Tuscany Villas & Luxury Vacation Rentals

Tuscany, Italy has long been a coveted vacation region for people all over the world. It is widely considered the epicenter of Renaissance art, but there is much, much more to Tuscany.

The capital city of Florence is the epitome of a chic bustling European metropolis, with world-famous art galleries and museums, upscale shops, the Arno River, and an infinite number of dining options. On the other end of the spectrum, the region is home to expansive stretches of vineyards and rolling countryside where some of the most sought-after wines in the world are developed. There are miles of spectacular iconic Mediterranean coastline and beaches along the Ligurian Sea, as well as awe-inspiring works of architecture, including the Leaning Tower of Pisa and the Duomo in Florence.

Whether you choose to do and see it all or simply unwind during your Italian getaway, private luxury Tuscany villas offer distinct Old World charm in one of the most spectacular settings in the world.

Featured Tuscany Villa Rentals

WIMCO Villas,  Italy Vacation rentals BRV SAS, Italy, Tuscany/Siena Vacation home rentals, Tuscany/Siena Villas

Allegra (BRV SAS)

$1129 - $1429/Night

WIMCO Villas,  Italy Vacation rentals BRV AIO, Italy, Tuscany/Val D Orcia Vacation home rentals, Tuscany/Val D Orcia Villas

Aiola (BRV AIO)

$1429 - $1633/Night

WIMCO Villas,  Italy Vacation rentals BRV IMP, Italy, Tuscany/Florence Vacation home rentals, Tuscany/Florence Villas

Impruneta (BRV IMP)

$1429 - $1882/Night

WIMCO Villas,  Italy Vacation rentals SAL CPL, Italy, Tuscany/Chianti Vacation home rentals, Tuscany/Chianti Villas

Camporempoli (SAL CPL)

Price on Request

WIMCO Villas,  Italy Vacation rentals SAL DMO, Italy, Tuscany/Lucca Vacation home rentals, Tuscany/Lucca Villas

Damiano (SAL DMO)

Price on Request

WIMCO Villas,  Italy Vacation rentals SAL FUB, Italy, Tuscany/Lucca Vacation home rentals, Tuscany/Lucca Villas

Fubbiano (SAL FUB)

Price on Request

WIMCO Villas,  Italy Vacation rentals SAL SOR, Italy, Tuscany/Lucca Vacation home rentals, Tuscany/Lucca Villas

La Sorgente (SAL SOR)

Price on Request

WIMCO Villas,  Italy Vacation rentals SAL POR, Italy, Tuscany Vacation home rentals, Tuscany Villas

Le Porciglia (SAL POR)

Price on Request

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Vacation Home Rentals and Tuscany Villas

Luxury villa rentals in Tuscany provide unique access to the area's rich history, spectacular natural landscapes, charming villages and tight-knit culture.

Choose from sprawling estates tucked into the countryside perfect for families and large groups. Romantic Mediterranean-style beachfront homes with private boat docks or heli-pads, and gorgeous perfect-for-two palazzo apartments in the bustling heart of the city.

Whatever your personal preference for luxury accommodations in Tuscany is, WIMCO Villas provides a great selection of villas for rent and luxury vacation rental homes to suit it.

Rental Houses and Villas with Private Pools in Tuscany

One thing particularly unique to Tuscany villa rentals is that many of them have private pools – even those secluded deep in the countryside. Most of these villas are surrounded by lush native landscaping and have been featured in magazines. While others are hidden from view and perched high atop rolling hills, affording expansive views of vineyards, mountains, and the sea.

Many of these villas with pools have luxurious details such as infinity edges and elaborate waterfalls or fountains. Imagine returning to your luxury Tuscany villa after an exciting day exploring the countryside, and jumping into your private pool to cool off before a dinner under the stars on your terrace.

Tuscany Vacation Ideas

Plan Your Tuscany Vacation

Tuscany 5 Star Hotels and Luxury Resorts

The best luxury hotels in Tuscany are just as diverse as the surrounding natural landscape. There's the ultra-luxe and exclusive Palazzo Magnani Feroni with its quintessentially Florence style in a restored historic building in the heart of the city.

Also in Florence, the contemporary Hotel Cerretani Firenze offers a perfect blend of refined Old World charm and modern comforts with a fantastic location in a prime shopping district. On the relatively secluded Argentario Coast, you'll find one of the finest Tuscany beach resorts, the Hotel Il Pellicano, one of the region's hidden gems.

