Luxury villas in Tuscany, and what that word buys.

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. Below are twelve flagships; the whole collection runs to thirty-three.

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, and how to choose who you rent from. For the ranked, visited-in-person version: the 12 best luxury villas in Tuscany.

12 houses

Argentaia Estate, a villa in Maremma, Tuscany
Historic Estate01
Argentaia Estate

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…

Villa Lenka, a villa in Lucca & Garfagnana, Tuscany
Historic Estate02
Villa Lenka

Lucca & Garfagnana · Sleeps 14 · 7 bedrooms

From €2,150 / night

A genuine 17th-century aristocratic villa, built in 1624 for Count Cosimo Bernardini…

Villa Biondi, a villa in Castiglion del Bosco, Tuscany
Countryside Classic03
Villa Biondi

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.

Villa Oliviera, a villa in Castiglion del Bosco, Tuscany
Countryside Classic04
Villa Oliviera

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.

Borgo Bernardini, a villa in Lucca & Garfagnana, Tuscany
Restored Borgo05
Borgo Bernardini

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…

Casale La Pergola, a villa in Castelfalfi, Tuscany
Restored Borgo06
Casale La Pergola

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…

Villa Ghirlandaio, a villa in Dimora Ghirlandaio, Tuscany
Historic Estate07
Villa Ghirlandaio

Dimora Ghirlandaio · Sleeps 10 · 5 bedrooms

Price on enquiry

Renaissance heritage, a 600-year-old artistic hamlet once home to the Ghirlandaio family…

Casa Medici, a villa in Castelfalfi, Tuscany
Restored Borgo08
Casa Medici

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.

Villa Sant'Anna, a villa in Castiglion del Bosco, Tuscany
Countryside Classic09
Villa Sant'Anna

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.

Il Fienile, a villa in Castelfalfi, Tuscany
Countryside Classic10
Il Fienile

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.

Villa Stabbi, a villa in Castiglion del Bosco, Tuscany
Countryside Classic11
Villa Stabbi

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.

Casale I Bianchi, a villa in Castelfalfi, Tuscany
Countryside Classic12
Casale I Bianchi

Castelfalfi · Sleeps 10 · 5 bedrooms

From €18,000 / night

The estate's largest villa, 550 m² and five master bedrooms, yet entirely private…

Near a city: Florence · Siena · Lucca · Pisa

← The whole collectionVillas for occasions

What makes a Tuscan villa a luxury villa

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.

What each price band actually buys

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.

Where the luxury houses actually are

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.

How to judge a villa you have not seen

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.

What kind of villa rental company we are

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 a few dozen 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

How much does a luxury villa in Tuscany cost per week?
From about €10,000 a week in the shoulder season. Most of the collection sits between €20,000 and €60,000, with a small number of estates above that in peak weeks. The same house typically costs around 50% more in the second week of August than in late September.
What is included in the price?
The house and its land for the week, and the staffing described on each villa page, which usually means housekeeping several days a week and a gardener who maintains the pool. A private chef, transfers, wine tastings and cooking classes are arranged separately and quoted before you commit.
How many people do these villas sleep?
Most sleep between eight and sixteen in private bedrooms, and several estates take twenty to twenty-four across more than one building. Where a party outgrows a single house we pair neighbouring villas on the same estate rather than putting people on sofa beds.
When should I book?
For July and August, six to nine months ahead; the best houses in the best weeks are taken a year out. For May, June, September and October, three to six months is usually enough, and those months are both cheaper and, most years, more comfortable.
Do you charge a booking fee?
No. We are paid by the owners, so the rate you are quoted is the rate you pay. We also contract directly with the owners of every house here rather than reselling another agency's inventory.
What should I look for in a luxury villa rental company?
Four things settle it. Whether someone at the company has physically been inside the house you are considering. Whether they contract directly with the owner or resell another agency's inventory. Whether the rate quoted is the rate paid, with no booking fee added later. And whether they will tell you a house is wrong for you, which is the only real test of whether the advice is advice or a sales pitch. Our full guide to vetting an operator, including the deposit warning signs, is at /planning/choosing-a-villa-company.
Are you a villa rental agency or a booking platform?
An agency. We represent a few dozen houses in Tuscany, contract directly with their owners, and accept roughly one villa for every twenty we visit. A platform lists inventory it has not seen and optimises for volume; we answer every enquiry personally, usually within twenty-four hours, and place perhaps a few dozen families a season.