Tuscany is a place that feels like it was painted into existence for romance. Rolling hills dotted with vineyards, ancient stone towns, and sunsets that look like they’ve been lifted straight from a dream — it’s no wonder couples flock here for a truly memorable getaway. Whether you’re celebrating an anniversary, planning a honeymoon, or just craving a serene escape, staying in one of Tuscany’s stunning villas can make your trip unforgettable.

From my own personal experience, the right villa isn’t just a place to sleep — it’s the heart of your Tuscan adventure. Let me show you how I make the most of a romantic escape in these enchanting homes.


1. Villa La Foce – Chiusdino

Nestled between the rolling hills and sun-kissed valleys, Villa La Foce is a timeless escape. This villa dates back to the 15th century and boasts meticulously landscaped gardens that seem to stretch endlessly. Walking hand in hand through its floral paths feels like stepping into a fairytale.

Things to Do

  • Garden Strolls: Lose yourself among the cypress-lined paths and vibrant flower beds.
  • Wine Tasting: The nearby vineyards offer exquisite Tuscan wines to savor.
  • Cooking Classes: Learn to make traditional Tuscan dishes together.

The villa is perfect for couples who love peace, privacy, and being surrounded by nature.


2. Villa Vignamaggio – Greve in Chianti

If you dream of classic Tuscan charm, Villa Vignamaggio delivers it in spades. Famous for its lush vineyards and historic architecture, it’s said to have inspired the backdrop for “Under the Tuscan Sun.”

Things to Do

  • Wine Tours: Explore the Chianti region with tastings at local estates.
  • Historic Walks: Discover medieval towns nearby and their charming piazzas.
  • Spa Treatments: Indulge in relaxation with private wellness services.

From my overall experience, the villa’s old-world elegance combined with modern comforts creates an irresistible romantic vibe.


3. Villa Cetinale – Siena

Perched above Siena’s picturesque landscape, Villa Cetinale offers a blend of history and luxury. Its formal gardens and grand fountains make it a dream location for couples who appreciate refined beauty.

Things to Do

  • Photography Walks: Capture the incredible garden layouts and hilltop views.
  • Picnics: Find a quiet spot in the gardens for a private outdoor meal.
  • Day Trips: Visit Siena’s cathedral and Piazza del Campo just a short drive away.

Its peaceful ambiance makes it ideal for a quiet, intimate escape.


4. Villa di Ulignano – Pienza

For couples seeking privacy and rustic charm, Villa di Ulignano in Pienza is a hidden gem. Surrounded by golden fields and olive groves, it’s a perfect place to disconnect and enjoy each other’s company.

Things to Do

  • Cycling Tours: Explore the rolling hills on bikes for a fun and active experience.
  • Truffle Hunting: Join a guided tour to discover local truffle treasures.
  • Cooking Experiences: Cook traditional Tuscan meals with ingredients sourced locally.

The villa captures the essence of Tuscan life while offering comfort and seclusion.


5. Villa di Piazzano – Lucca

A romantic villa with panoramic views, Villa di Piazzano is a mix of luxury and Tuscan tradition. Its stone terraces offer perfect spots to sip wine while watching the sunset over Lucca’s historic skyline.

Things to Do

  • Visit Lucca: Explore its medieval walls, cobbled streets, and boutique shops.
  • Hiking: Discover the surrounding hills on scenic walking trails.
  • Private Dinners: Enjoy a chef-prepared meal on your terrace under the stars.

From my own personal experience, the magic of watching the Tuscan sunset from this villa is unparalleled.


6. Villa Le Piazze – Cortona

Set just outside the charming town of Cortona, Villa Le Piazze combines rustic appeal with modern comforts. Its stone interiors, exposed beams, and cozy fireplaces create an intimate atmosphere perfect for couples.

Things to Do

  • Explore Cortona: Stroll through art galleries, quaint cafés, and local markets.
  • Wine & Olive Oil Tastings: Savor the flavors of Tuscany at nearby estates.
  • Horseback Riding: Trek through the Tuscan countryside for a memorable adventure.

This villa offers a balance of relaxation, culture, and active exploration.


7. Villa Mangiacane – Florence

For couples wanting proximity to Florence with the tranquility of the countryside, Villa Mangiacane is an excellent choice. Surrounded by vineyards and olive groves, it’s a place where luxury meets tradition.

Things to Do

  • Florence Day Trips: Explore the Duomo, Uffizi Gallery, and Ponte Vecchio.
  • Vineyard Tours: Taste award-winning wines right on the estate.
  • Cooking Classes: Learn authentic Florentine recipes from expert chefs.

Based on my overall experience, staying here gives you the best of both worlds: cultural exploration and peaceful retreat.


8. Villa Cicolina – Arezzo

Tucked near Arezzo, Villa Cicolina is ideal for couples seeking romance with a touch of history. Its panoramic terraces, lush gardens, and classic architecture make it an intimate escape.

Things to Do

  • Historical Tours: Discover Arezzo’s medieval streets and local museums.
  • Culinary Experiences: Participate in olive oil tastings and pasta-making workshops.
  • Sunset Views: Watch the Tuscan sun paint the hills in golden hues.

The villa’s charm lies in its combination of comfort, history, and breathtaking surroundings.


Planning Your Romantic Tuscan Getaway

When choosing your villa, consider what matters most: is it privacy, proximity to vineyards, or easy access to historic towns? Many of these villas offer additional services such as private chefs, guided tours, and wellness experiences to enhance your stay.

From my own personal experience, the key to a truly romantic escape is to mix relaxation with small adventures — strolls through vineyards, quiet evenings on terraces, and exploring towns at your own pace. Each villa listed offers a unique perspective on Tuscany, allowing you to tailor your trip perfectly to your romantic vision.

Tuscany isn’t just a destination; it’s an experience. The combination of breathtaking landscapes, rich history, exquisite food, and enchanting villas creates memories that last a lifetime. Choosing the right villa allows you to immerse yourself fully in this magic and makes your getaway more than just a trip — it becomes a love story written in the hills and valleys of Tuscany.