Renting Luxury Villas or Luxury Resorts - Which One Is Right for You?

Deciding whether to stay in a Tuscany private villa or in one of the exclusive luxury resorts in Tuscany is no easy task. While you truly can't go wrong either way, it may help to consider the preferences and needs of your group.

Tuscany's 5 star hotels are some of the finest in Europe and place you in highly desirable areas within walking distance of shopping, dining, and popular attractions. However, many people prefer more privacy and the ability to completely customize their vacation – often at the drop of a hat.

In addition, renting a Tuscany villa can be cost-efficient — and more fun than staying in a hotel— when you're traveling with a group. A private villa rental means you don't have to book multiple hotel rooms. It also often means private patios, sundecks, swimming pools, kitchens, dining areas, and more.

If having a private pool in the heart of the Tuscan countryside appeals to you or you like the idea of having a private chef prepare your breakfast as you look out over a vineyard, a luxury Tuscany villa is absolutely the way to go.

Additional services to make your stay more comfortable are always available, such as grocery delivery, car service, private chefs, or other needs, the concierge team at WIMCO Villas is happy to arrange it all at no extra cost.

Featured Tuscany Hotels and Resorts

Browse All Tuscany Hotels

Where is Tuscany and Why Visit?

Tuscany, or Toscana in Italian, is a region in western central Italy situated along the Ligurian and Tyrrhenian Seas. It's made up of 10 provinces, including Florence, Pisa, Lucca, and Siena. The region is defined by a wonderfully captivating mix of iconic Renaissance landmarks, world-famous works of art.

Private luxury villas in historic Old World-style architecture, colorful countryside of vineyard-covered rolling hills, miles of sparkling coastline with both beaches and rugged hiking trails, and incredible cuisine that's somehow gourmet and yet rustic.

There is truly something for everyone in Tuscany, along with a luxury Tuscany villa. Whether you're a lover of fine art, a history buff, an outdoor enthusiast, an oenophile or a foodie, a shopaholic, someone who likes to be in the middle of all the action, or someone looking to get away from it all, you'll find what you seek in Tuscany, Italy.

When Is the Best Time to Visit Tuscany?

Summer is the most popular time to rent a Tuscany vacation villa, when the region has very little rain and temperatures are in the 80s. Beaches and tourist attractions are extremely busy during the summer months, so consider visiting in the spring or fall if your schedule allows it. Both seasons bring consistent temperatures in the mid-70s and low chances of rain. If you're considering renting a Tuscany villa in September or October, many of the area's wineries harvest their grapes then, so there are many harvest festivals.

Tuscany's low season falls between late fall and early spring, November to March. While you can still visit many attractions and undoubtedly have a wonderful trip, it's important to note that this is the area's rainy season and temperatures are significantly colder. Daily highs often only reach the 40s and 50s from December to February.

How to get to Tuscany?

There are two major airports in Tuscany: The Aeroporto di Firenze-Peretola in Florence (FLR) and the Galileo Galilei Airport in Pisa (PSA). While there are no direct flights into either from the U.S., travelers do have a few different options.

Several U.S. cities have direct flights to both Rome and Milan, including New York City, Boston, Washington, D.C., Miami, Atlanta, and Los Angeles. Tuscany is about three hours by car or two hours by train from either city. Another option is to fly into Pisa or Florence via a connection in London or Lisbon. You can fly directly to London from many major U.S. cities.

A U.S. passport is required to visit Italy, and it must be valid for at least six months after your intended departure date. American citizens are not required to have a visa if their visit will be less than 90 days.

Contact WIMCO's air department to book your flights.

What are the top five things to do in Tuscany?

Tuscan Archipelago National Park - Just off of Tuscany's coast sits an archipelago of seven islands, each of them distinctly different from one another. The national park was established in 1996 to protect the islands' unique biodiversity and culture.

Elba is the largest island and most commonly visited, but each of them has an abundance of hiking, biking, and horseback riding trails, as well as opportunities for dolphin and whale watching. The archipelago is also the home to several world-class diving and snorkeling sites. You can reach the islands via boats from Tuscany's major ports or by charter plane.

Leaning Tower of Pisa - Arguably the most popular attraction in Tuscany, this 8-level bell tower is actually hollow inside – a surprise to most visitors – which means you can go inside it and walk around the top.

The 500-year-old marble columns are stunningly intricate and worth a visit in and of themselves. However, the tower is actually just one component of Piazza dei Miracoli, or Square of Miracles, a UNESCO World Heritage site where the Camposanto, the Battistero, and the Duomo also sit.

