Tuscany, Italy · 2 properties curated
Luxury Villas in Tuscany, Italy
Tuscany commands a singular position in the luxury travel landscape: a region where Renaissance architecture, rolling vineyard hills and a deeply rooted food culture converge across dozens of distinct sub-regions. From the polished seaside glamour of Forte dei Marmi to the quieter hilltop estates of the Chianti countryside, the region's finest villas reflect centuries of architectural ambition paired with thoroughly modern comforts.
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All properties in Tuscany · 2 properties
Why Tuscany
What makes Tuscany worth choosing
Forte dei Marmi's Riviera Edge
Forte dei Marmi operates as Tuscany's most exclusive coastal address, drawing Italian industrialists and international visitors to its immaculate beach clubs and designer boutiques along Via Roma. The town's residential villas sit behind high hedges and iron gates, blending mid-century Italian design with lush private gardens. It represents a side of Tuscany entirely distinct from the agrarian interior: polished, social and unapologetically luxurious.
Food and Wine Heritage
Tuscany's culinary identity runs deeper than any single restaurant or winery. The Brunello vineyards around Montalcino, Chianti Classico's sangiovese heartland and the white truffle forests near San Miniato each anchor a different gastronomic tradition. Private chefs working in the region's luxury villas draw on hyper-local suppliers, making in-villa dining as compelling as any starred restaurant.
Art and Architecture Access
Florence's Uffizi and the Duomo draw the headlines, but Tuscany rewards those who look further afield. Pienza's Palazzo Piccolomini, Lucca's intact Renaissance walls and Arezzo's Piero della Francesca frescoes are all reachable on day trips from a well-placed villa. A private base in the region turns these visits into unhurried mornings rather than crowded guided tours.
Common Questions
Frequently Asked Questions about Tuscany
When is the best time to visit Tuscany for a luxury villa holiday?
Peak season runs from mid-June through August, when temperatures regularly reach 30°C and the social calendar in Forte dei Marmi is at its liveliest. May, early June and September offer warm days, thinner crowds and lower rates, making them ideal for travellers focused on wine, food and cultural excursions. October brings the grape harvest and truffle season, adding a different dimension to a villa stay.
What types of luxury properties are available in Tuscany?
The region's luxury accommodation leans heavily towards private villas, ranging from restored farmhouses in the Chianti hills to contemporary coastal residences in Forte dei Marmi. TheChosenStay currently features one curated property here, Villa Oblò, selected through an independent editorial review process. The directory focuses on villas that meet exacting standards for design, privacy and guest experience.
How much does a luxury villa in Tuscany cost per week?
Properties currently featured on TheChosenStay in Tuscany start at €25,500 per week. Rates tend to peak during July and August, particularly in Forte dei Marmi where summer demand is intense. Shoulder season bookings in May, June or September can sometimes attract more favourable terms, though the most sought-after villas hold their pricing year-round.
What amenities do luxury properties in Tuscany typically include?
Private swimming pools, landscaped gardens and expansive outdoor dining terraces are standard at this level. Many villas provide daily housekeeping, concierge services and the option to arrange a private chef who sources ingredients from local markets and farms. Properties in Forte dei Marmi often add features such as heated pools, home cinemas and direct access to private beach club memberships.
How many guests can luxury villas in Tuscany accommodate?
Villa capacity varies considerably, but larger Tuscan properties typically sleep between 10 and 16 guests across multiple bedroom suites. Smaller villas suit couples or families of four to six, while the grander estates can host multi-generational gatherings or groups of friends. Villa Oblò represents the upper end of the scale, designed for parties who value space and privacy in equal measure.
How do you get to Tuscany?
Pisa Galileo Galilei Airport handles the majority of international flights and sits roughly 30 minutes from Lucca and under 90 minutes from most Chianti locations. Florence Airport serves a smaller range of European routes but places arrivals closer to the central hills. For Forte dei Marmi, Pisa is the most convenient gateway, with private transfers taking approximately 40 minutes.
Which areas of Tuscany are best for a luxury villa stay?
Forte dei Marmi is the region's premier coastal destination, prized for its glamorous beach culture, upscale dining scene and proximity to the marble peaks of the Apuan Alps. Its character is distinctly social and Mediterranean, attracting guests who want a polished seaside setting rather than a rural retreat. For those seeking vineyard landscapes and hilltop villages, the Chianti and Val d'Orcia corridors offer a markedly different, more pastoral experience.
Is Tuscany suitable for families, couples or groups?
Tuscany works well across all three categories. Families benefit from the space and privacy of a villa, with activities ranging from cooking classes to horse riding in the Maremma countryside. Couples gravitate towards smaller estates with wine-country settings, while groups of friends find Forte dei Marmi's combination of beach clubs, boutique shopping and evening aperitivi particularly well suited to social holidays.
How far in advance should you book a luxury villa in Tuscany?
For peak season stays in July and August, particularly in high-demand areas like Forte dei Marmi, booking six to twelve months ahead is advisable. The best properties often fill before March for summer dates. Shoulder season trips in May, September or October allow more flexibility, though securing a specific villa still benefits from a lead time of at least three to four months.
What to expect
Tuscany suits travellers who want cultural depth, serious food and wine, and a private base from which to explore at their own pace. Forte dei Marmi delivers a polished coastal experience, while the interior rewards those drawn to quieter landscapes and historic towns. Expect warm, dry summers, well-maintained roads and a hospitality culture shaped by generations of hosting discerning visitors. The region's luxury villas typically include private pools, chef services and dedicated concierge support. TheChosenStay's curated selection focuses on properties that meet a consistent editorial standard for design, service and location.

