11 Best Villas in Tuscany to Book for Your Next Trip

Estimated read time 10 min read

Traveling to Tuscany is not complete without visiting its medieval towns and staying in one of its gorgeous old-charm villas that are mostly located in Tuscany’s rural countryside. Whether you are looking for a small and intimate villa for two, rustic farmhouses to large, luxurious estates, all types of villas can be found in both urban and rural areas. Renting a villa in Tuscany can be a great way to experience the region’s famous food, wine, and culture, and can provide a comfortable and private base from which to explore the area. Here are 11 best villas that we recommend for your next trip to Tuscany!

1. Villa San Lorenzo – Grosseto

Villa San Lorenzo is a luxurious old-charm villa located in the outskirts of Grosseto, just an hour drive away from the town of Siena. The villa has been beautifully restored to retain its original charm while offering modern amenities for a comfortable stay. With six opulent bedrooms, the villa can accommodate up to 12 guests, making it the perfect choice for large families or groups of friends.

The villa features a large private swimming pool and a beautifully landscaped garden with stunning views of the surrounding countryside. Inside, the villa boasts spacious living areas, including a formal dining room and a fully equipped kitchen. The bedrooms are elegantly furnished and each has its own en-suite bathroom.

Guests at Villa San Lorenzo can enjoy a range of activities, from relaxing by the pool to exploring the nearby vineyards and hilltop towns of Tuscany. With its breathtaking views and luxurious amenities, Villa San Lorenzo is the perfect base for a Tuscan vacation.

2. Villa Monticelli 

Villa Monticelli is a beautiful villa located in the heart of Tuscany, Italy. Surrounded by rolling hills, olive groves and vineyards, this charming villa is perfect for those looking for a relaxing getaway in the Italian countryside. The villa features six bedrooms and can easily accommodate up to 14 guests. The villa is also equipped with a spacious living area, a fully-equipped kitchen, a dining room, and several outdoor spaces, including a large garden and an infinity swimming pool.

Villa Monticelli is located in the Chianti region, which is known for its world-renowned wines, scenic landscapes, and charming medieval towns. The villa is just a short drive away from the historic cities of Florence and Siena, which are both well worth a visit. The nearby town of Sarteano offers a great selection of shops, restaurants, and cafes, while the surrounding countryside is ideal for hiking, cycling, and exploring. Whether you’re looking to explore the Tuscan countryside or simply relax and unwind in a beautiful setting, Villa Monticelli is an excellent choice for your next vacation.

3. Villa Angelica

Villa Angelica is a stunning Tuscan villa located in Pisa, Italy, and is an ideal place to stay for those who want to experience the best of Tuscany. The villa is a beautiful combination of modern and traditional architecture, offering comfortable and elegant accommodations for up to 13 guests. The villa features a private swimming pool and beautifully landscaped gardens, perfect for relaxation and enjoying the outdoors.

The interiors of Villa Angelica are spacious, bright, and decorated with a combination of traditional and contemporary styles. The villa offers five comfortable bedrooms to sleep up to 13 guests, a fully equipped kitchen, a dining room, and a living room with a fireplace.

Villa Angelica is located in a quiet and peaceful area surrounded by beautiful countryside, yet it is just a short drive from the historic city of Pisa. This makes it an ideal base for exploring the stunning sights of Tuscany, including Florence, Siena, and the picturesque Tuscan countryside.

4. Villa Scuola

Villa Scuola is a luxurious villa located in the picturesque village of Casali di Casole, in the heart of Tuscany. This stunning property offers breathtaking views of the surrounding hills and countryside, as well as easy access to some of the region’s most charming towns and cities, including Florence, Siena, and San Gimignano.

The villa itself features two bedrooms, each with its own en-suite bathroom, as well as a large living area, a fully equipped kitchen, and a dining room. There is also a beautiful outdoor area and a dining area under the pergola, perfect for al fresco meals and lazy afternoons spent soaking up the Tuscan sun. Whether you’re looking for a peaceful retreat in the Tuscan countryside or a base from which to explore all that the region has to offer, Villa Scuola is the perfect choice for a couple or small family on holiday in Tuscany.

5. Villa Santarsa

Villa Santarsa is a beautiful and spacious villa located in the charming town of Sansepolcro in the Tuscan region of Italy. The villa offers stunning views of the surrounding countryside and is perfect for those looking for a peaceful and relaxing vacation. The villa can accommodate up to 31 guests and features 13 bedrooms, a fully equipped kitchen, a dining area, and a comfortable living room with a fireplace.

The villa is surrounded by a large garden with a private swimming pool, sun loungers, and a covered terrace with an outdoor dining area and a barbecue. Guests can enjoy the beautiful scenery while lounging by the pool or dining al fresco.

Sansepolcro is a historic town known for its museums, churches, and beautiful architecture. The town is also located near several other charming Tuscan towns and cities, making it an ideal base for exploring the region. With its beautiful location, spacious accommodations, and wonderful amenities, Villa Santarsa is the perfect place to stay for your Tuscan vacation.

