Tuscany has a way of stealing hearts. From rolling hills dotted with olive groves to sun-kissed vineyards, it’s no wonder couples flock here to say their “I do’s.” If you’ve ever dreamed of a wedding set against the backdrop of medieval towns, cypress-lined avenues, and golden sunsets, Tuscany is calling your name. But with so many stunning villas scattered across the region, choosing the perfect spot can feel overwhelming. Don’t worry—I’ve explored this enchanting land and, from my own personal experience, I’m here to guide you to eight truly unforgettable villas that could turn your wedding dreams into reality.
Villa La Foce – Elegance Amidst Gardens
Nestled between Florence and Siena, Villa La Foce is the epitome of Tuscan sophistication. Its perfectly manicured gardens stretch out over the hills, offering breathtaking views that seem to have jumped straight out of a Renaissance painting.
This villa is not only visually stunning but also incredibly versatile. You can host an intimate ceremony in the walled garden or a grand reception in the elegant terrace overlooking the Val d’Orcia. The staff here are professional yet warm, helping you craft every detail with ease.
A must-see for couples who love flowers, natural light, and that “wow” factor that makes your wedding photos look like a magazine spread. And while you’re there, take a stroll down the villa’s gardens—you’ll truly feel transported into another time.
Castello di Vincigliata – A Fairytale Castle
Imagine exchanging vows in a castle. Now stop imagining and start picturing Castello di Vincigliata. Sitting just outside Florence, this historic fortress has a storybook charm that’s impossible to ignore. Stone walls, turrets, and panoramic views of the Tuscan countryside set the scene for a wedding straight out of a fairytale.
This venue is perfect for couples who want both romance and history. The terraces and courtyards are ideal for sunset cocktails, and the indoor halls offer a dramatic setting for a reception. You can explore the castle’s grounds, from the hidden corners to the old chapel, and find spaces that make your celebration feel both private and magical.
Villa Cora – Luxury with a View
If your wedding vision involves classic elegance with a touch of glamour, Villa Cora in Florence should be at the top of your list. Set in a historical park, the villa features luxurious interiors, ornate furnishings, and sweeping terraces with unbeatable city views.
Based on my overall experience, this villa is perfect for couples who love the idea of a city vibe while still feeling like they’ve escaped into a secluded paradise. Every corner of Villa Cora invites exploration—from the marble staircases to the shaded gardens where you can enjoy intimate moments before the ceremony.
Borgo Santo Pietro – Rustic Charm Meets Five-Star Comfort
Borgo Santo Pietro offers the rare combination of rustic charm and five-star luxury. Located in the heart of the Tuscan countryside, this villa provides a romantic, laid-back atmosphere with all the amenities of a high-end resort. Think olive groves, fragrant gardens, and a poolside perfect for a relaxed reception.
This villa is ideal if you want your guests to feel at home while still enjoying the magic of Tuscany. Beyond the wedding festivities, you can organize cooking classes, wine tastings, or explore nearby medieval towns. Each experience makes your wedding feel like a complete journey rather than just a single day.
Villa Vignamaggio – Historic Beauty and Vineyard Views
For wine lovers, Villa Vignamaggio is a dream come true. Located near Greve in Chianti, this villa boasts 14th-century architecture surrounded by vineyards and olive trees. Its historic charm is undeniable, with rustic interiors that balance elegance and authenticity.
The outdoor spaces are perfect for a ceremony, especially during golden hour when the Tuscan sun casts a soft glow across the hills. Take the time to explore the vineyards—you can even organize a tasting or vineyard tour for your guests. Trust me, they’ll remember it long after the cake is gone.
Villa Le Fontanelle – Secluded and Intimate
Not every wedding needs to be grand. Villa Le Fontanelle is ideal for couples seeking privacy and intimacy. Tucked away near Florence, this villa is surrounded by lush gardens and offers panoramic views of the surrounding hills.
From my own personal experience, there’s something incredibly special about saying your vows in a place where you feel completely secluded from the world. You can enjoy private moments with your closest friends and family, or explore the local area for a quiet adventure before the big day. The charm lies in its tranquility, perfect for couples who prefer an intimate celebration over a massive affair.
Villa Civitella – Artistic and Timeless
Villa Civitella brings together art, history, and romance. Located in Cortona, this villa is known for its vibrant frescoes and historic architecture. Hosting a wedding here feels like stepping into a living museum, with every corner telling a story.
This venue is ideal if you love details, colors, and a touch of artistry. The terrace is perfect for an aperitivo, while the villa’s interiors can accommodate a lavish reception or a cozy dinner. Exploring the villa feels like a journey back in time, making your wedding experience both unique and unforgettable.
Castello di Casole – A Grand Celebration in Nature
Finally, Castello di Casole is for couples who dream big. Spread across 4,200 acres of rolling hills, this castle offers luxury, space, and unmatched scenery. You can choose from multiple locations for your ceremony and reception, whether it’s a vineyard, a historic courtyard, or a grand hall.
Beyond the wedding, the villa offers countless activities to explore, from horseback riding to spa treatments. Your guests will have plenty to do, making the entire stay a memorable experience. You’ll truly fall in love with every corner—from the vineyards to the forested trails.
Things to Do Around Your Tuscan Villa
While your wedding is the main event, Tuscany offers plenty to explore before and after the ceremony. Here are some must-see experiences to consider:
- Vineyard Tours: Sample Chianti or Brunello wines and enjoy the picturesque landscapes.
- Olive Oil Tasting: Learn about traditional methods and savor the flavors of fresh Tuscan oil.
- Historic Town Visits: Explore Siena, Florence, San Gimignano, and Cortona.
- Cooking Classes: Learn to make pasta, gnocchi, or traditional Tuscan desserts.
- Hot Air Balloon Rides: Get a bird’s-eye view of the rolling hills for a truly magical memory.
Each of these activities allows you to create a full wedding experience, turning your trip into a celebration that you and your guests will never forget.
Final Thoughts
Choosing the perfect villa in Tuscany for your destination wedding is about more than just picking a beautiful location—it’s about finding a space that reflects your personality, offers unforgettable experiences, and allows you to immerse yourself in the magic of the region. From my own personal experience, the villas listed here provide everything you need: stunning views, historic charm, and a sense of timeless romance.
Whether you’re drawn to castles, intimate estates, or luxurious retreats, Tuscany has a villa that will make your wedding day truly unforgettable. Explore the gardens, taste the local wine, and soak in every moment—because in Tuscany, every corner is a story waiting to be part of your love story.

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.

