Photo courtesy of Villa Gran Sogno
Castellina in Chianti · Tuscany
Five king rooms, a private pool and the vineyards of Chianti Classico all around: an adults-only house outside Castellina in Chianti, kept by its owners like a home.
Now in Chianti
From Choose a departure city Approx. flying time, non-stop equivalent
Castellina in Chianti · Tuscany, Italy: an adults-only villa of five king rooms
An adults-only villa of five king rooms just outside Castellina in Chianti, where stone, timber and terracotta meet the vineyards and olive groves, and where Connie and Mauro, the owners, keep the welcome personal. Arranged privately by Exclusive Villa Collection on inquiry.
Prefer a conversation? Plan My Trip
The house
A first reading of the stay: rooms, light, and the quiet between them. Each still is a note, not a catalogue.
The Experience
Gran sogno means “great dream,” and the name suits the house. Villa Gran Sogno stands just outside Castellina in Chianti, in the heart of the Chianti Classico country between Florence and Siena, with vineyards, olive groves and rolling hills on every side. Inside, it keeps the bones of old Tuscany: rough stone walls, timber beams, terracotta floors and a living room beneath a vaulted brick ceiling, warmed by deep velvet sofas, painted murals and antique wood.
There are only five bedrooms, each with a king bed and a private bathroom, so the villa never holds more than ten guests, and it is for adults only. The scale is that of a private home, and so is the welcome. Connie and Mauro, the owners, are on the property through the primary season, and their hospitality sets the tone of every stay. The beds are a point of pride: Hypnos mattresses dressed in luxury linens and pillows, for the kind of sleep guests write home about.
Days find their own pace. A morning swim, then lunch beside the pool; an afternoon in a hill village or a Chianti Classico cellar; a cooking class with the in-house chef that turns into dinner under the stars; a last glass on the terrace as the light leaves the vines. More than a place to stay, the villa is meant to feel like your own home in Tuscany.
Your Exclusive Villa Collection advisor arranges the stay directly with the house, for two or for a party taking all five rooms, and shapes the private dinners, classes and wine days around the week you want.
Why EVC loves it
Accommodations
Each bedroom has a private bathroom and a king bed with a Hypnos mattress, luxury linens and pillows, and each is designed for two adults. Stone, timber and terracotta throughout; the names tell you whether the windows favor the garden or the vines.
Room 01
Rough stone at the head of the bed, timber beams overhead and a writing desk set at its foot. By the window, an armchair and a low table make a corner for reading, and the bathroom has a walk-in glass shower beneath the beams.
Room 02
An upholstered bed dressed in soft blue against a wall of old stone, with lamps on either side and a desk by the curtained window. The bathroom is bright, with a wide basin set into the vanity and a glass shower.
Room 03
A king bed against bare stone, a white armchair and a painted Tuscan landscape, all beneath a beamed roof opened by a skylight. The window looks out toward the countryside, and the bathroom keeps to tile and timber.
Room 04
Set under a sloping, beamed ceiling with its own skylight, with a stone wall, a painted wardrobe and windows framed by shutters. Even the bathroom has a window that opens onto the vineyards.
Room 05
Old stone and a touch of theatre: a mural of trees across one wall, an arched stone doorway into the bathroom, and a timber door at the top of a short flight of brick steps.
Photo courtesy of Villa Gran Sogno
Inside the stay
Where you sleep, what you eat, and how you arrive: the essentials, in brief.
The rooms
Five king bedrooms, each with a private bathroom and each designed for two adults, for up to ten guests in all.
Garden rooms. Garden View Deluxe, Garden Patio and Garden Superior.
Vineyard rooms. Vineyard View and Vineyard View Deluxe.
The beds. Hypnos mattresses, luxury linens and pillows on every king bed, chosen for deep and restful sleep.
Throughout. Stone walls, timber beams and terracotta floors.
Dining
Continental breakfast is available each morning, and the villa’s in-house manager and chef is on hand for on-site dining and private culinary experiences.
Private dinners. Tuscan dinners with wine, served privately at the villa, and dinners under the stars.
