
Lucca & Garfagnana · Sleeps 14 · 7 bedrooms
From €2,150 / night
A genuine 17th-century aristocratic villa, built in 1624 for Count Cosimo Bernardini…
Luxury is a word every listing site uses, so here is what it means with us: houses that are staffed, estates that are private, kitchens a chef can work in, and a floor of about €10,000 a week in the shoulder season — most of the collection sits between €20,000 and €60,000. There is no second tier; these are the flagships.
Some houses here publish rates and some do not — why we don’t publish prices for every villa explains the thinking, and what a villa in Tuscany costs gives the honest numbers. New to renting at this level? How renting works. For the ranked, visited-in-person version: the 12 best luxury villas in Tuscany.
33 houses

Lucca & Garfagnana · Sleeps 14 · 7 bedrooms
From €2,150 / night
A genuine 17th-century aristocratic villa, built in 1624 for Count Cosimo Bernardini…

Castiglion del Bosco · Sleeps 10 · 5 bedrooms
From €16,000 / night
The estate's largest villa, 726 m², with five en-suite bedrooms for ten and a separate pool house.

Castiglion del Bosco · Sleeps 6 · 3 bedrooms
From €11,000 / night
Three en-suite bedrooms for six, an intimate, refined house at the edge of the borgo.

Lucca & Garfagnana · Sleeps 24 · 12 bedrooms
From €3,300 / night
A whole private hamlet, twelve en-suite bedrooms for up to twenty-four, made for a large gathering…

Castelfalfi · Sleeps 6 · 3 bedrooms
From €12,000 / night
A private house with its own pool inside the medieval borgo, a combination that almost never comes up in a historic Tuscan…

Dimora Ghirlandaio · Sleeps 10 · 5 bedrooms
Price on enquiry
Renaissance heritage, a 600-year-old artistic hamlet once home to the Ghirlandaio family…

Castelfalfi · Sleeps 6 · 3 bedrooms
From €8,000 / night
An address in the historic core of the borgo, with windows over the Medici Park, heritage you can see from the breakfast table.

Castiglion del Bosco · Sleeps 10 · 5 bedrooms
From €14,500 / night
Five en-suite bedrooms for ten, with a separate pool house and a home-theatre room.

Montepulciano · Sleeps 12 · 6 bedrooms
From €1,900 / night
The only villa in the Val d'Orcia with a private wellness centre of its own: an indoor pool heated to 38°C with hydromassage…

Castelfalfi · Sleeps 6 · 3 bedrooms
From €10,000 / night
A restored barn with the volume and light only an old fienile gives: high ceilings, broad openings, a real sense of space.

Lucca & Garfagnana · Sleeps 24 · 12 bedrooms
From €3,150 / night
A 19th-century Lucchese villa of real history, the Controni family's summer residence…

Castiglion del Bosco · Sleeps 11 · 6 bedrooms
From €15,500 / night
Six en-suite bedrooms for eleven, across the main house, a guest annex and a pool house.

Lucca & Garfagnana · Sleeps 8 · 4 bedrooms
From €1,050 / night
An atmospheric conversion of a 16th-century olive mill, working until 1997, with original features and ancient oil jars in the…

Lucca & Garfagnana · Sleeps 14 · 6 bedrooms
From €2,700 / night
An award-winning contemporary masterwork, designed by its owner-architects and named by National Geographic among Italy's most…

Castelfalfi · Sleeps 10 · 5 bedrooms
From €18,000 / night
The estate's largest villa, 550 m² and five master bedrooms, yet entirely private…

Lucca & Garfagnana · Sleeps 15 · 8 bedrooms
From €2,150 / night
A classic restored Tuscan country home, terracotta, beams and frescoes, with rose-covered patios and a winter-garden conservatory.

Castelfalfi · Sleeps 4 · 2 bedrooms
From €20,000 / night
The only Stefano Ricci-designed residence available to rent in Tuscany.

Dimora Ghirlandaio · Sleeps 7 · 4 bedrooms
Price on enquiry
An authentic sixteenth-century Tuscan farmhouse, stone floors, Impruneta terracotta, restored for quiet, sober luxury.

Dimora Ghirlandaio · Sleeps 7 · 4 bedrooms
Price on enquiry
A characterful conversion of the estate's historic olive mill, full of texture and light.

Dimora Ghirlandaio · Sleeps 4 · 2 bedrooms
Price on enquiry
A jewel-box rural villa with a beautiful exposed-truss ceiling and an open fire, character in a compact, easy footprint.

Dimora Ghirlandaio · Sleeps 7 · 4 bedrooms
Price on enquiry
The most private of the houses, cocooned in its own flowering garden.

Lucca & Garfagnana · Sleeps 14 · 7 bedrooms
From €1,700 / night
A characterful Tuscan farmhouse with genuine history, the home of Felice Matteucci, father of the combustion engine.

Dimora Ghirlandaio · Sleeps 2 · 1 bedroom
Price on enquiry
A characterful one-bedroom suite in the estate's restored lemon house, with arched windows onto the Renaissance garden.

Castiglion del Bosco · Sleeps 8 · 4 bedrooms
From €14,000 / night
Four en-suite bedrooms for eight, three in the main house, one in a private guest annex with its own shaded pergola.

