Experiencing the serene, picturesque Tuscany landscaping from your own private villa is an experience you’ll never forget. But first, you have to find the best villa in Tuscany – and this is easier said than done as there are more options than ever before.
That’s why we, Insider Villas, have taken it upon ourselves to put together this guide to renting a villa in Tuscany. You can enjoy peace of mind as we’ve filtered out all but the very best of the best villa rentals in Tuscany. You’re just a few moments away from uncovering an idyllic, charming villa right in the heart of Tuscany so you can enjoy all this region has to offer.
But before we give you our take on the best Tuscany villa rentals, we want to provide some more context to help you enjoy this trip to the fullest. Below, you’ll learn the best way to rent a villa in Tuscany along with the best time to rent a villa in Tuscany. First, let’s make the case for renting a Tuscany villa in the first place…
Villa Maria in Tuscany, Italy
When traveling to Tuscany, you have no shortage of accommodation options. So, why rent a villa in Tuscany? Here are 4 reasons:
Well, for one it offers a truly unique and immersive experience that is hard to replicate in other types of accommodations. A private Tuscany villa provides the perfect blend of comfort, luxury, and privacy, allowing you to fully unwind and experience the region’s beauty and charm in a way that is simply not possible in a hotel or other touristy areas. With modern comforts seamlessly blended into the historic architecture, a villa in Tuscany offers the best of both worlds for a truly unforgettable vacation.
Whether you’re traveling with family or friends, you want to stretch your legs out in your own personal retreat – that’s what a private villa allows you to do. No sharing accommodations with strangers, no annoying noises from others interrupting your R&R.
That’s not all – staying in your own Tuscany villa grants you the ability to experience this region like a local, as many villas are located in small, charming towns in the Chianti region away from crowded touristy areas. You can shop at local markets, enjoy espresso at local cafes, and interact with friendly locals who are always happy to share their culture and way of life with visitors.
Renting a villa also offers the opportunity to indulge in Tuscany’s world-renowned cuisine. Most villas come with fully equipped kitchens, allowing you to cook your own meals using fresh, locally sourced ingredients. But let’s face it – you’re not traveling to Tuscany to cook your own meals. Many villas also offer the services of a private chef, who can prepare delicious meals for you and your guests in the comfort of your own villa.
Additionally, the location of the villa provides easy access to nearby towns for dining experiences and activities such as cooking classes and wine tasting. This is a once-in-a-lifetime opportunity to fully immerse yourself in the Tuscan culture.
Most of all, though, renting a villa in Tuscany provides unparalleled access to the region’s stunning natural beauty. Many villas are situated in the heart of the countryside, surrounded by vineyards, olive groves, and rolling hills. You can take long walks through the scenic landscapes, relax by the pool with a glass of wine, or simply soak up the tranquil atmosphere of rural Tuscany.
Now that you’re fully sold on finding the best villa in Tuscany, you’re probably eager to get the search underway. Not so fast. First, we need to cover the best time to rent a villa in Tuscany. After all, the time you visit this region dictates:
As you can imagine, there is a balance to be struck here. With the best weather comes more crowds and higher rates/lower availability. On the other hand, going in “off-season” times of year leads to lower rates, higher availability, and most importantly, fewer crowds.
But there are a few other considerations that affect the best time to rent a villa in Tuscany. What do you want to do in your travels? There are festivals and events throughout the year, including the Palio di Siena in July and August, the Viareggio Carnival in February, and the Chianti Wine Festival in September. You should do some research into these types of events and plan accordingly.
With all that said, only you can choose the best time to rent a villa in Tuscany based on the factors we talked about above. Do you want the best weather, and are willing to book way in advance and pay a premium in order to avoid crowds? The summer months of July and August are as warm and sunny as it gets in this region. The shoulder season (April – June and September – November) offers the best balance between pricing, crowds, and weather.
Once you when you’re going to rent a Tuscany villa, you need to figure out where you’re going to rent your villa. After all, Tuscany is a region – not a city/town itself. There are quite a few cities within Tuscany you can narrow your search to. But only one of these is the best place to rent villas in Tuscany for you. To help you find out which that is, consider these factors:
In our opinion, the best place to rent villas in Tuscany is Cortona with a population of just 23,000. This location is just an hour south of Florence and is home to the famous Ponte Vecchio, making it the perfect spot for a romantic getaway. This charming hilltop town in Tuscany is known for its stunning views, historic architecture, and cultural heritage.
