7 Stunning Villas in Tuscany That Look Like They’re Straight Out of a Dream
I am guilty. I traveled to Italy for over 10 years before finally getting to Tuscany. And once I did, I loved it so much that I moved here.
If you are simply dreaming of Tuscany, or planning an Italy trip, you will find here the most stunning villas in Tuscany.
Tuscany is basically what daydreams are made of. Rolling vineyards, golden sunsets, and villas are so breathtaking they look like they belong in a Renaissance painting.
And the region has a villa for every kind of dreamer. No matter if you’re after a historic castle dripping with old-world charm or a countryside retreat with endless vineyard views.
Here are some of the most stunning villas in the region, each offering its own magical take on la dolce vita.
This post contains affiliate links. Read more about it on our disclosure page here.
Table of Contents
Stunning Villas in Tuscany
Villa La Massa
A 13th-century villa nestled along the serene banks of the Arno River, surrounded by the rolling hills of Tuscany. That’s Villa La Massa for you – a dreamy escape that feels like stepping into a Renaissance painting.
So, why is Villa La Massa one of the best in Tuscany?
For starters, it’s got history. Once a country home for Florentine nobility, this place oozes old-world charm.
Each of its 51 rooms is unique, spread across five classic Tuscan-style buildings. Think canopy beds, frescoed ceilings, and marble bathrooms that make you feel like royalty.
But it’s not just about looks. Villa La Massa offers a blend of seclusion and convenience that’s hard to beat. You’re just a short drive from Florence, yet wrapped in 22 acres of parkland. It’s the perfect spot to unwind after a day exploring the city.
What sets it apart? The attention to detail. From the gourmet restaurant “Il Verrocchio” serving up traditional Tuscan dishes to the brand-new pool surrounded by lemon trees and cypresses, every corner is designed to delight. Plus, with only 51 rooms, it feels intimate – like your own slice of Tuscan heaven.
Read more about the villa here!
Villa Medicea di Liliano
An 11th-century villa perched on the rolling hills of Chianti, just a stone’s throw from Florence.
That’s Villa Medicea di Lilliano – a place where history and luxury blend seamlessly.
Villa Medicea di Lilliano isn’t just a pretty face; it’s steeped in history.
Once a Medicean villa, it boasts terraced gardens, courtyards, and even its own chapel.
The panoramic views from the terrace? Simply breathtaking – you can see both the city of Florence and the sprawling Chianti landscape.
The villa provides a range of accommodations, from private villas to B&B suites, all with modern comforts and stunning views.
Plus, with Florence just 11 kilometers away, you can easily switch between the countryside’s tranquility and the city’s vibrancy.
What makes Villa Medicea di Lilliano truly special is its versatility. Whether you’re planning an intimate gathering or a grand event, the villa can accommodate your needs.
Read more about the villa here!
Villa Cetinale
Built in 1678 by Cardinal Flavio Chigi, Pope Alexander VII’s nephew, this villa epitomizes Italian elegance.
The meticulously designed gardens, featuring statues by Giuseppe Mazzuoli, are a testament to its rich past.
The villa boasts 13 bedrooms, accommodating up to 27 guests, making it perfect for gatherings. Amenities include a private pool and tennis court, ensuring relaxation and recreation amidst the beautiful Tuscan landscape.
The combination of its Baroque architecture, storied past, and top-notch amenities offers a unique experience that’s hard to find elsewhere.
Read more about the villa here!
Borgo San Pietro
A place where history, luxury, and nature come together to create a dreamy escape.
Borgo Santo Pietro isn’t just a hotel; it’s an experience. Set on a sprawling 300-acre estate, this 5-star retreat offers meticulously designed rooms, each with its own unique charm.
The estate boasts Michelin-starred dining, a holistic spa, and even its own organic skincare line, Seed to Skin.
If you’re seeking a blend of relaxation and adventure, Borgo Santo Pietro has you covered.
Unwind by the freshwater infinity pool, indulge in farm-to-plate cuisine at their Michelin-starred restaurant, or explore the extensive gardens and working farms. The estate operates on a farm-to-plate philosophy, with many ingredients sourced directly from their own gardens and farms.
For those looking to venture out, the estate’s central location makes exploring nearby Siena, San Gimignano, and Florence easy.
See more about the villa here!
Villa Lena
Villa Lena is a dreamy blend of art, nature, and laid-back luxury. But it isn’t your typical Tuscan retreat.
It’s a creative agriturismo that combines the charm of rural Italy with a vibrant artist residency program. Guests can mingle with artists-in-residence, participate in creative workshops, and immerse themselves in a community that celebrates art and culture.
If you’re looking to unwind in a place that sparks inspiration, Villa Lena is your spot.
You can join a truffle hunt in the surrounding forests, take a dip in the pool with panoramic views, or simply relax in beautifully designed rooms that blend rustic charm with modern comforts.
Plus, the on-site restaurant, Osteria San Michele, serves farm-to-table dishes crafted from the estate’s organic gardens.
The artist residency program brings together creatives worldwide, fostering a unique atmosphere where guests can engage with art hands-only.
Vignamaggio
A historic estate that’s been perfecting the art of “la dolce vita” since 1404. Welcome to Vignamaggio, nestled in the Chianti hills between Florence and Siena.
It’s a sustainable farm with over 400 hectares of vineyards, gardens, and forests. Their wine cellar has operated for over six centuries, producing Chianti Classico embodying the region’s rich history.
Stay in their charming stone farmhouses or the newly renovated hotel, La Pensione, in Panzano in Chianti. Indulge in farm-to-table dining at La Fattoria, where dishes are crafted from their own gardens and paired with estate wines.
And for a touch of romance, the estate offers a unique scenic wedding venue in the heart of Tuscany.
Vignamaggio’s blend of history, sustainability, and authentic Tuscan charm makes it a standout. The estate’s commitment to organic farming and preserving its rich heritage offers guests a genuine taste of Tuscany’s past and present.
Read more about the villa here!
Castello di Casole
A 10th-century castle perched atop rolling Tuscan hills, surrounded by 4,200 acres of vineyards, olive groves, and cypress-lined lanes. That’s Castello di Casole, a Belmond Hotel, where history and luxury blend seamlessly.
The estate offers 39 elegantly furnished rooms and suites, each uniquely designed to reflect the rich history of the property.
Whether you’re staying in a classic Tuscan suite within the castle walls or a modern Italian apartment overlooking the olive groves, comfort and style are guaranteed.
Unwind by the outdoor pool with panoramic countryside views, indulge in treatments at the spa, or savor farm-to-table dining at one of the estate’s two restaurants.
Feeling adventurous? Explore the extensive grounds through hiking or biking, or take a scenic drive to nearby Siena or Florence.
Staying here means immersing yourself in centuries-old history while enjoying contemporary comforts. The estate’s vastness offers a sense of seclusion and tranquility that’s hard to find elsewhere.
Read more about the villa here!
Read also
7 Hidden Gems in Tuscany You’ve Never Heard of But Need to Visit
5 Reasons Why Vinci Should Be on Your Italian Bucket List
The Best 3 Days in Florence for First-Time Visitors
PIN FOR LATER!