6. Villa Cungi

Villa Cungi is a beautiful and elegant villa located in the Tuscan town of Sansepolcro. This old-charm villa has been carefully restored and updated with modern amenities while still maintaining its historic charm. It is surrounded by lush gardens and boasts breathtaking views of the Tuscan countryside.

The villa has 13 luxurious bedrooms, each with an en-suite bathroom and furnished with traditional Tuscan furniture. It can accommodate up to 30 guests, making it perfect for large families or groups of friends.

The interior of the villa features a spacious living room with a cozy fireplace, an outdoor dining room with seating for up to 20+ guests, and a fully equipped kitchen. Outside, guests can enjoy a large swimming pool, a tennis court, and a barbecue area.

Villa Cungi is conveniently located near the town of Sansepolcro, where guests can explore the local shops, restaurants, and historic landmarks. It is also just a short drive from other popular Tuscan destinations such as Florence, Siena, and Pisa.

7. Villa Casetta

Villa Casetta is a beautiful and elegant property located in the Tuscan countryside near the town of San Giustino Valdarno. The villa has been carefully restored to preserve its traditional character while providing modern amenities for guests. The property includes a large infinity pool, private gardens, and stunning views of the surrounding countryside.

The villa features spacious rooms with elegant decor, including antique furniture, terracotta floors, and beamed ceilings. The kitchen is fully equipped with modern appliances and there is a large dining room for family meals. The villa can accommodate up to 8 guests in its four bedrooms, each with an en-suite bathroom.

Villa Casetta is the perfect location for those seeking a peaceful and relaxing holiday in Tuscany. Guests can enjoy walks in the countryside, visit local vineyards and wineries, and explore nearby medieval towns and villages. With its combination of modern amenities and comfort, Villa Casetta offers a unique and memorable holiday experience.

8. Villa Cantone

Villa Cantone is a stunning and spacious villa located in the heart of Tuscany, near the charming town of Sansepolcro. The villa is surrounded by beautiful gardens, olive groves, and vineyards, making it an ideal retreat for those seeking peace and tranquility.

The villa features 9 comfortable bedrooms, 7 of those with an en-suite bathroom, a fully-equipped kitchen, a spacious living room, and an outdoor dining room under the veranda. The villa also boasts a private swimming pool, an indoor Jacuzzi, and a large terrace where guests can enjoy al fresco dining with spectacular views of the surrounding countryside.

Villa Cantone is also conveniently located close to many of Tuscany’s famous cities, such as Florence, Siena, and Arezzo, making it an ideal base for exploring the region. Whether you want to relax by the pool, explore the nearby towns and cities, or simply enjoy the beautiful Tuscan countryside, Villa Cantone is the perfect choice for an unforgettable holiday in Italy.

Related: Our Favorite List: Top 13 Things to Do in Florence

9. Villa Bagnolo

Podere Bagnolo is a beautiful Tuscan villa located in the small town of Murlo, in the heart of Tuscany. The villa is surrounded by breathtaking views of the rolling hills, olive groves, and vineyards that make Tuscany famous. It is a perfect retreat for those looking for a relaxing and peaceful vacation in the countryside.

The villa has been recently renovated to offer modern amenities while still maintaining its traditional Tuscan style. It features three spacious bedrooms, a fully equipped kitchen, a comfortable living room, and a large outdoor terrace with stunning views.

The outdoor area includes a private pool, a barbecue area, and a large garden perfect for picnic or al fresco dining. The surrounding area offers plenty of opportunities for outdoor activities such as hiking, cycling, and horse riding.

10. Dimora

Dimora is a classic and elegant old-charm villa located in the small town of San Giustino Valdarno in the heart of Tuscany, Italy. The villa is surrounded by lush greenery and offers breathtaking views of the Tuscan countryside. The villa has been tastefully restored and offers guests a perfect blend of modern amenities and traditional Tuscan architecture.

The villa can accommodate up to 20 guests and features ten spacious bedrooms, each with its own private bathroom. The villa also includes a stunning Moroccan style indoor swimming pool, a gym, fully equipped kitchen, a large dining area, and a comfortable living room with a fireplace. Outside, guests can enjoy a beautiful garden and an outdoor swimming pool, a gazebo, and a barbecue area.

Dimora is an ideal place for families and groups of friends who want to experience the beauty and charm of Tuscany. The villa is located near many historical towns and cities, including Florence, Siena, and Arezzo, and offers easy access to local markets, restaurants, and wineries.

11. Casale Pulcinello

Casale Pulcinello is located in the Tuscan countryside near Pulcinello. This luxury villa boasts an ideal location for those looking to experience both the natural beauty and cultural treasures of Tuscany. The villa is surrounded by lush gardens, olive groves, and vineyards, providing a serene and tranquil environment.

The villa itself features an elegant and modern design, a heated glass-tiled infinity pool, four spacious bedrooms, a large living room, a fully equipped kitchen, and a dining area. The outdoor space includes a beautiful pool, a BBQ area, and a covered terrace, offering the perfect setting for relaxation and outdoor dining.

Casale Pulcinello is conveniently located just a short drive away from popular Tuscan destinations such as Florence, Pisa, and Lucca, making it an excellent base for exploring the region.

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