The town of Cortona
The town is home to several historic landmarks, including the 13th-century Piazza della Repubblica and the Museo dell’Accademia Etrusca, which houses a collection of Etruscan artifacts. Visitors can also explore the town’s narrow streets and alleyways, which are lined with charming cafes, restaurants, and shops selling local handicrafts.
The town of Cortona
Cortona is also an excellent base for exploring the surrounding countryside. The town is surrounded by rolling hills, olive groves, and vineyards, making it a great place for hiking, biking, or just enjoying the scenery. Visitors can also take day trips to nearby towns like Montepulciano, Pienza, and Arezzo to bask in their own unique cultural and culinary experiences. We’ll unveil the best Tuscany villa rentals in Cortona in just a moment. First – what’s the best way to rent a villa in Tuscany in general?
Wouldn’t it be nice to be able to click a few buttons and be done with renting your villa? How does it sound to leave all the hard work of planning and executing your accommodations to someone else who knows the region so you can just kick back and relax – experiencing your Tuscany vacation as it was intended? By working with the best Tuscany villa rental companies, you can!
And for that, you can look no further than Insider Villas. We’re passionate about elevating your travels and helping you experience the great wonders of the world stress-free. As such, we have handpicked luxury villas just waiting to be discovered.
When you rent your villa through us, you gain access to the most idyllically set properties featuring all the cutting-edge amenities you need to enjoy your trip to the fullest. That includes the basics like swimming pools and hot tubs along with maid & laundry services, private chefs, tour guides, and more. You can enhance your vacation through yacht rental, helicopter tours, and even private jet rental.
Because you came here searching for the best way to rent a villa in Tuscany, we wanted to throw our name in the hat as you plan your trip. Below, we’ll introduce you to the #1 luxury villa rental in Tuscany Italy. You’re not going to want to miss out on this one…
If you’re looking for the best villa rental in Tuscany, you needn’t look any further than Palazzo di Cortona: the #1 choice for anyone looking for Cortona villas. This two-story home is right in the heart of Cortona and has been restored to offer the finest amenities along your trip – including purpose-made interiors and personalized service. Below, we’ll cover a few of the reasons wanderlust travelers like you consider this to be the best Tuscany villa rental – starting with a few facts about the home:
The villa features two separate bedrooms with super-king beds with linens outfitted by Busatti factory. This is the perfect way for you and yours to spread your legs out as you catch some much needed sleep from your travels, waking up the next day refreshed and ready for another day of bucket-list experiences. This private estate sleeps up to 6 people and is the perfect location for big group getaways. There is an additional mansard room with twin beds if necessary. Bathrooms feature showers and tubs.
In the dining room, you’ll be blown away by the gorgeous 6-seater stone dining table. The kitchen is fully equipped with handmade wooden and marble features, and the SMEG appliances are top-of-the-line.
Palazzo di Cortona has the basics like heating and air conditioning. But it also has Fibre optic cable internet boasting speeds up to 100Mb & a satellite WiFi backup system in case you need to get some work done on your travels. You’ll love the indoor fireplace as you wind down at night, too.
Now – what exactly makes this the best villa rental in Tuscany, though? Well, beyond the fact that this is your very own luxury private palazzo with a heritage that’s been beautifully renovated by its architect owners, you’ll love that it’s within walking distance to museums, shops, restaurants, and more. You’ll also love the fully stocked Honesty Bar and the SONOS sound system for entertaining.
But if you ask many who have stayed here why it’s the best villa in Tuscany, it’s not just the home itself – it’s the service you enjoy throughout your trip.
When we said Insider Villas is the best way to rent a villa in Tuscany, we meant it. You can enhance your stay through a variety of services that we handle for you. These include the basics like daily service to the house or personalized arrival and departure/transfers.
But what will really win your heart over is the private chef on request, the personal shopping and provisioning, the hosted experiences in town and the surrounding area, wine dinners and dining reservations, and more. If you’re looking for something specific during your trip to Cortona, just let us know.
Learn more of the most iconic villas and estates in Tuscany with Insider Villas. From charming country retreats to elegant historic residences, each property offers a unique blend of luxury and authenticity for a truly relaxing stay. Whether you are looking for a romantic getaway or a family vacation, our handpicked selection caters to the needs of every discerning traveler.
