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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.
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.
Photos
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
Quick answers about Villa Montosca
- How many people does Villa Montosca sleep?
- Villa Montosca sleeps 20 guests in 10 bedrooms, with 10 bathrooms.
- Where is Villa Montosca?
- Tuscan countryside, near Radicondoli
- How much does it cost to rent Villa Montosca?
- Villa Montosca rents from €15,000 per week. Rates vary by season, and your Doorways travel advisor confirms the exact rate for your dates.
- What is included at Villa Montosca?
- Utilities up to 500 kWh, water, gas, A/C, final cleaning; Daily continental breakfast; Daily housekeeping (5 hours, excluding Sunday); Wifi.
- How do I book Villa Montosca?
- Book Villa Montosca through Doorways Villa Vacations, a US-based, IATA-accredited agency arranging Italian villa stays since 1994. Send an inquiry with your dates, and a dedicated travel advisor replies with availability and the rate.
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)
October 2026
November 2026
December 2026
January 2027
February 2027
March 2027
April 2027
May 2027
June 2027
July 2027
August 2027
September 2027
Radicondoli
Tuscan countryside, near Radicondoli
Map location is approximate. Contact us with any questions.
