Tuscany, Italy Villas & Vacation Rentals

Looking to rent a villa in Tuscany, Italy?

Tuscany boasts a stunning variety of private homes and vacation rentals perfectly suited to couples or groups of family and friends looking for an idyllic escape. Discover luxury villas set amidst sprawling vineyards, where you can taste local wines whilst taking in the picturesque views. For a blend of old-world charm and modern comfort, choose one of the charming historic homes with private pools and all the contemporary amenities you need. These exclusive homes ensure the utmost privacy, making Tuscany an unparalleled destination for a memorable and rejuvenating vacation.

These are the 99 most popular villa rentals in Tuscany, Italy. Narrow your search above.

  • From $2,995 to $5,325 per night
  • Pool
  • AC

Daniela

16 Bedrooms
15 Bathrooms
  • From $2,863 to $3,883 per night
  • Pool
  • AC

Feronia

20 Bedrooms
19 Bathrooms
  • From $11,960 to $17,940 per night
  • Pool
  • AC
  • From $5,947 to $7,317 per night
  • Pool

Orfea

12 Bedrooms
10 Bathrooms
  • From $3,386 to $4,877 per night
  • Pool
  • AC

Vinia

10 Bedrooms
10 Bathrooms
  • From $2,496 to $4,160 per night
  • Pool
  • AC

Distinta

5 Bedrooms
4 Bathrooms
  • From $887 to $1,776 per night
  • Pool
  • AC
  • From $3,883 to $9,785 per night
  • Pool
  • AC
  • From $2,175 to $3,697 per night
  • Pool
  • AC

Augusta

6 Bedrooms
6 Bathrooms
  • From $3,712 to $3,867 per night
  • Pool
  • AC
  • From $3,417 to $7,611 per night
  • Pool
  • AC

Jobaldo

7 Bedrooms
7 Bathrooms
  • From $1,708 to $3,106 per night
  • Pool
  • AC

Chiara

10 Bedrooms
9 Bathrooms
  • From $1,725 to $2,762 per night
  • Pool
  • AC

Uniana

6 Bedrooms
5 Bathrooms
  • From $7,766 to $7,766 per night
  • Pool
  • AC

Verdiana

11 Bedrooms
11 Bathrooms
  • From $4,272 to $5,048 per night
  • Pool

Hortus

5 Bedrooms
5 Bathrooms
  • From $1,864 to $3,494 per night
  • Pool
  • AC

Tosca Estate

11 Bedrooms
11 Bathrooms
  • From $9,785 to $10,873 per night
  • Pool
  • AC

Fleda

7 Bedrooms
7 Bathrooms
  • From $1,708 to $3,106 per night
  • Pool

Veltuna

7 Bedrooms
6 Bathrooms
  • From $4,225 to $4,970 per night
  • Pool
  • AC

Montosca

10 Bedrooms
10 Bathrooms
  • From $2,175 to $5,436 per night
  • Pool
  • AC
  • From $2,071 to $3,106 per night
  • Pool
  • AC

Leonardo

6 Bedrooms
6 Bathrooms
  • From $1,110 to $1,465 per night
  • Pool
  • AC

Donato

12 Bedrooms
11+ Bathrooms
  • From $6,958 to $9,633 per night
  • Pool
  • AC

Miriel

6 Bedrooms
6 Bathrooms
  • From $1,848 to $2,609 per night
  • Pool
  • AC

Colli

7 Bedrooms
7 Bathrooms
  • From $2,725 to $4,464 per night
  • Pool
  • AC
  • From $1,243 to $1,631 per night
  • Pool
  • AC

Millelodi

9 Bedrooms
9 Bathrooms
  • From $3,728 to $8,141 per night
  • Pool
  • AC

Rosenzia

10 Bedrooms
8+ Bathrooms
  • From $3,883 to $4,815 per night
  • Pool
  • AC
  • From $3,417 to $4,349 per night
  • Pool

