Tuscany is the heart of the Italian countryside. Rolling vineyards, medieval hill towns, Renaissance cities, and long cypress-lined roads define the landscape. It is also one of Europe’s most important regions for historic estates and private homes.
Luxury villa rentals in Tuscany place you inside this landscape rather than simply visiting it. Whether in Chianti’s wine country, the UNESCO-protected Val d’Orcia, near Florence, or along the Tuscan coast, staying in a private villa means waking up to vineyards, dining outdoors, and returning each evening to your own estate.
Rental Escapes offers a carefully curated collection of Tuscan villas, from centuries-old noble residences with original frescoes to restored farmhouses with private pools and full staff. Each property is selected for its location, architectural integrity, and level of service, ensuring an experience that feels both authentic and elevated.
In Tuscany, a villa is rarely just a vacation home. Many are restored farmhouses, noble estates, or countryside residences that have been passed down through generations. Frescoes, antique furnishings, stone courtyards, and landscaped gardens reflect centuries of stewardship and care.
Staying in a Tuscan villa means living inside that history. You wake beneath exposed beams, walk through halls lined with original artwork, and dine outdoors on terraces that have overlooked vineyards for decades, sometimes centuries.
Most luxury villas in Tuscany are set in the countryside, where expansive grounds allow for private pools, shaded pergolas, olive groves, and uninterrupted views. After a morning exploring Florence, Siena, Lucca, or Pisa, you return not to a room, but to an estate.
For families and groups, these properties offer both scale and privacy, with bedrooms often spread across main houses and guest wings. For couples, smaller estates and refined countryside retreats provide intimacy within the same storied setting.
Tuscany is not one uniform destination. Each area offers a distinct rhythm, landscape, and level of seclusion.
Chianti sits between Florence and Siena and is Tuscany’s most celebrated wine region. Vineyards, olive groves, and medieval villages define the scenery. Villas here are ideal for wine-focused itineraries and central access to the region’s cultural landmarks.
Siena offers Gothic architecture, the iconic Piazza del Campo, and a more intimate alternative to Florence. Just beyond the city, the Siena countryside features classic Tuscan estates surrounded by rolling hills and farmland, often with exceptional privacy and expansive grounds.
Val d’Orcia represents southern Tuscany and is one of the region’s most photographed landscapes. Wide valleys, hilltop towns like Pienza and Montepulciano, and UNESCO-protected scenery create a sense of scale and seclusion that appeals to travelers seeking cinematic landscapes and refined countryside retreats.
Florence is Tuscany’s Renaissance capital. Staying just outside the city allows for daily access to world-renowned art and architecture while retreating each evening to a private villa among vineyards and olive groves.
Lucca and the nearby Tuscan coast combine historic character with proximity to beaches and coastal dining. Villas in this area appeal to travelers who want countryside charm with access to the sea.
Tuscany is home to some of Europe’s most storied private estates. Many historic Tuscan villas have been preserved by the same families for generations, their architecture, artwork, and gardens maintained with exceptional care. Staying in one of these properties means living within centuries of history rather than simply observing it.
Augusta is a 16th-century patrician mansion that once hosted Paolina Bonaparte, Napoleon’s sister, as well as the Grand Duchess of Tuscany. Still owned by a prominent Italian aristocratic family, the villa’s pedigree is evident across its 1,200 square meters. Period furnishings, frescoed ceilings, manicured grounds, and a private chapel reflect centuries of stewardship. Set on a hilltop near Florence, Augusta offers privileged access to Chianti, Siena, and Lucca while remaining a commanding piece of Tuscan history in its own right.
Feronia is a 14th-century estate just outside Florence with rare scale and presence. Its 19 bedrooms allow it to host large gatherings without sacrificing intimacy. Period artwork lines the walls, expansive grounds unfold beyond the main residence, and views stretch toward Florence’s iconic Duomo. The atmosphere feels less like a rental and more like a Renaissance estate briefly entrusted to its guests.
Patrizia, built in 1680 by Cardinal Flavio Chigi for Pope Alexander VII and designed by Carlo Fontana, stands as a refined example of Roman Baroque architecture near Siena. Its formal gardens are recognized among the most beautiful in Italy, while the multi-level interiors preserve original proportions and period detailing. Full staff service, including a cook, housekeeper, and laundress, allows guests to experience Patrizia’s historic gravitas with complete ease.
Staffed villas in Tuscany often include housekeeping, gardening, pool maintenance, and chef service. This is partly practical, as many estates are set in the countryside, far from restaurants and daily services, and partly essential, as historic properties of this scale require ongoing care. In many cases, staff live on-site in a separate residence, ensuring both discretion and consistency throughout your stay. Featured examples include:
Isimora sits between Florence and Siena and embodies classic Tuscan country style. The six-bedroom villa is particularly well suited to families, with experienced professional staff, a large outdoor pool, and meticulously maintained gardens. Inside, period artwork and frescoed details reinforce the estate’s heritage while the service ensures daily life runs seamlessly.
Vinia is a ten-bedroom estate in the heart of Chianti, surrounded by vineyards and olive groves. Recently renovated, it pairs timeless Tuscan architecture with updated interiors, offering both historic character and contemporary comfort. Its scale and location make it ideal for larger groups who want full support while exploring Tuscany’s most celebrated wine region.
