Luxury Villas in Val d'Orcia Tuscany Italy

At the same time, the holiday villas in Tuscany are impressively elegant, exclusive, stylish, and even pet-friendly (see Villa Amanda). Offering luxury, convenience, comfort, and privacy, they also enchant with their family-friendly features – such as the massive, well-manicured gardens and outdoor spaces (see Casa del Fiume), huge backyards that enable closeness to nature, and specifically designed areas for the little ones to watch a movie, play, and entertain themselves within the premises of the selected property.

On a final note, Kinglike’s luxury villas Tuscany Italy are tucked in prestigious locations across the province, from the more popular and crowded Florence and Siena to more peaceful and tranquil Arezzo region. Plus, their price tag is a fraction of what one would find elsewhere in the world, such as cosmopolitan Mykonos or Ibiza.

As for the best place to rent a villa in Tuscany, you will find some of our most beautiful ones spread across 9 distinct areas:

• Arezzo

Occupying the region on the south-west of Tuscany, Arezzo is a charming region of Etruscan origin with magnificent artefacts, beautiful medieval and Romanesque architecture. Sending out a more laid-back vibe, Arezzo invites visitors to buildings with impressive frescoes and romantic squares, such as Piazza Grande, which you can stroll along and admire the scenic landscape. Churches featuring intricate facades, columns and arches, delicious local cuisine, and imposing museums that speak of the region’s rich past and history also await. The same applies to some of the most elegant private villas in Tuscany whose rate-per-night can cost from as little as 285 euros (see Palazzo Rosadi) and up to 10,000 euros (e.g. Villa Il Borro), to satisfy all requirements and needs.

• Maremma

If not the most exotic coastal region in Italy, Maremma is definitely one of the most dashing ones in southern Tuscany. Adorned with fine-sand shores, crystalline waters, and picturesque beach front villas, Maremma is a much-visited Tuscany area in the summer months. Exciting visitors with a plethora of charms, besides its endless miles of mind-blowing and unspoiled beaches, it enables you to enjoy mouth-watering seafood, wander mediaeval hilltop villages, and take in good grasps of its artistic ambiance. As for the properties within this region, expect stunning seascapes and a magnificent landscape accompanying your every step. Plus, lots of luxury accommodation options and a wide range of facilities and amenities, such as spa areas and wine cellars (i.e., Argentaia).

• Val D’ Orcia

The absolute and undeniable star in this region is the scenery. Pure bliss is around the corner for those into nature when laying eyes on rolling hills, cypress-tree-lined roads, fabulous vineyards that make the infamous Brunello wine, medieval castles, ancient traditions, events, abbeys, museums, and mushroom and truffle-filled pastures. Able to accommodate the needs of as little as 6-8 guests and up to 44 visitors, the prominent villas in Val d’Orcia gratify all wishes. Expect a dynamic set of facilities like a wine tasting room, chess tables, libraries, fully-equipped bars, living rooms with a piano, a professional kitchen, basketball courts, private pools, and a long list of more. Exclusive properties like Borgo Finocchieto, Villa Le Buche, and Villa Benefizio all epitomise the style, natural appeal and chicness that is interwoven with this majestic Tuscany region.

• Lucca

Built around Serchio River, at the foot of the Apuan Alps, Lucca feels like a welcoming escape from the hilltop villages and hiking adventures! Lucca is one of the most loved cities in Tuscany, primarily for its 12th-century towers, green grass-surrounded walls, pedestrian promenades, bike rides, and the many attractions. Feel free to visit the iconic Guinigi Tower, Clock Tower, and the Basilica of San Frediano, all sitting around the wonderful Piazza of San Michele. No wonder that most quaint villas in the Italian countryside to rent dot Lucca’s scenery, such as Villa Lenka, which sits next to a private pond and fascinates with its aristocratic feel. Or Villa Marie, and its private lake, themed gardens, spa treatment room, hammam, and private pool.

• Cortona

Southern Tuscany is home to pristine Cortone, a city in the Arezzo province with narrow, picture-perfect medieval streets and a vibrant landscape featuring olive groves and green valleys. Enclosed by Etruscan-era walls, Cortona sits atop a hill, providing unsurpassed views of the surrounding valley and even idyllic Lake Trasimeno. Besides the Etruscan Academy Museum of the City of Cortona, Diocesan Museum, Archaeological Park, Girifalco Fortress, and the Santa Margherita Sanctuary, visitors can also taste delicious gastronomy, great red wines, and visit the first monastery constructed by Saint Francis of Assisi. Lavishness, luxury, exquisiteness, and privacy also characterise the villas in Cortona, which come at the most affordable per-night-rates to offer everybody the opportunity to experience the unique Tuscany hypnotism.

