Curated Luxury Properties · Umbria · 3 Stays
Luxury Villas in Umbria, Italy
Umbria is Italy's green heart: a landlocked region of rolling hills, medieval hill towns and ancient forests that feels untouched by mass tourism. The countryside around Fabro and Umbertide provides a quieter, more refined alternative to neighbouring Tuscany, with restored farmhouses and private estates set among olive groves and vineyards. For those seeking seclusion without sacrificing culture, this is one of the peninsula's most rewarding corners.
Browse 3 stays →3 properties in Umbria
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3 properties
Editor picks
“The detail that sets Colle Alto apart from comparable Umbrian villas of this size is the former chapel on the grounds: a consecrated space available for private ceremonies and group celebrations that most rural Italian estates cannot offer regardless of price. The restoration here has been more disciplined than most, preserving the vaulted stone ceilings and original fireplaces rather than smoothing them away in favour of a safer luxury finish. Unlike most 10-bedroom villas at this level, the annexe functions as a genuinely independent unit with its own kitchen and sitting room, which means the property can accommodate two families or two friendship groups without the social friction of a single shared space.”
“The detail that distinguishes Villa Chianina from comparable eight-bedroom Italian villas is the working wine estate it sits within. The included selection of wine experiences — tastings, dinner pairings and a blend-your-own-bottle session — are not bolt-on extras arranged off-site; they happen on the property's own estate. Unlike most large Italian villas at this price point, which pair generous interiors with generic local recommendations, this one delivers a genuine agricultural and viticultural context that shapes the stay. The snooker room, bar and guest house gym make the interior feel genuinely equipped for a large group rather than simply oversized, and the children's section of the infinity pool is a considered practical detail that competing properties often overlook.”
“The detail most guests overlook before arriving is the three kilometres of unsurfaced access road: it enforces a genuine sense of arrival and means the hill is never casually passed through. What that translates to in practice is a property that feels far more private than its location near the Umbrian main roads would suggest. Unlike most villas at this price point, Villa Elceto gives you a championship golf course within the same estate grounds rather than a distant recommendation, which changes the rhythm of a week here entirely. The infinity pool's orientation is the other thing worth noting: it faces directly over the valley rather than the access drive, so the view from the water is uninterrupted green hills in every direction.”
Why Umbria
What makes Umbria worth choosing
Medieval towns without crowds
Orvieto, Spoleto, Todi and Gubbio reward slow exploration with their Romanesque churches, underground tunnels and piazzas that remain genuinely local. The absence of coach tourism means you can walk into a frescoed chapel in Montefalco or browse the Saturday market in Perugia without jostling for space. A villa stay here puts you within easy reach of several of these towns on a single afternoon's drive.
Food and wine heritage
Umbria produces some of central Italy's most prized ingredients: Norcia's black truffles, Castelluccio lentils and Sagrantino di Montefalco, a deeply structured red wine grown nowhere else. Many villas arrange private tastings at family-run cantinas or truffle-hunting expeditions with local guides. The region's culinary identity is rooted in simplicity and provenance, which translates well to private chef experiences in your own kitchen.
Landscape built for privacy
The Umbrian countryside delivers a particular kind of seclusion: long gravel drives flanked by cypress trees, properties surrounded by hundreds of acres of private land, and views that stretch uninterrupted to distant ridgelines. Properties around Umbertide sit in the upper Tiber valley, where the terrain folds into gentle hills. Near Fabro, the landscape opens up towards the border with Lazio, with broader horizons and golden-stone farmsteads.
Best time to visit
Local guide
Local guide to Umbria
dining
La Badia di Orvieto
A converted 12th-century Benedictine abbey outside Orvieto's walls, with a restaurant that serves Umbrian cuisine in a setting most guests remember long after the food. Reserve ahead for dinner on the terrace in summer.
Il Caldaro
The bar and restaurant on the estate, one kilometre from the villa, is the most convenient option for a relaxed lunch or evening meal without leaving the grounds.
experience
Gubbio
One of the best-preserved medieval hill towns in Umbria and far less visited than Assisi, Gubbio rewards a morning or full day with its intact Piazza Grande and the Palazzo dei Consoli. The drive from the villa takes around 40 minutes.
Orvieto Classica wine region
The DOC wine zone surrounding Orvieto produces Grechetto and Trebbiano whites that rarely travel far beyond the region — a good independent complement to the estate's own tastings. The local enotecas in Orvieto's old town carry the full range.