Florence - Regardless of where you select a private villa in Tuscany, a trip to Florence is a must. It's Tuscany's capital city and is considered the world capital of Renaissance art and architecture, as well. Visit one of the many art museums or galleries, shop the San Lorenzo market, take a stroll through the Boboli Gardens, or simply wander the cobblestone streets and take in the sights, sounds, and delicious smells.

Michelangelo’s Statue of David - This iconic 17-foot tall marble sculpture is famous all the world over and can be found at the Galleria dell’Accademia in the heart of Florence. Even if you don't have time to tour the rest of the city, the David statue is worth the special trip. You can take tours daily all year, with the exception of Mondays. Interestingly, there are two replica statues in Florence, but only the one housed in the Galleria is the real deal.

Food & wine tours - Tuscany is world-renowned for its cuisine and wine, particularly the red wines of Chianti and Brunelo di Montacino. Many luxury Tuscany villas are very close to some of the region's best wineries and you can tour them or have tastings throughout the year. To go along with the vino, be sure to visit some of Tuscany's world-class restaurants. The region is famous for its rustic dishes with a focus on earthy ingredients such as truffles, olive oil, bread, and red meat.

The Most Popular Vacation Villas in Tuscany, Italy

Below you'll find some of our most popular vacation villas in Tuscany, including highly sought after agriturismos (or stone farmhouses), picturesque apartments in the heart of the city, and large, luxurious estates.

Popular Vacation Villas in Tuscany, Italy

Villa Mara in Florence, Tuscany

Florence Villas

"Surprisingly small as it is, Florence looms large on the world's 'must-sees' list—and not just for its unmatched treasure chest of art. Rich in culture, backdropped by history and anchored by family, faith and food, the Florentine lifestyle is enviably sweet." – LonelyPlanet.com

Picturesque and rich with culture, Florence is one of the top choices for travelers seeking to visit Tuscany. The birthplace of the Renaissance, Florence is draped in art, history, and architecture. In addition to its appreciation of heritage, Florence is also ripe with modern luxuries including high-end designer shops (with brands like Prada, Gucci, and Salvatore Ferragamo), authentic Tuscan cuisine, and—of course—an abundance of local wine.

Although Florence is a city, it feels slower and calmer than its famous tourist counterparts. While streets may be filled with pedestrians, visitors stroll with an unhurried gait—often enjoying a gelato while they window shop. Take time to marvel at the architecture and take in the local art. You may also enjoy exploring landmarks such as the Santa Maria del Flore cathedral and the famous Uffizi art gallery which houses masterpieces from historical artists including Michelangelo and Botticelli.

Explore Our Florence Villa Rentals

Tuscany Villas for Rent in Siena, Italy

Villa Alfieri in Siena

Siena Villas

Siena is a small and romantic medieval city sitting atop 3 rolling hills in the center of Tuscany. At the heart of Siena is the Piazza Del Campo which hosts the world famous Palio, a festival hallmarked by its horse race that overtakes the square twice a year and draws spectators from around the globe. Outside of Palio time, the square is perfect for a leisurely stroll or to indulge in the simple yet flavorful Tuscan cuisine.

Siena is a chef's dream, with the largest market in Tuscany held every Wednesday at La Lizza from 8:30 to 1:30. Visit early to handpick some of the finest local meats, cheeses, oils, and wines in the region to try your own cucina povera cooking in your villa's gorgeous kitchen. Did we mention cooking classes and demonstrations—or a private chef, if you prefer—are available for guests?

While in Siena, explore the Public Palace with its spectacular Torre del Mangia. If you brave the 400-step climb to the top, you'll be rewarded with a glorious panoramic view of the town and surrounding countryside. The Duomo di Siena is an Italian Gothic masterpiece, and one of the most beautiful churches of Italy. If you seek a retreat from the city, you can find an easy and airy escape to the countryside for rows of vineyards, cypress trees, olive groves, ancient hamlets, or natural hot springs and spas.

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Tuscany Villas for Rent in Lucca, Italy

Villa Controni in Lucca, Italy

Lucca Villas

A historic city surrounded by immense city walls, Lucca has some of the most incredible architecture, natural beauty, music, and food in Tuscany.

Its wide city walls are so broad that they are topped with a road, making it a popular way for runners and cyclists to explore the perimeter of the city. For those fresh air lovers who prefer hiking, Lucca is a paradise with the Cinque Terre only an hour away and the gorgeous Garfagnana mountains to the north.

