Exclusive Tuscany
Est. MMXXV

The 12 best luxury villas in Tuscany

Updated November 2026 · Every villa visited in person

Most “best villas in Tuscany” lists are written by people who have never opened the front door: affiliate round-ups of farm stays, or category pages wearing an editorial hat. This one is different in a way we can state plainly: these twelve villas are our own collection’s flagships, we have visited every one, most are filmed, and each is here for a reason we can defend.

Our definition of luxury is specific: staffed villas and private estates, exclusive to your party, with a floor of about €10,000 a week in the shoulder season and most of the list between €20,000 and €60,000. What a rate at this level should include, and what it should not, is set out honestly in what a Tuscan villa actually costs.

The quick version

  1. Casale La Pergola (Castelfalfi) — La Pergola sits within the medieval village of Castelfalfi — a restored casale of around two hundred and twenty-five square metres, with…
  2. Villa Oliviera (Castiglion del Bosco) — Steps from the borgo, Villa Oliviera blends rich Tuscan tradition with easy modern comfort and the glassy line of an infinity pool.
  3. Borgo Bernardini (Lucca & Garfagnana) — Borgo Bernardini is an entire Tuscan hamlet to take as your own — once the hunting-lodge retreat of Count Cosimo Bernardini, extended…
  4. Villa Stabbi (Castiglion del Bosco) — Six-bedroom Villa Stabbi offers panoramic views and soulful Tuscan interiors across the main house, a guest annex and a pool house.
  5. Casale I Bianchi (Castelfalfi) — Casale I Bianchi stands alone in open country at the edge of the Castelfalfi estate — five hundred and fifty square metres of restored…
  6. Villa Lenka (Lucca & Garfagnana) — Villa Lenka stands with aristocratic poise in its own parkland in the southern hills of Lucca — a seventeenth-century villa, built in…
  7. Villa Chiusa (Castiglion del Bosco) — Villa Chiusa stands just steps from the borgo, a reimagined stone villa where rustic-chic charm meets an infinity pool and wide Tuscan…
  8. Il Fienile (Castelfalfi) — Il Fienile — 'the hay barn' — is a two-hundred-and-thirty-square-metre farmhouse reborn as a quiet country house on the Castelfalfi estate.
  9. Villa Matteucci (Lucca & Garfagnana) — Casa Felice Matteucci is a gem of a Tuscan farmhouse on a beautiful estate of hill-terraced olive groves, overlooking a small lake with…
  10. Villa San Bartolomeo (Montepulciano) — Three kilometres from Montepulciano, Villa San Bartolomeo stands in five hectares of fenced private garden above the vineyards, olive…
  11. Villa Biondi (Castiglion del Bosco) — The most expansive of the estate's houses, Villa Biondi lies along cypress-lined fairways beside Italy's only private golf course.
  12. Casale Gherardi (Chianti) — A 1427 document from Bernardo di Bartolomeo Gherardi — whose name this house now carries — already describes this small farm in detail:…

1. Casale La Pergola, Castelfalfi

Casale La Pergola, a villa in Castelfalfi, Tuscany

La Pergola sits within the medieval village of Castelfalfi — a restored casale of around two hundred and twenty-five square metres, with three bedrooms, a pool of its own, and interiors that hold to an honest Tuscan vocabulary of beamed ceilings, warm stone, linen and lamplight. From its windows and terraces the view opens across the estate's hills.

Best for:
Private weeks for families and friends
Region:
Castelfalfi
Guests:
6

See Casale La Pergola →

2. Villa Oliviera, Castiglion del Bosco

Villa Oliviera, a villa in Castiglion del Bosco, Tuscany

Steps from the borgo, Villa Oliviera blends rich Tuscan tradition with easy modern comfort and the glassy line of an infinity pool. Three en-suite bedrooms sleep six, with a shaded pergola terrace for outdoor living and the village a short walk away.

