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Vrbo
10 Best Vrbo Vacation Rentals in Tuscany, Italy - Updated 2025
Famously considered a “nation within a nation”, the Tuscany region of central Italy boasts its own strong linguistic and cultural identity that sets it apart. This region is famous for its beautiful landscapes, unique culture and fine wine, which attracts many visitors throughout the year. The region is also home to highly regarded museums, like the Uffizi and Pitti Palace with World Heritage Sites that include the Historic Centre of Florence, the Cathedral Square of Pisa and the Val d’Orcia, among others. To fully enjoy your vacation in this marvellous region, you will need a place to stay that is perfect for you. Check out our top Vrbo in Tuscany, Italy, and you’ll no doubt find the one for you!
Vrbo
10 Best Vrbo Vacation Rentals In Florence, Italy
Florence is the capital of Italy's Tuscany region and attracts millions of tourists each year. Considered the birthplace of the Renaissance, it's known for its art and architecture. Popular places include the Duomo, the Uffizi Gallery, and the Ponte Vecchio Bridge. To help you plan your trip, we've picked out our top 10 Vrbo vacation rentals.
Vrbo
10 Best Vrbo Vacation Rentals In Siena, Italy
Siena is a town in Tuscany, Italy. Sometimes spelled as Sienna, it is actually the capital of a province bearing the same name. Considered as a UNESCO World Heritage Site, it is one of the most visited places in the whole of Italy. It is mostly famous for its cuisine, art, museums, medieval cityscape, and the Palio. The Palio is a horse race that is held twice a year in Siena. Some of the tourist spots in Siena include Siena Cathedral or also known as the Duomo, Piazza del Campo, and Palazzo Salimbeni. Explore this historical town and choose from one of the best Vrbo vacation rentals in Siena, Italy.
Vrbo
10 Best Vrbo Vacation Rentals In Cortona, Italy
You cannot visit Tuscany without spending a couple of days in the picturesque town of Cortona. Gain insights into the town’s Etruscan past by making a stop at The Etruscan Academy Museum. Here, you can enjoy an extensive collection of bronze and ceramic items as well as city fortifications as part of the archaeological park. If you are interested in artworks, spend time at Diocesan Museum that displays paintings and artworks of renowned artists that include Fra Angelico and Bartolomeo della Gatta. Keep reading to find out the best Vrbo vacation rentals in Cortona, Italy. Book your favorite one and have a great stay.
Vrbo
8 Best Vrbo Vacation Rentals In Montepulciano, Italy
Overlooking the Val di Chiana and Val d’Orcia, the ancient town of Montepulciano is located on a hill which is surrounded by olive groves, vineyards, and forests of pine and chestnut trees. Renowned for its pork, cheese, "pici" pasta, lentils, and honey, this medieval hill town is frequented by travelers looking to unwind. Tourists can pay a visit to the Piazza Vittorio Emanuele, which is commonly known as the Piazza Grande, from where they can admire the stunning views of the Tuscan countryside. Art lovers will have a gala time at the Museo Cívico (Municipal Museum), which boasts archaeological finds, paintings of the medieval and Renaissance periods, and a number of fine terracottas by Andrea Della Robbia. The Cathedral of Santa Maria Assunta is an oft-visited destination and is revered by many. Visitors planning their vacation in May can be a part of the Fiera Delle Tre Berte festival, where they can get a chance to sample typical food items and local delicacies, including Montepulciano wines. Montepulciano is a vacation paradise and no holiday is complete without a comfortable stay in a world-class rental. Here’s a look at the top 10 best Vrbo vacation rentals in Montepulciano, Italy.
Vrbo
10 Best Vrbo Vacation Rentals In San Gimignano, Italy
Think a quaint medieval town with towering buildings dominating its skyline, almost like a setting from a storybook come alive – that's what San Gimignano is like. Dotted with ancient towers is this lovely little Italian hill town in the Siena province of Tuscany. It is a walled village, most famous for its 14 impressive medieval towers that are now UNESCO World Heritage Sites. Just about 40 km (25 miles) from both Florence and Siena, the town looks like an ancient renaissance painting paused in time. Hordes of enthusiastic travellers come to the city to experience its old-world charm and leave feeling wholly satisfied. Here are some the best Vrbo vacation rentals that capture the very beauty of San Gimignano, Italy and will enhance your Italian getaway, so get booking.
Vrbo
8 Best Vrbo Vacation Rentals In Arezzo, Italy
Located on the east of Tuscany area in Italy is Arezzo, a town packed with lots of attractions and great scenic beauty. This beautiful town is conveniently placed 50 miles (80 kilometers) southeast of Florence and 18 miles (30 kilometers) west of Citta di Castello. The region has an average population of 100,000 inhabitants and occupies an approximate area of 148 square miles (384.7 square kilometers). Here, attractions such as Roman amphitheater, Santa Maria della Pieve, the Vasari Loggia, city wall, and the Communal Palace can be found. Book one of the 10 best Vrbo vacation rentals in Arezzo, Italy for a memorable stay.
Vrbo
5 Best Vrbo Vacation Rentals In Pienza, Italy
Visitors coming to romantic Tuscany will feel like they're in a scene from Under the Tuscan Sun as they stay in traditional stone villas, drive through the rolling countryside, and visit villages and cities such as Florence for their historical landmarks, gardens, art galleries, and museums. Enjoy the scenic beauty of Mt. Amiata, the green meadows filled with cypress trees and poppies, and nearby vineyards and olive groves as you meander through the Tuscany region. During the summer months enjoy the numerous festivals and live music scene before returning to your villa and watching the tangerine-coloured sunsets over the famed Tuscan landscape. To enjoy your vacation to beautiful Tuscany more fully, please check out the list below of the best Vrbo vacation rentals in Pienza, Italy before finalizing your travel arrangements.
Vrbo
10 Best Vrbo Vacation Rentals In Lucca, Italy
Lucca is located in the Tuscany region of Italy. It is a city renowned for its well-preserved renaissance walls around the historic city center. Though a small city, it is full of history and culture. The Guinigi Tower, for example, is a medieval tower topped by beautiful holm-oak trees. Other sites and famous places to visit include the St Martin Cathedral - a gothic museum, Chiesa di San Michele in Foro, and if you need to taste some of the city’s cuisines, Piazza dell’ Anfiteatro, a medieval plaza full of cafes and a market would be the perfect place to be. Come and take a look at these amazing top 10 best and most recommended Vrbo vacation rentals in Lucca, Italy.
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