Casale Olivaio
Chianti · 10 guests
Historic Estate
Villa Castellaro
A 7-bedroom villa in Chianti, Tuscany
13 guests · 7 bed · 7 bath · private pool · from €8,500 / week
Represented by Exclusive Tuscany
A personal reply from Smaranda within 24 hours. No obligation.
Keep this villa
At a glance: Villa Castellaro sleeps 13 in 7 bedrooms and 7 bathrooms in Chianti, Tuscany. Pool: private pool (15 × 7 m, 1.2–1.4 m deep) in the olive grove, heatable on request, with a heated hot tub for five and a pergola with changing rooms.
The essence
Villa Castellaro is a fifteenth-century manor in the Chianti hills above Tavarnelle Val di Pesa, built for the Sernigi — Florentine merchants and patrons of the arts — and later the country house of the Naldini del Riccio. The Corti family bought and restored it in the late 1950s and still live on the estate. Seven en-suite bedrooms, two living rooms and a long dining hall sit beneath beamed ceilings, all air-conditioned; outside are a stone terrace and a pergola for dining, a wood-fired pizza oven, modern sculpture in the olive grove, an open-air garden theatre and a 15-metre pool with a heated hot tub. A welcome dinner and daily cleaning are included.
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The distinction
Why Villa Castellaro
is in the collection.
- 01
A true Renaissance house: built in the fifteenth century for the Sernigi, Florentine merchants and art patrons, and restored by the Corti family, who still live on the estate.
- 02
Seven en-suite bedrooms for up to thirteen — or add Casa Lilia, the four-bedroom guest house next door, for up to twenty-one.
- 03
A 15 × 7 m pool in the olive grove, heatable on request, with a heated hot tub for five and a shaded pergola lounge.
- 04
Long summer dinners under the pergola, pizzas from the wood-fired oven, and an open-air garden theatre that hosts concerts in summer.
- 05
A complimentary welcome dinner on arrival, a welcome basket and two hours of cleaning every day are included in the rate.
The villa
Architecture & restoration
The ground floor opens from an entrance hall into two living rooms with sofas and a great stone fireplace, a long dining hall under chestnut beams that seats the whole party, and a large, well-equipped kitchen with a marble island. There is also a study and a laundry. Seven bedrooms, each with its own bathroom, are spread across the house — doubles and twins with white linen, terracotta floors and windows onto the olive groves — sleeping eleven, with room for two more on extra beds. Every room is air-conditioned and screened. The cellar holds the estate's own wine and olive oil, paid for as you use them.
The setting
Land, view, context
On a quiet hillside two kilometres from Tavarnelle Val di Pesa, with its shops, cafés and supermarket, in the heart of Chianti Classico. The house is surrounded by its own garden, olive groves and vineyard views; Antinori's cellar is ten minutes away, San Casciano a short drive, and Florence, Siena and San Gimignano each around half an hour. Florence airport is 45 km, Pisa 80 km.
Where it sits
Chianti.
- Tavarnelle Val di Pesa (shops, restaurants)
- 2 km
- Antinori nel Chianti Classico winery
- 10 min
- Florence
- 30 min
- Siena
- 30 min
- San Gimignano
- 30 min
- Florence airport
- 45 km
- Pisa airport
- 80 km
Approximate location: the nearest village, not the villa itself. The exact address comes with your booking confirmation.
Living here
Breakfast on the stone terrace, afternoons between the pool and the hot tub, pizza from the wood oven at dusk and a long dinner under the pergola — with a cook, a cooking lesson, a truffle hunt or a private concert in the garden theatre arranged by the family on request.
Pricing
Rates by season.
- LowJan – Mar · Nov · early Dec€8,500 / week
- MediumApr · May · Oct€13,500 / week
- HighJun – Sep€15,900 / week
- Festive18 Dec 2027 – 8 Jan 2028€12,500 / week
2027 weekly rates. Included: welcome dinner on arrival, welcome basket, air conditioning and daily cleaning (2 hours, except Sundays and holidays). Extra: heating on consumption, pool heating on request, tourist tax (€2 per person per day), €1,500 refundable deposit. Add Casa Lilia next door for up to 21 guests. How renting works.
Ask about this villa
Ask about Villa Castellaro.
Four details, one personal reply. No sequences, no obligation.
Availability
When Villa Castellaro
is free.
Live from the owner’s calendar, updated through the day. Pick an available check-in and check-out below and we’ll carry the dates straight into your enquiry. We confirm exact dates and changeover days when you write.
AvailableBooked
October 2026
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November 2026
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Two houses on one family estate in the Chianti hills: the fifteenth-century Villa Castellaro (7 bedrooms) and Casa Lilia (4 bedrooms), its guest house a few steps away. Each can be taken on its own, or both together for up to twenty-one guests. The Corti family live on the estate.
Services
- Complimentary welcome dinner on arrival (Villa Castellaro)
- Daily cleaning at the villa, two hours a day except Sundays and holidays
- Cook for breakfast or dinner on request
- Grocery shopping before arrival
- Estate wine and olive oil from the cellar
- Weddings and private events on request
Experiences
- Cooking lessons in the villa kitchen
- Private concerts in the garden theatre
- Truffle hunting in the Chianti woods
- Wine tastings at the neighbouring estates
- Yoga in the olive grove
Frequently asked
Questions about Villa Castellaro.
- How many guests does Villa Castellaro sleep?
- Villa Castellaro sleeps up to 13 guests in 7 bedrooms, with 7 bathrooms.
- Does Villa Castellaro have a pool?
- Yes: private pool (15 × 7 m, 1.2–1.4 m deep) in the olive grove, heatable on request, with a heated hot tub for five and a pergola with changing rooms.
- Where is Villa Castellaro?
- Villa Castellaro is in Chianti, Tuscany. See Chianti for the area.
- How far is Villa Castellaro from the airport and nearby towns?
- Tavarnelle Val di Pesa (shops, restaurants): 2 km. Antinori nel Chianti Classico winery: 10 min. Florence: 30 min. Siena: 30 min. San Gimignano: 30 min. Florence airport: 45 km.
- Can a private chef be arranged at Villa Castellaro?
- Yes. A private chef can be arranged at Villa Castellaro, for one dinner or for every evening of your stay.
- Is Villa Castellaro suitable for weddings?
- Yes, Villa Castellaro is one of our villas for weddings and family celebrations. Event guest numbers are agreed with the owner when you enquire.
Plan your stay around this villa.
Compare your options
- Compare villas for 12 guests
- Compare layouts for a large-group stay
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Each collection shows guests, bedrooms and bathrooms side by side, so you can compare layouts at a glance.
Meals and gatherings
We can arrange a private chef for one dinner or every evening of your stay. Tell us the dates and guest numbers; menus and costs are quoted separately.
A villa this size suits milestone birthdays and family reunions. Our birthday planning advice covers dining spaces, catering and music. Visiting guests and events are agreed with the owner when you book.
This villa hosts weddings. Our guide to Tuscany wedding venues compares settings; ceremony guest numbers are agreed separately from overnight capacity.
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From the journal
Field notes from Chianti
Chianti
The Vendemmia: Joining the Grape Harvest in Chianti
Vendemmia in Chianti is the working two weeks that decide a year. The 5:30am picks, the *cantina* at five in the afternoon, the dinner at the long table afterward. The editor's view of the wine country at work.
Chianti
A day with a winemaker in Chianti Classico
What it actually looks like — the appointments, the timing, the meal at the end — when we arrange a day at a small estate.
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