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Chianti

Villa Montosca

A three-building estate on six acres of Chianti countryside — ten en-suite bedrooms, swimming pool, sweeping medieval-hilltop views.

10 Beds
10 Baths
20 Guests

About This Villa

A three-building Chianti estate on six acres of olive groves and panoramic countryside, restored by its designer owner to balance the timeless lines of an old Tuscan farmhouse with quiet contemporary touches. Each of the three units — main villa, guest house with separate entrance, and independent annex — has its own living and dining rooms, a fully fitted modern kitchen, and pieces sourced one by one. Twenty guests sleep across ten en-suite bedrooms.

Main villa: 5 bedrooms

Guest house: 3 bedrooms

Annex: 2 bedrooms

All bedrooms with en-suite bathrooms

A three-building Chianti estate on six acres of olive groves and panoramic countryside, restored by its designer owner to balance the timeless lines of an old Tuscan farmhouse with quiet contemporary touches. Each of the three units — main villa, guest house with separate entrance, and independent annex — has its own living and dining rooms, a fully fitted modern kitchen, and pieces sourced one by one. Twenty guests sleep across ten en-suite bedrooms.

The pool terrace opens onto a sweeping 180-degree view across the valley toward distant medieval hilltop villages. A five-minute drive reaches the nearest walled town; within an hour you're in Siena, Colle Val d'Elsa, Monteriggioni, San Gimignano, or Volterra. Florence is just under ninety minutes by car, the nearest airport (Florence Peretola) about the same.

Included in the rate: utilities up to 500 kWh, water and gas, air conditioning, final cleaning, daily continental breakfast, daily housekeeping (five hours, excluding Sunday), wifi, mid-week change of bed and bath linen and pool towels, and full gardening and pool service.

Utilities up to 500 kWh, water, gas, A/C, final cleaning

Daily continental breakfast

Daily housekeeping (5 hours, excluding Sunday)

Wifi

Mid-week linen + pool towel change

Full gardening and pool service

Check-in: between 4:00 pm – 7:00 pm – Check-out: before/by 10:00 am

Inspiration to get you dreaming

Your concierge can help arrange unforgettable experiences tailored to your stay.

Chianti

Private vineyard tour and tasting

A morning at a small Chianti Classico producer — Castello di Ama, Felsina, Fontodi, or a family estate without a sign on the road. Cellar tour, four wines, and lunch with the winemaker.

Chianti

Cooking class at a Chianti farmhouse

A nonna and a long wooden table. Fresh pici, ribollita, tiramisu, and a bottle of the house red. Half a day, ending with the meal you made.

Chianti

Truffle hunt with dogs

An hour east toward Casentino with a truffaio and his Lagotto Romagnolo. Two hours of slow walking in the woods, then truffle pasta for lunch at the farm.

Chianti

Drive the Strada Chiantigiana (SR222)

The two-lane road from Florence to Siena that threads through every postcard view of Chianti. Sixty kilometres, half a day if you stop for lunch, a whole day if you stop for tastings.

Chianti

Olive harvest at a family frantoio

Late October and early November. Pick olives in the morning, watch them go into the press in the afternoon, taste the green-gold oil within hours of pressing.

Chianti

A morning at the Greve market

Saturday and Tuesday mornings in Piazza Matteotti. Cheeses, cured meats, fresh ricotta, vegetables from the surrounding farms — the building block of every great Tuscan dinner.

Availability

Pricing is per week, Saturday to Saturday. Diagonal cells mark changeover Saturdays — morning departure / afternoon arrival.

Available Booked Changeover (Saturday)

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Bring your Italian dream
vacation to life

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Weekly stays begin on Saturday
From
€15,000 for 7 nights

Got questions? Read our FAQ →

Monteriggioni

Chianti countryside, near Monteriggioni

From €15,000 / week

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