In the kitchen. Hands-on Italian cooking classes with the in-house chef, and market visits followed by cooking and lunch.
Easy evenings. Pizza evenings, and long lunches beside the pool.
Wellbeing
Wellbeing here is the Tuscan kind: water, shade, a view and nowhere to be.
The pool. A private swimming pool with four poolside cabanas.
Outdoors. Terraces and gathering spaces that look out over vineyards and countryside.
Quiet by design. Five rooms and an adults-only house keep the calm from morning to night.
Experiences
A collection of private experiences, each arranged from the villa.
Wine and oil. Private Chianti wine tours and olive oil tastings, in the country of the Black Rooster.
At the stove. Cooking classes, and mornings at the market that end in lunch.
Beyond the gate. Castellina, Radda, Panzano and Greve in Chianti, Siena, San Gimignano and Florence, with concierge trip and stay planning to set the days.
Who it is best for
Adults who want a Tuscan house that feels like their own, with hosts close at hand.
Couples. A king room, the pool and the vineyard light, for a slow week of long lunches and cellar visits.
Friends and celebrations. Taken whole, five king rooms for up to ten adults, with private dinners and cooking classes for the group.
Good to know. Villa Gran Sogno is for adults only.
Arrival
Villa Gran Sogno lies just outside Castellina in Chianti, the hill town on the Chiantigiana wine road between Florence and Siena. Siena is about 20 kilometers to the south, and Florence roughly an hour by road.
By air. Florence is the nearest major airport, with Pisa the western alternative.
On arrival. There is parking at the villa for those who drive, and your advisor can arrange a private driver from the airport or from Florence.
Before you land. Concierge trip and stay planning means the days beyond the gate can be set well before you arrive.
Seasonality
Connie and Mauro are in residence through the villa’s primary season, and the Chianti year gives each part of it its own character.
Spring. Late April to June brings long light, new green on the vines and quiet roads.
Harvest. The vendemmia runs from September into October; the olives follow from late October into November, when the new oil is pressed.
Planning. Dates and availability are confirmed by your advisor when you inquire.
Pair it with
A second stay that belongs on the same itinerary.
Tuscany
The Chianti Classico hills between Florence and Siena, where Villa Gran Sogno keeps five king rooms among the vines outside Castellina in Chianti.
Destination
Working estates, hill towns, and the long light between Florence and the Val d’Orcia, held as one journey, not a catalogue.
Destination
Italy house by house: Florence on Piazza Santa Maria Novella, Tuscan estates from Chianti to Volterra and Monte Argentario, a villa near Lucca, chalets above Merano, sea-view villas on Capri and the Cilento Coast, and a family farm estate in Sicily.
Related stays
Houses we would weigh alongside this one.
Pignano, Volterra · Tuscany, Italy: nine private villas on a 750-acre organic estate
Nine private villas, each with its own pool and garden, on a 750-acre organic estate outside Volterra, Tuscany.
Porto Ercole, Tuscany · Argentario Golf & Wellness Resort, Autograph Collection
Private villas of three, four and six bedrooms on a hillside above the Argentario Golf Club, with the five-star services of Argentario Golf & Wellness Resort, on Tuscany’s Monte Argentario.
Maslinica Bay, near Stari Grad · Hvar, Croatia · three private villas of four and five bedrooms
Three private villas on the shore of Maslinica Bay on Hvar, each with a heated pool and its own garden, kept by a Relais & Châteaux resort with a MICHELIN Key.
Los Chacayes, Tunuyán · Uco Valley, Mendoza, Argentina: thirty-three villas within 1,500 acres of private vineyards
Thirty-three villas within 1,500 acres of private vineyards at the foot of the Andes in Mendoza’s Uco Valley, with twelve two-level Andes Condor Villas, The Sanctuary for four couples, and Francis Mallmann’s Siete Fuegos.
Also in these collections
Each collection gathers houses that share a way of traveling. Open one to see its companion stays and shores.
From the Journal
Where this house appears in our writing, beside the places and companions we pair with it.
Plan My Trip
Tell us the season, the company, and the feeling you want to keep. We will write back with a considered path, not a link to a search.
Write to an advisor