More than its outdoors scene, however, Lucca is known for its music and cuisine. Lucca hosts a Summer Music Festival which welcomes famous artists from around the globe to perform in the open-air Piazza Napoleone throughout July. Lucca is also known for having some of the best food in Tuscany with richer, more decadent dishes compared to traditional Tuscan fare.

Lucca's city grounds include historical medieval and renaissance architecture such as the Church of San Michele in Foro, the Torre delle Ore, the Guinigi Tower, and the Acquedotto del Nottolini. Lucca also has some of the most beautifully-preserved villas and gardens in Tuscany.

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Tuscany Villas in Chianti, Vacation Rentals Italy

Villa La Maccinaia in Chianti, Tuscany

Chianti Villas

Bedecked in sun-speckled, vine-draped hills, dense forests, and historic olive groves, Chianti is home to some of the most beautiful villas for rent in Tuscany. Chianti is best known for its picture-perfect scenery, postcard-worthy agriturismos, and the region's famous Chianti Classico wine.

Most travelers who visit Chianti come for the romantic wine country atmosphere. In addition to the beautiful rolling hills and vineyards, visitors can bask in the flower-bedecked stone villages such as Montefioralle. These villages are beautiful and charming, with cobblestone paths, rustic archways, and doorsteps adorned with pots of colorful flowers.

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Vacation Tuscany Villas for Rent in Maremma, Italy

Villa Marchesa in Maremma, Tuscany

Maremma Villas

Fall in love with the Maremma Coast in Southern Tuscany. With its relaxed pace, vast countryside, and breathtaking beaches, Maremma seems to be plucked straight from a daydream.

Serene and sleepy, Maremma stretches between the provinces of Livorno and Grosetto and has a breathtaking array of landscapes from long beaches to black rock and hills covered in dense woods.

In Maremma, you'll find remote, quintessential pocket beaches and coves framed by stately umbrella pines and low-slung hills. Enjoy rambling estates, monastic ruins, silvery olive groves, and lagoons, with plenty of fresh seafood and sunbathing to spare. Maremma wraps food, wine, and scenery into a uniquely chic and discreet getaway.

Your Maremma villa rental will offer a mellow and dreamy escape from your hometown bustle, bringing peace and relaxation to your Tuscany vacation. Whether you're visiting Maremma for its quiet villas or sleepy hamlets, WIMCO can help create the vacation of your dreams.

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Luxury Tuscany Villas for Rent

Villa Il Lupinaio in Maremma, Tuscany

Why Choose to Rent Tuscany Villas?

Life in Tuscany is relaxed and unhurried making it uniquely suited for villa life. Enjoy a morning cappuccino and biscotti al fresco on a sundeck with panoramic views. Walk to the Pontile di Forte del Marmi for a morning stroll along the water. Or take a refreshing dip in your private pool before exploring the historical towns and indulging in the region's famous wines.

Renting a villa in Tuscany not only means you get a comfortable and scenic home to yourselves, it also means you're taking in the Tuscan sites more authentically. While Tuscany is home to some of the most extravagant designers, including Guccio Gucci and Salvatore Ferragamo, Tuscany is not about lavish extravagance. It's about understated, natural beauty.

In addition, renting a Tuscany villa can be cost-efficient—and more fun than staying in a hotel—when you're traveling with a group. A private villa rental means you don't have to book multiple hotel rooms. It also often means private patios, sundecks, swimming pools, kitchens, dining areas, and more. If your group would like additional services to make your stay more comfortable, such as grocery delivery, car service, private chefs, or other needs, The concierge team at WIMCO Villas is happy to arrange it all at no extra cost

What services does WIMCO Villas provide to our clients vacationing in Tuscany?

Whatever it is that you seek to experience in Tuscany, entrust your vacation to WIMCO Villas. After more than 35 years of coordinating luxury travel for guests from every corner of the globe, we offer an unparalleled level of service and attention to detail.

Whether you select to rent a villa in Tuscany or stay in a 5 star Tuscany hotel, you'll have access to WIMCO Villas' 24/7 personalized concierge service. Would you like a private wine tasting or tour at one of Tuscany's famous vineyard estates?

How about a private sunset sail along the Mediterranean coast, or a chef dedicated exclusively to your villa during your stay? It's just a phone call away with WIMCO Villas! Contact us today so we can start building your perfect Tuscan getaway!

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