Castiglion del Bosco · Sleeps 12 · 6 bedrooms
Price on enquiry
Six en-suite bedrooms for twelve, with a self-contained guest annex and kitchenette, room for a large family or group.

Castiglion del Bosco · Sleeps 8 · 4 bedrooms
From €13,500 / night
Four en-suite bedrooms for eight, including a private guest annex, and a separate pool house with a kitchenette.

Castiglion del Bosco · Sleeps 6 · 3 bedrooms
From €12,000 / night
Built on medieval castle ruins, a three-storey house of real character, with a top-floor primary suite and panoramic views.

Castiglion del Bosco · Sleeps 8 · 4 bedrooms
Price on enquiry
Four en-suite bedrooms for eight, including a pool house with its own living room and bedroom.

Castiglion del Bosco · Sleeps 6 · 3 bedrooms
From €9,000 / night
Three en-suite bedrooms for six, the most intimate of the estate's countryside villas, with a private guest annex.

Castiglion del Bosco · Sleeps 12 · 6 bedrooms
Price on enquiry
Six en-suite bedrooms for twelve, across the main house and a pool house, generous space for a large group.

Castiglion del Bosco · Sleeps 4 · 2 bedrooms
From €8,000 / night
A detached two-bedroom suite in the heart of the borgo, with its own private entrance.

Castiglion del Bosco · Sleeps 5 · 2 bedrooms
From €5,000 / night
A 200 m² two-bedroom suite in the heart of the borgo, in timeless Florentine style.

Maremma · Sleeps 18 · 9 bedrooms
Price on enquiry
Restored over a decade by artisans who handcrafted almost every element, locally quarried stone, hand-forged iron…
In Tuscany the word means four things in practice: the house is staffed, the land is private, the kitchen can take a professional cook, and nothing is shared with another party. Anything short of that is a nice house, which is a different and often perfectly good product.
Staffing is the clearest dividing line. A luxury villa arrives with a housekeeper most days and a gardener who keeps the pool, and it can take a private chef without the kitchen becoming a problem. A rental cottage gives you a key and a bin schedule. Both can have beautiful views; only one removes the work.
Privacy is the second. A great many Tuscan properties described as villas are one wing of a converted farmhouse, or one of five casali on an agriturismo. You will hear the next party. The houses on this page are taken whole, and the land around them belongs to the house for the week.
Weekly rates in our collection start at about €10,000 in the shoulder season and most sit between €20,000 and €60,000, with a handful of estates above that in peak weeks. The bands are not arbitrary; each one buys a different kind of week.
Around €10,000 to €20,000 buys a genuinely private house for eight to twelve, with a pool of its own and a housekeeper several days a week, usually in Lucca or the Maremma where land is less contested than in Chianti. Around €20,000 to €40,000 adds either the address or the staff: a Chianti or Val d'Orcia position with the view people picture, or a fuller service team. Above €40,000 you are buying an estate rather than a house, typically with more than one building, more than one pool, and staff who are there daily rather than on call.
August is its own category. The same house in the second week of August frequently costs half again what it costs in late September, for weather most people find less comfortable. If the dates are movable, moving them is the single largest saving available.
The four regions are not interchangeable, and the difference matters more at this level than at any other. Chianti puts you within an hour of Florence and Siena and carries the highest land prices, so you pay for the position. The Val d'Orcia is the postcard, more remote, and better for a week that stays put than one that day-trips.
Lucca and the Garfagnana hold the historic ville lucchesi, houses built for entertaining with formal gardens and lemon houses, and it is the most practical base for families: Pisa airport is thirty minutes and the Versilia beaches forty. The Maremma is the only region that combines countryside with real coast, which makes it the answer whenever the party contains both people who want vineyards and people who want the sea.
Photographs are chosen to flatter and every agency has the same set. Four questions get past them, and any honest agent will answer all four without hesitation.
Ask for the pool dimensions, not a photograph. A 6x3 metre pool looks generous in a wide-angle shot and feels small at four in the afternoon with eight people in the house. Ask what is genuinely private and what is shared, in plain terms, including the drive and the land. Ask exactly which staff are included and on which days, because "staffed" covers everything from a daily team to a cleaner on Fridays. And ask what the house is like in bad weather, because a week with two wet days is normal and some houses have nowhere to put twelve people indoors.
We have stayed in or visited every house on this page, and most are filmed. If a question about a specific house cannot be answered from the page, ask us and the answer will be first-hand.
There are three sorts of company between you and a Tuscan house. Marketplaces list tens of thousands of properties nobody at the company has seen, and take a fee from both sides. Brokers resell another agency's inventory, which is why the same villa appears on nine sites at nine slightly different rates. Then there are rental companies that contract directly with a small number of owners and know each house personally. We are the third kind.
In practice that means thirty-two houses rather than thousands, and roughly one villa accepted for every twenty we visit. We are paid by the owners, so the rate quoted is the rate paid, and there is no booking fee added at checkout. The contract comes from the owner of the house, not from a chain of intermediaries. Every property on this page has been visited in person, most are filmed, and the reason each one is in the collection is written at the top of its page.
The trade-off is honest: a marketplace will always show you more houses, and if the priority is the widest possible choice at the lowest possible price, one of them is the better tool. What a small rental company offers instead is that someone who has walked the property answers your enquiry, usually within twenty-four hours, and will tell you when a house is wrong for your week.
Frequently asked