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Chianti
Villa Chiara
An eight-bedroom Chianti villa with infinity pool, private spa, and the kind of fireplaces you actually use — set among olive groves halfway between Florence and Siena.
About This Villa
A spacious two-floor Chianti villa with adjoining annex, set halfway between Florence and Siena among olive groves. Traditional Tuscan interiors keep the original terracotta floors, stone walls, beamed ceilings, brick arches, and wood-burning fireplaces. Sixteen guests across eight en-suite bedrooms.
Photos
8 bedrooms / 8 en-suite bathrooms across main villa + annex
All bedrooms with air conditioning
A spacious two-floor Chianti villa with adjoining annex, set halfway between Florence and Siena among olive groves. Traditional Tuscan interiors keep the original terracotta floors, stone walls, beamed ceilings, brick arches, and wood-burning fireplaces. Sixteen guests across eight en-suite bedrooms.
The outdoor centerpiece is an infinity-edge swimming pool with a built-in whirlpool, framed by olive trees and looking out over the valley. A private spa wing — heated Jacuzzi, sauna, cardio gym, and a massage room — sits within the villa for cooler-weather afternoons. Three kitchens, multiple dining areas indoors and out, and the kind of fireplaces you actually use in October.
The nearest serviced town is six minutes away by car; from there, the must-see Chianti villages of Castellina, Radda, and Gaiole are an easy loop. Florence and Siena are each roughly forty minutes — close enough for day trips, far enough that you sleep in deep countryside silence.
Included in the rate: electricity (excluding air conditioning), water, midweek towel changes, spa access, wifi, and weekly garden and pool maintenance.
Electricity (excluding A/C), water, wifi
Midweek towel changes
Private spa access (Jacuzzi, sauna, gym, massage room)
Weekly garden and pool maintenance
Check-in: between 4:00 pm – 7:00 pm – Check-out: before/by 10:00 am
Quick answers about Villa Chiara
- How many people does Villa Chiara sleep?
- Villa Chiara sleeps 16 guests in 8 bedrooms, with 8 bathrooms.
- Where is Villa Chiara?
- Chianti countryside, halfway between Florence and Siena
- How much does it cost to rent Villa Chiara?
- Villa Chiara rents from €11,460 per week. Rates vary by season, and your Doorways travel advisor confirms the exact rate for your dates.
- What is included at Villa Chiara?
- Electricity (excluding A/C), water, wifi; Midweek towel changes; Private spa access (Jacuzzi, sauna, gym, massage room); Weekly garden and pool maintenance.
- How do I book Villa Chiara?
- Book Villa Chiara 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
Castellina in Chianti
Chianti countryside, halfway between Florence and Siena
Map location is approximate. Contact us with any questions.