Best for:
Private weeks for families and friends
Region:
Castiglion del Bosco
Guests:
6

See Villa Oliviera →

3. Borgo Bernardini, Lucca & Garfagnana

Borgo Bernardini, a villa in Lucca & Garfagnana, Tuscany

Borgo Bernardini is an entire Tuscan hamlet to take as your own — once the hunting-lodge retreat of Count Cosimo Bernardini, extended over the centuries into a small village in the hills above the walled city of Lucca. Twelve individually styled en-suite bedrooms sleep up to twenty-four amid wood-beamed ceilings, terracotta floors and warm colour.

Best for:
Weddings, Corporate retreats, Family celebrations
Region:
Lucca & Garfagnana
Guests:
24

See Borgo Bernardini →

4. Villa Stabbi, Castiglion del Bosco

Villa Stabbi, a villa in Castiglion del Bosco, Tuscany

Six-bedroom Villa Stabbi offers panoramic views and soulful Tuscan interiors across the main house, a guest annex and a pool house. Sleeping eleven, with an outdoor wood-fired oven and a heated pool, it is built for a large family or group who want countryside calm with the whole estate at their disposal.

Best for:
Family celebrations
Region:
Castiglion del Bosco
Guests:
11

See Villa Stabbi →

5. Casale I Bianchi, Castelfalfi

Casale I Bianchi, a villa in Castelfalfi, Tuscany

Casale I Bianchi stands alone in open country at the edge of the Castelfalfi estate — five hundred and fifty square metres of restored farmhouse, five master bedrooms, and not a neighbour in sight. A broad private garden gives onto a heated pool, and beyond it the land falls away in wheat and woodland toward a horizon broken only by cypresses.

Best for:
Private weeks for families and friends
Region:
Castelfalfi
Guests:
10

See Casale I Bianchi →

6. Villa Lenka, Lucca & Garfagnana

Villa Lenka, a villa in Lucca & Garfagnana, Tuscany

Villa Lenka stands with aristocratic poise in its own parkland in the southern hills of Lucca — a seventeenth-century villa, built in 1624 as the summer residence of Count Cosimo Bernardini. Frescoed, antique-furnished rooms give an air of unhurried elegance: a grand drawing room, a card room, a panelled library, a Tuscan kitchen and an elegant dining room.

Best for:
Weddings, Corporate retreats, Family celebrations
Region:
Lucca & Garfagnana
Guests:
14

See Villa Lenka →

7. Villa Chiusa, Castiglion del Bosco

Villa Chiusa, a villa in Castiglion del Bosco, Tuscany

Villa Chiusa stands just steps from the borgo, a reimagined stone villa where rustic-chic charm meets an infinity pool and wide Tuscan views. Four en-suite bedrooms sleep eight across the house and a private annex, with a pool house alongside.

Best for:
Family celebrations
Region:
Castiglion del Bosco
Guests:
8

See Villa Chiusa →

8. Il Fienile, Castelfalfi

Il Fienile, a villa in Castelfalfi, Tuscany

Il Fienile — 'the hay barn' — is a two-hundred-and-thirty-square-metre farmhouse reborn as a quiet country house on the Castelfalfi estate. Three bedrooms, panoramic views across the valley, and a pool shared with only a handful of neighbouring houses make it an easy, light-filled base for a family.

Best for:
Weddings, Family celebrations
Region:
Castelfalfi
Guests:
6

See Il Fienile →

9. Villa Matteucci, Lucca & Garfagnana

Villa Matteucci, a villa in Lucca & Garfagnana, Tuscany

Casa Felice Matteucci is a gem of a Tuscan farmhouse on a beautiful estate of hill-terraced olive groves, overlooking a small lake with its own tree-shaded island reached by a wooden bridge. Seven luxurious en-suite guestrooms sleep up to fourteen.