Rosenzia rises high above the hills of Val d’Orcia, a UNESCO-protected landscape that has inspired artists for centuries. The ten-bedroom villa stands out for its elevated position and architectural presence, with interiors featuring exposed wood beams, brickwork, and traditional materials. Housekeeping and gardener service are included, with chef service and villa pre-stocking available to create a fully supported countryside stay.
Tuscany has long been associated with romance, from candlelit trattorias to vineyard sunsets. Choosing the right romantic villa in Tuscany allows couples to retreat into their own private setting after days spent exploring Florence, Siena, and the surrounding countryside.
Villa La Rocca, located between the historic walls of Lucca and the Tuscan coast, occupies part of a medieval castle. The three-bedroom residence blends stone architecture with intimate details: a wood-burning fireplace, soaking tubs, glass showers, and marble bathrooms. Outside, a private pool is framed by lavender, roses, lemon, and orange trees, with multiple terraces designed for long, quiet evenings together.
Keana sits just outside Florence as a two-bedroom extension of a 15th-century villa. Rich Tuscan décor, manicured gardens, and private pool access create a secluded atmosphere while keeping the Renaissance city within easy reach. It offers a balanced blend of countryside calm and cultural access.
Gismonda offers a different kind of romance in the heart of Florence. This contemporary luxury apartment features elevated finishes, refined linens, and direct views of the Duomo. For couples who prefer to stay within the city’s historic core, it delivers privacy without sacrificing location.
Italy is part of the Schengen Area, allowing US and Canadian visitors to stay visa-free for up to 90 days within a 180-day period. Your passport should be valid for at least three months beyond your departure date. Tuscany blends international tourism with deeply local traditions, especially in rural areas, where village life and regional customs remain strong.
The two primary airports serving Tuscany are Florence Airport (Amerigo Vespucci) and Pisa International Airport. Florence is closer to the historic center, while Pisa handles a broader range of international routes.
Many travelers also arrive via Rome Fiumicino or Milan Malpensa and continue by high-speed train or private transfer arranged through their Concierge.
In most cases, yes. Luxury villas in Tuscany are often located in the countryside, particularly in Chianti, the Siena hills, and Val d’Orcia. While cities like Florence and Siena are connected by train, exploring wineries, hill towns, and rural estates is far easier with a rental car or private driver. Your Concierge can coordinate either option.
Many luxury villas in Tuscany offer air conditioning, particularly in bedrooms. However, because some properties are centuries-old estates with thick stone walls, cooling systems vary by villa. Your Villa Specialist can confirm exact specifications prior to booking.
Most countryside villas feature private pools with panoramic views across the Tuscan hills. Pools are typically open from late spring through early autumn, depending on weather and property policy.
Many historic estates include housekeeping, gardening, and pool maintenance, with private chef service either included or available as an add-on. Larger villas may offer full staff support, and in some cases staff reside on-site in separate quarters to ensure seamless service while preserving guest privacy.
Yes. Many Tuscan villas are ideal for families and multi-generational groups due to their multiple bedroom wings, private grounds, and pool areas. Some historic estates may have age guidelines due to antiques or architectural features, so confirming details in advance is recommended.
Many Tuscan villas are licensed for weddings and private events, particularly larger estates with formal gardens, chapels, courtyards, or panoramic terraces. Rental Escapes can recommend approved properties and assist with planning coordination through your Concierge. You can also explore our curated collection of wedding villas for estates suited to private celebrations.
During peak season, many villas require a minimum stay of one week, often Saturday to Saturday. In shoulder and low seasons, shorter stays may be possible depending on the property.
June through September is peak season, with warm weather and active cultural calendars. Spring (April–June) and early autumn (September–October) offer milder temperatures, fewer crowds, and harvest season in wine regions such as Chianti and Val d’Orcia. Winter is quieter and cooler, with some villas closing seasonally.
Highlights include exploring Florence’s Renaissance landmarks, visiting Siena’s Piazza del Campo, driving through Chianti for wine tastings, and wandering hill towns such as Pienza and Montepulciano. Many guests also arrange private cooking classes, truffle hunts, and vineyard dinners directly at their villa.
Tuscan cuisine emphasizes seasonal ingredients, olive oil, handmade pasta, grilled meats such as bistecca alla Fiorentina, wild game, and regional wines. Many guests enhance their stay by arranging a private chef to prepare traditional dishes within their villa.
Our curated collection of luxury villas in Tuscany includes historic estates in Chianti, countryside retreats near Florence and Siena, and panoramic properties in Val d’Orcia. Each villa is selected for its architectural integrity, setting, and service level within our broader portfolio of luxury villas in Italy.
Your Villa Specialist will guide you in selecting the right estate based on your group size, preferred location, and desired level of staffing. After booking, your Concierge can arrange private chefs, wine tastings, drivers, restaurant reservations, and curated regional experiences.
Whether you are planning a multi-generational gathering, a milestone celebration, or an extended countryside stay, Tuscany offers depth, character, and privacy in equal measure.
Contact a Villa Specialist to begin planning your Tuscany villa stay.
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Luxury Villa Rentals for 2+ people
