Since 1982

Casa Giacco 4

Two-bedroom apartment on a Chianti wine estate : near Gaiole in Chianti

Perfect for

  • Couples or small families wanting an authentic estate base: This is an apartment within a working wine estate rather than a standalone villa. The feel is agricultural and unhurried, with vineyards on the doorstep and the medieval Castello di San Polo in Rosso a few steps away.
  • Wine enthusiasts: You're inside the Chianti Classico zone, within easy reach of Castello di Brolio (birthplace of the modern Chianti formula), Castello di Meleto, and Badia a Coltibuono. The estate itself produces wine and olive oil.
  • Those combining Giacco with Podere Castello or Borgo Castello: The three properties share the same owners and are in the same area. A group could take neighbouring properties and still have private space.

Good to know

  • You will need a car: The estate sits deep in forested Chianti hills; there is nothing walkable. This is part of the appeal, but plan accordingly.
  • No private pool: There is no pool at Giacco. The garden is private and pleasant, but guests wanting a pool should consider Podere Castello or Borgo Castello instead.

Casa Giacco is an apartment for four, restored from the centuries-old buildings of Castello di San Polo in Rosso, a medieval fortified estate in the hills above Gaiole in Chianti. This is an apartment on a historic medieval location, not a standalone villa, and it feels like one: vineyards on three sides, the 11th-century fortified church a few steps away, the estate's vineyards running down the slope. The pace is agricultural and unhurried.

If you want a pool and a private garden with no neighbours in sight, look elsewhere on this site. If you want to wake up inside the Chianti Classico zone with a glass of the estate's own wine on the table and Castello di Brolio visible on the next ridge, Giacco is the right choice.

The location is genuinely remote. You will need a car for everything, including groceries, and the nearest town of any size is Gaiole, ten minutes away. That suits plenty of guests well. For those wanting more space, Podere Castello and Borgo Castello are nearby properties on the same estate under the same ownership; a group could take two or three properties and still have private space within easy reach of each other.

Accommodation

Casa Giacco is a two-storey apartment set within the historic buildings of the Castello di San Polo in Rosso estate, surrounded by vines and the oak-covered slopes typical of this part of Chianti. The apartment has been renovated to a practical, comfortable standard while keeping the terracotta floors and beamed ceilings that are traditional in Chianti farmhouses.

The two bedrooms sleep four, one is a double bedroom, the other a twin, both upstairs. There is one bathroom with a shower but no both. The kitchen is open plan and well equipped for self-catering. Inside dining and a separate outdoor table on the private garden both work for meals; the garden is sheltered and has views over the vineyard.

Features

Villa Details

  • Air Conditioning
  • Wifi
  • Free Parking
  • Central Heating
  • Insect Screens
  • Pets Welcome
  • EV Charging

Bedrooms and Bathrooms

  • 1 Double Bedroom
  • 1 Twin Bedroom
  • 1 Bathroom With Shower (No Bath)
  • Hairdryer

Kitchen equipment

  • Dishwasher
  • Oven
  • Kettle
  • Coffee Maker

Amenities

  • Air Conditioning In The Bedrooms Upstairs
  • Washing Machine
  • Iron And Ironing Board
  • Cot And Highchair
  • Insect Screens
  • Tv
  • Barbecue
  • Oven

What's included

  • Air Conditioning And Central Heating Included

Extras

Outdoors

  • Garden
  • Furnished Outdoor Areas

Nearby Activities

Photos

Click on any photo to enter gallery

Where is Casa Giacco ?

Getting here

  • Florence airport 1 hr
  • Pisa airport 1 hr 45 mins
  • Closest Train Station Siena, 40 mins
  • Rome Airport 3 hrs

Around Casa Giacco

Castello di San Polo in Rosso is the fortified church you can see from the apartment. This remarkable Romanesque parish church dates to the 11th-12th century and was converted into a fortress during the 13th-14th century when it sat on the contested border between Florence and Siena. The three-nave basilica contains 14th-century frescoes attributed to the circle of Ambrogio Lorenzetti, portraying the life of Christ. The church is part of the private estate and is occasionally used for weddings and summer concerts. It's one of the most complete examples of a fortified church in Chianti.

