Tuscany, with its rolling hills, sun-kissed vineyards, and timeless architecture, is one of the most romantic wedding destinations in the world. Picture saying your vows in a centuries-old villa surrounded by cypress trees, olive groves, and breathtaking sunsets. Whether you’re dreaming of an intimate gathering or a grand celebration, Tuscany’s villas offer a perfect blend of romance, history, and natural beauty. From my own personal experience, planning a wedding in this region is not only magical but also offers countless opportunities to create memories that will last a lifetime.
Let me show you how I make sense of the most charming villas in Tuscany that you really need to explore for your wedding day.
1. Villa Cora – Florence
Located just a few minutes from the historic center of Florence, Villa Cora is an elegant 19th-century mansion that combines luxury and classic Italian charm. The villa is surrounded by extensive gardens with panoramic views of the city, making it perfect for outdoor ceremonies.
Must-see features:
- Stunning rooftop terrace for sunset ceremonies
- Opulent interior halls with original frescoes and chandeliers
- Professional wedding planning services onsite
Things to do nearby:
After your ceremony, take a short stroll into Florence to visit the Duomo, Uffizi Gallery, or Ponte Vecchio. From my own personal experience, having a wedding near Florence allows for combining cultural exploration with romance seamlessly.
2. Villa Le Fontanelle – Florence Hills
Perched on a hill overlooking Florence, Villa Le Fontanelle is surrounded by olive groves and vineyards, offering unmatched privacy and charm. The villa is famous for its lush gardens and classic Tuscan architecture.
Must-see features:
- Expansive terraces ideal for outdoor receptions
- Beautifully restored rooms with antique furniture
- Infinity pool overlooking Florence
Things to do nearby:
Explore local wineries and taste authentic Chianti wines. Strolling through nearby villages like Fiesole can add a magical touch to your wedding photos.
3. Villa La Vedetta – Florence
For couples seeking sophistication with a view, Villa La Vedetta is a boutique-style villa with panoramic terraces overlooking the city of Florence. The villa is intimate, making it ideal for smaller ceremonies or elegant elopements.
Must-see features:
- Romantic rooftop terrace perfect for dinner under the stars
- Luxurious suites for bridal preparations
- Personalized event coordination
Things to do nearby:
Enjoy private tours of Florence’s art and architecture, or plan a sunset dinner at Piazzale Michelangelo. Based on my overall experience, smaller villas like La Vedetta allow for highly personalized weddings without losing the grand Tuscan feel.
4. Villa Medicea di Lilliano – Chianti Region
Deep in the heart of Tuscany’s Chianti wine region, this historic villa offers vineyards, gardens, and olive groves. Its history dates back to the 15th century, giving weddings a regal atmosphere.
Must-see features:
- Wine cellar perfect for private tastings
- Outdoor gardens for romantic ceremonies
- Historic architecture that feels timeless
Things to do nearby:
Explore Chianti’s rolling vineyards, enjoy wine tours, and discover quaint Tuscan villages. From my own personal experience, hosting a wedding in Chianti gives you both romance and adventure in one setting.
5. Villa Catignano – Near Florence
Villa Catignano is a stunning property combining elegance with rustic charm. Its olive tree-lined drive and terraced gardens create a picture-perfect backdrop for wedding photos.
Must-see features:
- Panoramic garden terraces
- Elegant indoor halls with classic Tuscan design
- Onsite catering with authentic Tuscan cuisine
Things to do nearby:
Plan a romantic hot air balloon ride over Tuscany or visit Florence’s art galleries. Based on my overall experience, villas like Catignano provide a mix of serenity and convenience, perfect for couples wanting the best of both worlds.
6. Villa La Massa – Florence Countryside
Nestled along the Arno River, Villa La Massa is a historical property blending Renaissance charm with modern luxury. Its location offers both privacy and proximity to Florence.
Must-see features:
- Riverfront terraces for intimate ceremonies
- Luxurious spa and wellness facilities
- Classical Italian gardens for photography
Things to do nearby:
Enjoy Florence’s famous art, explore the Tuscan hills on horseback, or enjoy private cooking classes. From my own personal experience, combining villa luxury with local experiences enhances the entire wedding journey.
7. Villa di Maiano – Fiesole
Villa di Maiano is a classic Renaissance villa set in the hills above Florence. With its historic charm and gardens, it is ideal for couples seeking a fairytale wedding experience.
Must-see features:
- Panoramic terrace overlooking Florence
- Beautifully restored frescoes and interior spaces
- Garden ceremonies surrounded by centuries-old trees
Things to do nearby:
Visit Fiesole’s Roman theater, take a guided Tuscan wine tour, or enjoy a scenic drive through olive groves. Based on my overall experience, villas like Maiano combine history, culture, and romance in a single stunning location.
8. Villa Il Borro – Near Arezzo
Owned by the Ferragamo family, Villa Il Borro is a Tuscan estate offering vineyards, olive groves, and medieval charm. This villa is perfect for couples wanting a luxurious, countryside wedding.
Must-see features:
- Exclusive winery and wine cellar tours
- Panoramic gardens for outdoor ceremonies
- Authentic Tuscan culinary experiences onsite
Things to do nearby:
Take a hot air balloon ride over the countryside, explore Arezzo’s historic town, or enjoy wine tastings at the villa. From my own personal experience, Il Borro offers the perfect combination of luxury, privacy, and unforgettable scenery.
Tips for Planning a Villa Wedding in Tuscany
- Book early: Villas in Tuscany are popular, especially in spring and summer.
- Hire a local wedding planner: They know hidden gems and can navigate local regulations.
- Choose the right season: Spring and early fall provide mild weather and stunning landscapes.
- Consider guest accommodations: Many villas have on-site suites or nearby hotels.
- Include local experiences: Wine tastings, cooking classes, and village tours enhance the celebration.
Tuscany offers unmatched romance, history, and scenery for your wedding day. From Florence’s elegant villas to the rolling Chianti hills, each location promises a unique experience you’ll treasure forever. Planning a wedding here allows you to combine luxury, culture, and nature seamlessly.
Based on my overall experience, exploring Tuscany’s villas before deciding on one helps you find the perfect backdrop for your celebration. Each villa has its own story, its own charm, and its own magic, waiting to make your wedding unforgettable.

I’m Gemma, a passionate lifestyle blogger sharing my creative world with you. Gemitaliano.com is my little corner of the internet, glad you’re here.