Cooking lessons at Villa Lady of the Woods
Lady of the Woods is a beautifully restored 18th-century villa in San Casciano dei Bagni, Tuscany, offering an authentic experience with its original features and luxurious amenities. Surrounded by 20,000 square meters of lush gardens, it features an infinity pool, private pizza cottage, and cooking classes by Chef Francesco. Ideal for families and groups, the villa combines rich history, stunning landscapes, and gourmet dining, making it a perfect retreat to explore the charm and beauty of Tuscany.
The Castle of Monsignore offers a luxurious and authentic Tuscan experience in Borgo San Lorenzo. This historical estate features a magnificent 8-hectare park with a heated pool, organic vegetable garden, and a lemon house. The villa’s elegant interiors blend historical charm with modern comforts, providing guests with spacious suites, including the grand Monsignore’s Suite and various other finely appointed rooms.
Pineta di Roccamare is a luxurious villa nestled in a private pine forest, offering direct access to one of Italy’s most beautiful beaches, recognized for its clear waters. The villa, designed by renowned architect Ugo Miglietta for the Ferragamo family, features a stunning 10-acre garden, a large stone terrace, and a private path leading to a beach bungalow and changing area. Inside, guests can enjoy a spacious living and dining area, a fully equipped kitchen, and 7 en-suite master bedrooms. The villa is perfect for a luxurious and serene beachfront retreat.
When planning your villa stay in Tuscany, consider booking in advance to secure the best options. Research the location to ensure it meets your preferences, whether it’s proximity to vineyards or historic sites. Look for special offers or discounts that villa owners may provide. Confirm amenities like a swimming pool or breathtaking views. Choose a villa that fits your group size and desired level of luxury. Ensure clear communication with the host for a smooth booking process. Remember, early planning leads to a stress-free vacation experience.
Palazzo di Cortona is the best Tuscany villa rental – and after you’ve had the chance to experience this vacation firsthand, we’re confident you’ll agree. We hope you feel more confident and clear on your next steps after reading this guide to the best villa in Tuscany.
At this point, it’s time to start planning the rest of your trip and experience the best villa rentals in Tuscany firsthand!
What is the most photographed villa in Tuscany?Which part of Tuscany is the best?What is the best base in Tuscany?Where do the rich live in Tuscany?
One of the most photographed villas in Tuscany is probably Villa Cetinale. With its stunning architecture, beautiful gardens, and rich history, it has become a popular destination for photographers and visitors alike seeking to capture its timeless beauty. Whether you’re admiring it from afar or exploring its grounds up close, Villa Cetinale offers a picturesque setting that is sure to leave a lasting impression.
Tuscany is a region in Italy known for its stunning landscapes, rich history, and delicious cuisine. Each part of Tuscany has its own unique charm and attractions, so determining the “best” part really depends on your preferences and interests. Here are a few popular areas in Tuscany that are often considered the best by visitors:
1. Florence: Known as the birthplace of the Renaissance, Florence is home to iconic landmarks such as the Duomo, Ponte Vecchio, and Uffizi Gallery.
2. Siena: Famous for its medieval architecture, including the Piazza del Campo and Siena Cathedral, Siena offers a glimpse into Italy’s past.
3. Chianti: This region is renowned for its picturesque vineyards and wine production. It’s a great place to relax, taste wine, and enjoy the countryside.
4. Lucca: Encircled by well-preserved Renaissance walls, Lucca is filled with charming cobblestone streets, historic towers, and beautiful churches.
5. Val d’Orcia: A UNESCO World Heritage Site, this area is known for its rolling hills, cypress trees, and picturesque villages like Pienza and Montalcino.
Ultimately, the best part of Tuscany for you will depend on what you’re looking to experience – whether it’s art and culture, wine tasting, history, or simply enjoying the scenic beauty of the Tuscan countryside.
Tuscany, known for its stunning landscapes and rich cultural heritage, attracts affluent individuals who seek luxury living in Italy. The region offers various exclusive areas where the wealthy choose to reside, such as:
1. Florence: The capital city of Tuscany, known for its art, architecture, and high-end shopping, making it a popular choice for the rich.
2. Siena: A picturesque medieval city with a historic center that appeals to those looking for a refined lifestyle.
3. Lucca: Famous for its well-preserved Renaissance walls and charming streets, attracting affluent residents seeking elegance and tranquility.
4. Chianti: Known for its vineyards and rolling hills, offering luxurious villas and estates for those desiring a lavish countryside lifestyle.
These are just a few examples of where the rich often choose to live in Tuscany, enjoying the beauty and sophistication that the region has to offer.