• Umbria

Referred to as noble land, Umbria borders with Tuscany to the north and west. It is definitely a charming place to be, especially if you love lands dominated by fascinating Roman ruins, gorgeous lakes, medieval hill towns, lip-smacking local cuisine, and a slow, peaceful life or a spiritual escape. Walking through walled towns and 13th-century town halls and monuments, exploring the Sibillini National Park on horse back, joining a truffle festival, hiking the Apennine Mountains, and canoeing are just of the countless activities you can try here. Luxury villas in Umbria like Casa Bassa and Villa Bell’ Aria will give you a refined taste of Tuscany and adventures painted with the blue of the cloudless sky and the green of the valleys that surround it.

• Pisa

Home to a UNESCO World Heritage Site, the magnificent Piazza dei Miracoli, Pisa is an extraordinary place to live in Tuscany. Visited by millions of visitors annually, it bewilders with its Gothic and Romanesque architecture as it’s highlighted through the beautiful piazzas, palaces, iconic Baptistery, and the imposing Cathedral of Santa Maria Assunta. Full of historic monuments, museums, towers, 11-metre-high walls, and natural sights, such as the Massaciuccoli Natural Park sitting nearby, it is a superb destination pleasing all tastes. Besides the finger-licking cuisine, wonderful attractions, and the many historic events, Pisa is also home to the chicest of villas in Tuscany whose price tag is particularly cost-effective, starting from 325 euros per night (see Villa Siroque) and up to 929 euros per night (see Villa Fagnana), depending on the desired amenities, facilities, and time of booking.

• Florence

Steeped in history and brimming with mega works of art, Florence is the bright capital of the Tuscany province. Also the land that gave birth to the Renaissance, Florence is ready to make you feel out of breath with its extraordinary Bardini Gardens, Vespa tours, Arno River sightseeing options, sunset and city views from Piazzale Michelangelo, and San Gimignano wine tasting experiences, to name a few. And, let’s not forget David, Michelangelo’s sculpture at the Galleria dell’Accademia di Firenze! In Florence, you will find some of the best Tuscany villas with a heated pool. Ideal for large groups (villas like Dimora Ghirlandaio can accommodate up to 40 guests) and quite cost-effective (see, for example, Villa Palagio that can sleep up to 16 guests and costs 1,129 euros per night during high season), luxury villas in Florence meet the requirements of even the most discerning visitor.

• Siena

Most notably known for its legendary horse race (aka the Palio), Siena is one of the most beautiful medieval cities in Tuscany. Standing atop a total of three hills, it offers breath-taking views of an already jaw-dropping landscape. Feel free to admire its Civic Museum, which hosts some of the best Sienese paintings, as well as the Torre del Mangia, Piazza del Campo, Palazzo Pubblico, and the Duomo of Siena. Or complement the experience with a wine-tasting venture paired with sampling on wild boar dishes, or having your heart melt by the amazing interiors of the Biblioteca Piccolomini. Perhaps even snap a photo at the idyllic Fonte Gaia or simply enjoy a refreshing drink at the comfort of your luxury villa. Speaking of which, Siena pampers with exclusive properties that can accommodate from 4 (Villa Scuola I) and up to 28 guests (Villa Ferraia), spoiling them with a wide range of amenities, including daily breakfast and housekeeping.

• Chianti

A mountainous region in the Florence province, Chianti offers some of the most diverse experiences while visiting Tuscany. Famous for its wine-producing lands, it caresses the palate with internationally acclaimed wines and local dishes, such as pecorino cheese, roasted pork, and bistecca steak. Besides that, though, it is also fascinates with its ancient hamlets, castles, lush landscape, idyllic countryside views, open-air markets, and relaxed atmosphere. Exuding an utterly family-oriented vibe, Chianti is the perfect place to stay with children. As expected, some of the most family-friendly villas in Tuscany are located here, such as bougainvillea-adorned Tenuta Ceccatelli, umber-luxury Villa Vitigliano, and spectacular Villa Delle Donne. From private heated swimming pools and massive, perfectly clipped gardens for the little ones to play and have fun to a fully equipped kitchen and gym, you have everything you could ask for readily available for you.