Best for:
Family celebrations
Region:
Lucca & Garfagnana
Guests:
14

See Villa Matteucci →

10. Villa San Bartolomeo, Montepulciano

Villa San Bartolomeo, a villa in Montepulciano, Tuscany

Three kilometres from Montepulciano, Villa San Bartolomeo stands in five hectares of fenced private garden above the vineyards, olive groves and organic vegetable fields of its own working farm. Six identical queen bedroom suites, each en suite, sleep twelve across two floors joined by a lift; a twenty-five-metre infinity pool runs along the panoramic lounge, and below it lies the only private wellness centre in the Val d'Orcia — an indoor pool heated to thirty-eight degrees with hydromassage, sauna, hammam, sensory showers and chromotherapy.

Best for:
Wellness stays and groups of twelve
Region:
Montepulciano
Guests:
12

See Villa San Bartolomeo →

11. Villa Biondi, Castiglion del Bosco

Villa Biondi, a villa in Castiglion del Bosco, Tuscany

The most expansive of the estate's houses, Villa Biondi lies along cypress-lined fairways beside Italy's only private golf course. Five en-suite bedrooms sleep ten across two floors and a pool house, with herb-scented gardens and shaded terraces all around.

Best for:
Private weeks for families and friends
Region:
Castiglion del Bosco
Guests:
10

See Villa Biondi →

12. Casale Gherardi, Chianti

Casale Gherardi, a villa in Chianti, Tuscany

A 1427 document from Bernardo di Bartolomeo Gherardi — whose name this house now carries — already describes this small farm in detail: two stone farmhouses the estate itself still calls Il Casolese, from casulae, Latin for "small houses". On the Vignamaggio wine estate outside Greve in Chianti, its nine bedrooms are dressed in Pietra Serena stone and murals by artist Simone Boni depicting the nine historic neighbourhoods of medieval Florence, opening onto an infinity pool that looks straight over the olive grove.

Best for:
Large groups and reunions
Region:
Chianti
Guests:
18

See Casale Gherardi →

How this list was chosen

The disclosure first: every villa here is represented by us. We would rather say that plainly than pose as a neutral reviewer of properties we have never seen, which is how most lists on this subject are written. The standard for inclusion is the standard for the collection itself: we visit in person before a villa is accepted, the staffing has to be real, the licence has to match what the villa claims to host, and the price has to be defensible against what the rate includes. Villas that are beautiful but unstaffed, or shared, or priced on hope, do not make it in. The order runs from the villas we are asked for most often; it is a starting point, not a verdict, because the right villa depends on your party, your dates and your ambitions for the week. Tell us those and we will tell you honestly which of the twelve fits, and which does not.

Related reading: the luxury collection, where to base yourself and how renting at this level works.

Frequently asked

What counts as a luxury villa in Tuscany?
By our definition: a villa that is staffed (villa manager, housekeeping, usually a cook), private to your party alone, and maintained to the standard the rate implies. In practice the floor is about €10,000 a week in the shoulder season; most of this list sits between €20,000 and €60,000. A beautiful but unstaffed farmhouse is a lovely holiday villa, not a luxury villa.
How were these twelve villas chosen?
From our own collection, which is the honest disclosure most round-ups skip. The difference: we have visited every villa on this list in person, most are filmed, and each is in the collection for a specific editorial reason published on its page. Nothing here is an affiliate link to a property we have never seen.
How much does a luxury villa in Tuscany cost per week?
For top-tier villas sleeping eight to fourteen: roughly €18,000 to €32,000 in low season, €24,000 to €44,000 in the shoulder months, and €40,000 to €68,000 at peak. Restored borgo estates sleeping more sit higher. The full breakdown, including what is in the rate and what costs extra, is in our villa pricing guide.
Are the villas staffed?
Yes, that is part of the definition. A typical villa includes a manager, daily housekeeping, garden and pool care, breakfast preparation and a welcome dinner; about two-thirds include a cook for further meals. Private chefs, drivers and sommelier evenings are arranged on top.
Which part of Tuscany is best for a luxury villa?
Chianti for first-timers and easy day trips; the Val d'Orcia for the grandest estates and the most space; Lucca's plain for historic villas near the coast and Pisa airport; the Maremma for sea days. We match the region to the party before we match the villa.

← The whole collectionLuxury villas