Truffle hunting on the estate
The estate concierge arranges truffle hunting tours, typically with a local hunter and trained dog, in the woodland surrounding the property. Black summer truffles are available from late June and the rarer black winter truffle from December.
activities
Antognolla Golf Club
The Robert Trent Jones Jr-designed 18-hole course sits within the same estate as the villa and is reachable in five minutes by car. Guests can arrange tee times through the concierge.
Antognolla Golf Course
An 18-hole championship course designed by Robert Trent Jones Jr, set beside an 11th-century castle a few minutes from the villa. The concierge can arrange tee times with a 20% discount and 5% off at the pro shop.
Lake Trasimeno boat tours
Italy's fourth-largest lake is 20km from the villa and the concierge can organise private boat tours and watersports directly through the estate. The islands of Maggiore and Polvese are worth the crossing.
wellness
Fonteverde Terme
One of central Italy's most respected thermal spa resorts, set in a Medici villa at San Casciano dei Bagni with natural hot spring pools and a full treatment menu. Day access is available without an overnight stay.
Common Questions
Frequently Asked Questions about Umbria
When is the best time to visit Umbria for a luxury villa holiday?
June to September delivers warm, reliable weather ideal for outdoor dining and pool days, with July and August being peak season. May and October are excellent shoulder months: temperatures hover around 20°C, wildflowers carpet the hills in spring, and autumn brings truffle season and the grape harvest. Shoulder season also means quieter towns and lower villa rates.
What types of luxury properties are available in Umbria?
TheChosenStay curates a hand-picked selection of villas in Umbria, typically restored stone farmhouses and country estates set on private land. These properties blend original architectural details, such as vaulted ceilings, terracotta floors and exposed beams, with contemporary comforts. Expect generous grounds, private pools and interiors that reflect the rustic elegance of the region rather than a generic hotel aesthetic.
How much does a luxury villa in Umbria cost per week?
Weekly rates for villas in our Umbria collection range from £11,500 to £24,500. Prices sit at the higher end during July and August, when demand peaks. Booking during May, June or September can represent significantly better value while still delivering excellent weather and full use of outdoor facilities.
What amenities do luxury properties in Umbria typically include?
Private swimming pools are standard, often set within landscaped gardens with panoramic views. Most villas feature expansive outdoor dining and living areas, barbecue kitchens and shaded terraces. Staff arrangements vary but commonly include housekeeping, concierge services and the option to book a private chef for all or part of your stay.
How many guests can luxury villas in Umbria accommodate?
Villas in the region typically sleep between 8 and 16 guests, making them well suited to multi-generational family holidays and group gatherings. Larger estates can accommodate 20 or more across multiple buildings on a single property. Couples or smaller parties also benefit from the space and privacy, treating a larger villa as a retreat rather than filling every bedroom.
How do you get to Umbria?
Perugia San Francesco d'Assisi airport handles seasonal European flights and sits roughly 30 minutes from Umbertide. Rome Fiumicino is the most common international gateway, with transfers to Fabro taking around 90 minutes by car. Florence airport provides an alternative northern entry point, approximately two hours' drive from most Umbrian villa locations.
Which areas of Umbria are best for a luxury villa stay?
Umbertide, in the upper Tiber valley, suits those who want easy access to Perugia, Città di Castello and the Tuscan border towns. Fabro, in the south-west, provides a quieter base close to Orvieto and Lake Bolsena, with a more open, sun-drenched landscape. Other strong areas include the hills around Todi and Montefalco, where vine-covered slopes and proximity to Spoleto add cultural depth to a countryside stay.
Is Umbria suitable for families, couples or groups?
Umbria works exceptionally well for all three. Families appreciate the safe, car-free grounds of most estates and the easy day trips to Orvieto or Assisi. Couples find romance in the intimate hilltop villages and candlelit dinners under pergolas. Groups of friends gravitate towards the larger properties, where communal cooking, wine tours and long poolside afternoons set the rhythm of the week.
How far in advance should you book a luxury villa in Umbria?
For peak weeks in July and August, booking six to twelve months ahead gives you the best choice from TheChosenStay's collection. Shoulder season dates in May, June, September and October are easier to secure at shorter notice, though the most sought-after properties still fill early. Last-minute availability does occasionally arise, so it is always worth checking.
Our Selection in Umbria
Umbria rewards travellers who prefer depth over spectacle: the kind of guests who would rather spend a morning at a family-run olive press than tick off a crowded landmark. Our collection here reflects that sensibility. We look for properties with genuine character, authentic materials and enough land to make the outside world feel distant. Every villa we feature has been visited, assessed and chosen because it delivers something a hotel cannot: a private foothold in one of Europe's most quietly compelling landscapes. That is the standard we hold, and it shapes every recommendation we make.
The Chosen Stay