiple charming properties
Exclusive Use: Private estate rental ensures complete privacy for your celebration
Outdoor Spaces: Multiple ceremony options including Italian gardens, panoramic terrace with Chianti hill views, and terraced parkland perfect for your welcome dinner, ceremony, and BBQ/pool party
Reception Venues: The Limonaia (lemon house) accommodates up to 180 for banquets, while the historic Granary offers a more intimate 100-person setting
Vibe: Historic grandeur balanced with Tuscan warmth—refined but never stuffy
Wellness Bonus: The expansive gardens and peaceful olive groves create natural spaces for morning meditation
Borgo Pignano - Near Volterra
Perfect for: Luxury countryside retreat with holistic wellness
This 18th-century estate spans 750 acres between Volterra and San Gimignano, about an hour from Florence.
Accommodation: 14 bedrooms on-site with additional suites, maisonettes, and villas throughout the estate
Exclusive Use: Complete estate buyout available for ultimate privacy
Outdoor Spaces: Extensive parkland, gardens, and terraces ideal for multiple event spaces
Capacity: Accommodates up to 120-150 guests for receptions
Vibe: Sophisticated agriturismo luxury with focus on sustainable living and farm-to-table dining
Wellness Bonus: Dedicated spa facilities, yoga programs, horseback riding, and extensive hiking trails—perfect for morning meditation sessions
Starting from: €55,000
Villa Grabau - Near Lucca
Perfect for: Historic charm with exclusive hire
Located near the charming city of Lucca, this villa dates back to 1412 and offers complete exclusivity.
Accommodation: Guest accommodations on-site with flexibility for your group size
Exclusive Use: Full exclusive hire included in wedding packages
Outdoor Spaces: Teatro di Verzura (green theater) for ceremonies, botanical park, and the historic Limonaia for receptions
Capacity: Perfect for your 50-56 guest count
Vibe: Historic Italian elegance with lush botanical surroundings
Starting from: £19,520 for 50 guests
Umbria Recommendations
Villa Baroncino - Lake Trasimeno
Perfect for: Intimate luxury with complete privacy
This five-star agriturismo is located in Tuoro sul Trasimeno, perfectly positioned between Florence and Rome.
Accommodation: Sleeps exactly 50 guests with 19 bedrooms, 20 bathrooms, and 10 kitchens across multiple villas (Villa Vittoria and Villa Adele)
Reception Capacity: Can host up to 120 guests for dining
Outdoor Spaces: Stunning lake views, gardens for ceremonies, two swimming pools, and an ancient barn—ideal for your multi-day celebration
Exclusive Use: Complete privacy with the entire property reserved for your group
Vibe: Relaxed luxury with authentic Italian agriturismo charm
Wellness Bonus: Peaceful lake setting and extensive grounds perfect for morning meditation
Package from: €21,516 for 40-60 guests
Borgo Bastia Creti - Central Umbria
Perfect for: Authentic borgo experience
A restored medieval borgo offering complete village exclusivity.
Accommodation: Multiple villas and rooms throughout the borgo to accommodate your full group
Exclusive Use: Entire borgo rental ensures complete privacy
Outdoor Spaces: Courtyard ceremonies, panoramic terraces, and countryside views
Vibe: Authentic medieval charm meets modern luxury—quintessentially Italian
Wellness Bonus: Peaceful countryside setting with walking trails
Three-Day Celebration Ideas:
Day 1: Welcome dinner in the gardens with local wines
Day 2: Wedding ceremony and reception
Day 3: Relaxed BBQ/pool party with morning wellness activities
Next Steps
Each of these venues offers exactly what you're seeking—exclusive use, on-site accommodation for your entire group, multiple outdoor spaces, and that perfect balance of refinement and relaxation. I'd recommend reaching out to 2-3 that resonate most with your vision to schedule virtual tours or site visits.
The venues I've highlighted have proven track records with destination weddings, experienced on-site coordinators, and the flexibility to create your perfect 3-4 day celebration.
Wishing you the most magical Italian wedding celebration! 🇮🇹