Castello di Brolio is close by and worth an afternoon. This is where Baron Bettino Ricasoli created the modern Chianti Classico formula in 1872, defining the Sangiovese-led blend that became the regional standard. The Ricasoli family have held Brolio since 1141, making it Italy's oldest winery in continuous family ownership. Today you can tour the formal gardens, visit the museum dedicated to the "Iron Baron" (who was also Italy's second Prime Minister during the Risorgimento), and taste estate wines at the on-site osteria. The neo-Gothic structure you see was rebuilt by Baron Bettino in the 19th century, though the original fortifications date to the 11th century.

Castello di Meleto lies about 2 miles south of Gaiole. It may be even older than Brolio, built in the 12th century and considered virtually impregnable until an Aragonese army stormed it in 1478. The circular towers are characteristic of medieval Chianti defences. Today it's a winery and farm estate producing Chianti Classico, olive oil, and cured pork from Cinta Senese pigs. Daily tours include the ancient cellars.

Gaiole in Chianti (5-10 minutes by car) is the nearest market town, developed in the 13th century as a trading place and one of the three historic capitals of the Chianti League alongside Radda and Castellina. The pedestrianised Via Ricasoli has cafes, wine bars, and basic food shopping. Useful as a base rather than a destination in itself, though the market on Mondays is worth checking.

Badia a Coltibuono (about 3 miles north of Gaiole) is a deconsecrated Benedictine abbey with a Romanesque church, now producing good Chianti Classico. It's known for the cooking school founded by Lorenza De' Medici and the evocative ruins of the fortress of Montegrossi nearby.

Radda in Chianti (15-20 minutes) is one of the three historic "terzieri" of the Chianti League. The circular medieval centre and the Palazzo del Podestà, with its façade of carved coats of arms (former headquarters of the Chianti League for four centuries), are worth the short drive. Better restaurant options than Gaiole.

Siena is about 30-40 minutes south. The Campo, the Duomo and the warren of medieval streets make it an essential stop; if you're visiting in July or August, the Palio horse race fills the city and restaurants book up weeks in advance.

Florence is roughly an hour north (60-65km). The Uffizi, the Duomo, the San Lorenzo market and the view from Piazzale Michelangelo are all manageable as a day trip. Parking in the city centre is difficult; the Park & Ride lots outside the ZTL zone are a better option.

Wine tastings are everywhere in this part of the Chianti Classico. Beyond Brolio and Meleto, estates worth visiting include Castello di Ama (contemporary art installations within a working winery), Castello di Volpaia (a fortified village-turned-winery), and numerous family producers along the back roads. Ask us for recommendations based on your interests.

Nearby Activities

  • In the heart of Chianti, so there are plenty of restaurants and wine-tasting places within easy driving distance
  • Siena 40 mins drive
  • Valdorcia, Montalcino, Montepulciano 1 hr drive
  • San Gimignano 1 hrs drive
  • Florence and Arezzo around an hour

Casa Giacco: Sleeps 4
€ 1405 to 2070 per week

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How to book

Is Casa Giacco perfect for you?

For over 40 years, Invitation to Tuscany has personally selected and visited every villa we represent. Our team knows each property and its surroundings intimately - allowing us to help you choose the perfect home for your family or group, and to make your stay as memorable as the place itself.

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We visit our properties regularly and can provide firsthand advice based on your wishlist. Contact us and we'll help you select the best villa for your holiday. Secure your dates: We can hold your preferred dates for 48 hours while you confirm flights and coordinate with your group. To confirm, simply pay the 30% deposit. Your balance will be due 10 weeks before arrival.

Complimentary Concierge Service

Every booking includes our free concierge service to help make your stay special:

  • Up to 3 activity or restaurant bookings per stay
  • Local recommendations and insider knowledge
  • Standard check-in coordination
  • General travel assistance

Need more support? Our Concierge Plus (€300) provides dedicated planning support for guests requiring more activity bookings, larger group logistics, or special occasions. Please note that weddings and event planning do not fall under this. Request this when booking or as early as possible.

Flexible Booking Options

Easy cancellation: Add XCover to your booking for a full refund if you can't travel. You can add XCover anytime before paying your balance - just ask your agent. See our Booking Conditions and XCover for more information. Need to change dates? Let us know - we can often modify your booking rather than cancelling outright.

Worth Knowing

Tourist Tax: Many local administrations charge a tourist tax for rental accommodation, which varies by town. Charges typically range from €0.50 to €5 per person per night, with a maximum of 5-7 nights. Children are sometimes exempt. These charges are collected by property owners and paid directly to them.

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CIN: IT052013B4ZVVOD2A2