Luxury villas in Tuscany

A luxury villa in Tuscany is staffed, private, taken whole and has a kitchen a chef can work in. These 31 villas meet all four, from historic villas to countryside estates, and a private chef can be arranged at every one.

31 villas

Villa San Bartolomeo, a villa in Montepulciano, Tuscany
Historic Estate01
Villa San Bartolomeo

Montepulciano · 12 guests · 6 bedrooms

From €13,125 / week

Infinity pool · Heated pool

Service: Daily housekeeping · Spa

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

Lucca & Garfagnana · 14 guests · 7 bedrooms

From €15,000 / week

Frescoed interiors

Service: Fully staffed · Private chef

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

Castiglion del Bosco · 12 guests · 6 bedrooms

From €91,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Heated pool · Panoramic view

Service: Daily housekeeping · Spa

Casa dell'Erta — the infinity pool below the stone farmhouse
Countryside Classic04
Casa dell'Erta

Chianti · 14 guests · 7 bedrooms

From €7,810 / week

Infinity pool · Panoramic view

Service: Spa

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

Lucca & Garfagnana · 24 guests · 12 bedrooms

From €23,200 / week

Wine cellar · Gym

Service: Fully staffed · Private chef

Villa Biondi, a villa in Castiglion del Bosco, Tuscany
Countryside Classic06
Villa Biondi

Castiglion del Bosco · 10 guests · 5 bedrooms

From €112,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Heated pool · Working vineyard

Service: Daily housekeeping

Borgo delle Vigne — the estate's three farmhouses
Historic Estate07
Borgo delle Vigne

Chianti · 22 guests · 9 bedrooms

From €11,160 / week

Heated pool · Cinema room

Three separately restored stone farmhouses on one hilltop, a Main Villa, a Cottage and a one-bedroom Capanna annex…

Villa Poggio d'Oro — the ochre façade across the lawn, framed by umbrella pines
Historic Estate08
Villa Poggio d'Oro

Montalcino · 24 guests · 12 bedrooms

From €30,730 / week

Panoramic view

A 600 m² terrace raised above the countryside, with Montalcino straight ahead, the Val d'Orcia to the east and, on clear days…

Villa Matteucci, a villa in Lucca & Garfagnana, Tuscany
Countryside Classic09
Villa Matteucci

Lucca & Garfagnana · 14 guests · 7 bedrooms

From €12,000 / week

Olive grove

Service: Fully staffed · Private chef

Casale La Pergola, a villa in Castelfalfi, Tuscany
Restored Borgo10
Casale La Pergola

Castelfalfi · 6 guests · 3 bedrooms

From €84,000 / week

A private house with its own pool inside the medieval borgo, a combination that almost never comes up in a historic Tuscan…

Villa della Cappella — the villa's facade and entrance garden
Historic Estate11
Villa della Cappella

Cortona · 18 guests · 9 bedrooms

From €10,150 / week

Private chapel · Frescoed interiors

A genuine 17th-century restoration: frescoed vaulted ceilings, painted walls and terracotta floors across more than 1,000 square…

Villa Il Cellese — the estate at dusk from the air
Wellness Estate12
Villa Il Cellese

Chianti · 19 guests · 10 bedrooms

From €59,500 / week

Heated pool · Working vineyard

Service: Private chef · Daily housekeeping · Spa

Villa del Fattore, a villa in Lucca & Garfagnana, Tuscany
Countryside Classic13
Villa del Fattore

Lucca & Garfagnana · 15 guests · 8 bedrooms

From €15,000 / week

Frescoed interiors · Olive grove

Service: Private chef · Daily housekeeping

Villa Oliviera, a villa in Castiglion del Bosco, Tuscany
Countryside Classic14
Villa Oliviera

Castiglion del Bosco · 6 guests · 3 bedrooms

From €77,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Infinity pool · Heated pool

Service: Daily housekeeping

Villa Erbavoglio — a bedroom with beamed ceiling and en-suite bathroom
Historic Estate15
Villa Erbavoglio

Chianti · 18 guests · 9 bedrooms

From €17,400 / week

Working vineyard · Olive grove

Four private flats across two stone farmhouses on the Greve riverbank, each with its own kitchenette and living room…

Villa Controni, a villa in Lucca & Garfagnana, Tuscany
Historic Estate16
Villa Controni

Lucca & Garfagnana · 24 guests · 12 bedrooms

From €22,000 / week

Private chapel · Frescoed interiors

Service: Fully staffed · Private chef

Dimora Ghirlandaio Estate — at Dimora Ghirlandaio
Historic Estate17
Dimora Ghirlandaio Estate

Dimora Ghirlandaio · 37 guests · 20 bedrooms

From €91,000 / week

Heated pool · Private chapel

Service: Fully staffed · Private chef · Spa

Casale Gherardi — aerial view of the stone farmhouses and pool among the olive groves
Historic Estate18
Casale Gherardi

Chianti · 18 guests · 9 bedrooms

From €20,300 / week

Infinity pool · Working vineyard

History on paper: a 1427 document from Bernardo di Bartolomeo Gherardi already describes this farm's forests, soil…

Il Frantoio, a villa in Lucca & Garfagnana, Tuscany
Countryside Classic19
Il Frantoio