Anna

7 Bedrooms
7 Bathrooms
  • From $3,294 to $4,545 per night
  • Pool
  • AC

About Tuscany, Italy

From rolling vine-laced hills cloaked in early morning mist, to the art-rich cities that birthed the Renaissance, Tuscany’s tranquil landscapes offer an unforgettable taste of quintessential Italy. Whether you come for a city-break or countryside escape, you’re sure to be seduced by the romantic romanesque heritage this enchanting region is famed for. Marvel at masterpieces in Florence, from Michelangelo to Botticelli and the gold-tipped peak of Brunelleschi’s Dome. Wander nearby Pisa’s pretty piazzas, or stop off in stunning Siena for a glass of Brunello di Montalcino made with the local Sangiovese grapes. To the southwest, you’ll find Tuscany’s little-known coast, Elba among seven island gems shining in the azure waters.

Stroll the charming streets of medieval Tuscan villages, red roofs and fortified walls clinging to the hilltops, from charismatic Cortona to the towering spires of San Gimignano. Survey your surrounds from your 14th-century hilltop estate, vine-striped hills and olive groves below, dotted with clusters of cypress trees. As the evening draws in, have your chef prepare a menu of regional specialities, handmade truffle pasta and locally sourced beef. Savour a glass of the ubiquitous Chianti from the vineyards below, bathed in the golden Tuscan light as the setting sun disappears behind the distant Apennine mountains.

What's special about Tuscany, Italy?

Tuscany is a dream destination where the beauty of the landscape and rich cultural heritage come together to create the perfect Italian escape. From the gentle slopes of the Chianti hills lined with vineyards to the charming medieval towns like San Gimignano and Siena, Tuscany offers an unforgettable experience. Stay in a private villa surrounded by scenic countryside, where you can enjoy the peace and serenity of the Tuscan hills. Whether you take time to explore Florence’s art treasures or unwind in the tranquil countryside, Tuscany is the ultimate getaway for lovers of art, food, and nature.

What makes Tuscany truly special is the variety of experiences it offers. Art lovers can immerse themselves in the Renaissance masterpieces housed in Florence’s museums, while foodies will delight in the region’s rich culinary traditions, from local wines to truffle dishes. Tuscany’s diverse landscape also offers endless opportunities for outdoor adventures, from hiking through rolling hills, biking through olive groves, and hot air ballooning over the countryside. With a range of vacation rentals, Tuscany offers everything from luxury villas to rustic farmhouses, making it the perfect place to unwind after a day of exploration.

Tuscany, Italy FAQ

Q: What makes staying in a private villa in Tuscany so special?
A: Choosing a villa in Tuscany offers an unparalleled experience of exclusivity, privacy, and luxury. Imagine waking up to stunning views of the verdant Tuscan landscape, sipping a coffee on your private terrace, or lounging by your private pool. Our villas provide a home-like environment where you have the freedom to live as a local, cook your meals, and explore the surrounding countryside at your own pace.
Q: What can I expect from the local cuisine in Tuscany?
A: Tuscany is a food lover's paradise. The region is famous for its simple yet hearty dishes made with fresh local ingredients. From exquisite olive oils, world-renowned wines, to mouth-watering truffle dishes, dining in Tuscany is an experience in itself.
Q: Why should I consider visiting Tuscany during the off-peak season?
A: Tuscany has a charm that transcends seasons. During the off-peak season, the region is less crowded, allowing you to explore local sights at a leisurely pace. It's also a fantastic time to enjoy regional festivals such as the Olive Harvest Festival in November or the Truffle Festival in San Miniato in November.
Q: What makes Tuscany a perfect destination for art and history lovers?
A: Tuscany is a treasure trove of art and history. From the Renaissance masterpieces of Florence to the medieval architecture of Siena, the region is steeped in culture. Staying in a villa gives you the flexibility to explore these gems at your leisure.
Q: How can I make my villa stay in Tuscany more luxurious?
A: Our villas offer various luxury services to enhance your stay. You can hire a private chef for a gourmet Italian meal, get a massage therapist for a relaxing spa day at your villa, or charter a yacht for a day. We're here to make your Tuscan holiday a dream come true.