Lucca & Garfagnana · 8 guests · 4 bedrooms

From €7,500 / week

Olive grove

Service: Private chef · Daily housekeeping

Tenuta Belvedere Estate: Tenuta Belvedere — the villa above its saltwater pool and lawns
Wellness Estate20
Tenuta Belvedere Estate

Chianti · 26 guests · 13 bedrooms

From €67,900 / week

Working vineyard · Tennis court

Service: Private chef · Spa

Tenuta La Barricaia — the stone villa above its infinity pool and garden
Wellness Estate21
Tenuta La Barricaia

Val d'Orcia · 26 guests · 13 bedrooms

From €22,344 / week

Infinity pool · Heated pool

Service: Spa

Villa Farfalla, a villa in Lucca & Garfagnana, Tuscany
Contemporary Masterwork22
Villa Farfalla

Lucca & Garfagnana · 14 guests · 6 bedrooms

From €19,000 / week

Panoramic view · Olive grove

Service: Private chef · Daily housekeeping

Villa Gauggiole, a villa in Castiglion del Bosco, Tuscany
Countryside Classic23
Villa Gauggiole

Castiglion del Bosco · 8 guests · 4 bedrooms

From €98,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Heated pool · Gym

Service: Daily housekeeping

Casale I Bianchi, a villa in Castelfalfi, Tuscany
Countryside Classic24
Casale I Bianchi

Castelfalfi · 10 guests · 5 bedrooms

From €126,000 / week

Heated pool · Working vineyard

Service: Daily housekeeping

Casa del Vescovo, a villa in Castiglion del Bosco, Tuscany
Restored Borgo25
Casa del Vescovo

Castiglion del Bosco · 5 guests · 2 bedrooms

From €35,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Service: Daily housekeeping

Argentaia Estate, a villa in Maremma, Tuscany
Historic Estate26
Argentaia Estate

Maremma · 18 guests · 9 bedrooms

Price on enquiry

Infinity pool · Heated pool

Service: Fully staffed · Private chef · Spa

Stefano Ricci La Rocca, a villa in Castelfalfi, Tuscany
Contemporary Masterwork27
Stefano Ricci La Rocca

Castelfalfi · 4 guests · 2 bedrooms

From €140,000 / week

Panoramic view · Step-free access

Service: Private chef

Villa Sant'Anna, a villa in Castiglion del Bosco, Tuscany
Countryside Classic28
Villa Sant'Anna

Castiglion del Bosco · 10 guests · 5 bedrooms

From €101,500 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Heated pool · Tennis court

Service: Daily housekeeping

Villa Castello, a villa in Castiglion del Bosco, Tuscany
Historic Estate29
Villa Castello

Castiglion del Bosco · 6 guests · 3 bedrooms

From €84,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Infinity pool · Heated pool

Service: Daily housekeeping

Villa Chiusa, a villa in Castiglion del Bosco, Tuscany
Countryside Classic30
Villa Chiusa

Castiglion del Bosco · 8 guests · 4 bedrooms

From €94,500 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Infinity pool · Heated pool

Service: Daily housekeeping

Villa Alba, a villa in Castiglion del Bosco, Tuscany
Countryside Classic31
Villa Alba

Castiglion del Bosco · 6 guests · 3 bedrooms

From €63,000 / week

On the Rosewood resort estate: spa, restaurants and private golf on site

Heated pool

Service: Daily housekeeping

Near a city: Florence · Siena · Lucca · Pisa

← The whole collectionVillas for occasions

Plan your luxury villa stay

Some villas 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.

What makes a Tuscan villa a luxury villa

In Tuscany the word means four things in practice: the villa 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 villa, 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 villas on this page are taken whole, and the land around them belongs to the villa for the week.

What changes as you move up the range

Each villa card above shows its current weekly from-rate, and the jump between levels buys three things: privacy, staff and position. Our guide to what a Tuscany villa costs has typical budgets.

At the entry level you get a genuinely private villa for eight to twelve, with a pool of its own and a housekeeper several days a week, usually around Lucca or in the Maremma, where land is less contested than in Chianti. One step up adds either the address or the staff: a Chianti or Val d'Orcia position with the view people picture, or a fuller service team. At the top you are renting an estate rather than a villa, typically with more than one building, more than one pool, and staff on site daily.

August is its own category. The same villa in the second week of August costs noticeably more than 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 villas 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, villas built for entertaining with formal gardens and lemon villas, 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 villa. 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 villa is like in bad weather, because a week with two wet days is normal and some villas have nowhere to put twelve people indoors.

We have stayed in or visited every villa on this page, and most are filmed. If a question about a specific villa 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 villa. 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 villa personally. We are the third kind.

In practice that means a few dozen villas 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 villa, 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 villas, 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 villa is wrong for your week.

Frequently asked

How much does a luxury villa in Tuscany cost per week?
Each villa card shows its current weekly from-rate. Rates are lowest in spring and autumn and highest in July and August, when the same villa can cost half as much again as in late September. Our guide to villa costs gives typical budgets.
What is included in the price?
The villa 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 villa 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 villas 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 villa 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 villa 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 villa 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 villas 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.