Villa Castiglioni - Image 1
Castiglioni is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and olive groves.Villa Castiglioni is situated in the heart of Chianti. It is a small village by the incomparable beauty of the hilly countryside, but is also near the characteristic town of Radda. From the Villa it is easy to reach the art cities of Florence and Siena , as well as medieval villages, cas...
Castiglioni is a charming, panoramic villa in the rolling hills of Radda in Chianti which looks out over vineyards and olive groves.Villa Castiglioni is situated in the heart of Chianti. It is a small village by the incomparable beauty of the hilly countryside, but is also near the characteristic town of Radda. From the Villa it is easy to reach the art cities of Florence and Siena , as well as medieval villages, castles, churches, “badies” and monasteries, all of which make for a fantastic itinerary in an area dominated by vineyards and wineries, olive groves and woods. All this makes Chianti absolutely unique.The main attraction of the villa is it?s medieval tower. The inside of the tower has been reconstructed and set up as a wine bar where the guests can relax with a drink whilst enjoying the magnificent countryside. The villa has a splendid heated pool with a gazebo from which you can enjoy the view and relax. The owners of the villa produce very good wine and offer the possibility of wine-tasting and visits to the winery.In the garden of the villa there is also a playground for children and a shady patio perfect for breakfast and meals in the open air. Amongst the other services offered by the villa is a well equipped gym and a wellness area with hydromassage and sauna where you can relax and spoil yourself. Your stay in the villa can be made even more interesting with cooking lessons which are organizedby the staff in the professional kitchen.

Interior features

  • Check In: From 4:00 PM to 7:00 PM
  • Check Out: by 10:00 AM
  • Fully equipped kitchen
  • ADSL Wireless Internet Connection
  • Air conditioning
  • Clothes-dryer
  • Dryer
  • Elevator
  • Fireplace
  • Garage
  • Hairdryers in all bathrooms
  • Home automation
  • Iron and ironing table
  • Mosquito screens
  • Alarm system
  • Emergency first aid kit
  • TV
  • Safe
  • Gym, with weights, cyclette, equipment e for yoga, TV
  • Turkish bath

Outdoor features

  • BBQ
  • EV Charge Point
  • Heated swimming pool
  • Outdoor dining
  • Parking
  • Ping Pong table
  • Vegetable garden

Our Guest Experience Concierge is here to help you plan every detail of your stay. From restaurant reservations and yacht charters to private chefs and local experiences, we ensure your villa holiday is seamless and unforgettable.

This villa is perfect for families seeking space and privacy, couples celebrating special occasions, and groups of friends who appreciate luxury and exceptional service.

Villa Castiglioni

Italy

KEY SPECIFICATIONS

5 Bedrooms
11 Guests
yes

Starting from 3,271 €/night*

Discover the finest local restaurants, markets, and culinary experiences. Our concierge can arrange private wine tastings, cooking classes with local chefs, and reservations at the region's most acclaimed dining establishments.

Find Your chef

Browse our hand-selected private chefs in Italy. Each brings exceptional skill and creativity to craft unforgettable dining experiences in the comfort of your villa.

Agustina C
Agustina C

Agustina C

Agustina trained at Pimienta Negra in Argentina, Le Prieuré in France, and Les Templiers, near Paris. Her cuisine blends Italian, Latin American, Middle Eastern, French, American, and healthy influences. With four years as a private chef, she has worked for athletes and UHNW families, including royalty and high-profile sports figures.

View chefCheck availability

01/06

Check availability

August 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
26
27
28
29
30
31
1
2
3
4
5
September 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
30
31
1
2
3
No availability
Select dates

Private Chef & Multilingual Butler service are included

Villa Castiglioni

Italy

Check-in: Select dates

Check-out: Select dates

Starting from 3,271 €/night*

Guest experience

“An absolutely magical experience! The villa exceeded all our expectations. The attention to detail, the stunning views, and the impeccable service made our vacation truly unforgettable. The private chef prepared the most amazing meals every evening.”

Sarah & James, London

01/03

Loading map...

Check availability

First Name(required)
Last Name(required)
Email(required)
Phone number
Country / Region
Contact method
Check-in date
Check-out date
Adults
Children
Rooms
Expertise of private chef
Cuisine types preferred
Diet preferences
Language of your private butler
Message

Which Villa is right for you?

Villa Benefizio — luxury villa photo 1

Villa Benefizio

6 Bedrooms
12 Guests
Pool
Sunset View
Wine Cellar
Starting from €3,371 per night
View Villa

Frequently asked questions

Many of our luxury villas in Villas include a dedicated private chef and butler service. Check individual villa listings for specific service details.

Villas offers wonderful experiences throughout the year. The peak season typically offers the best weather and most vibrant atmosphere, while shoulder seasons provide a more relaxed experience with fewer crowds. Contact our concierge team for personalized recommendations.

Simply browse our destinations, select a villa that suits your needs, and submit an enquiry. Our team will get back to you within 24 hours with availability and a detailed proposal.

Cancellation terms vary by villa and season. Our team will provide full details in your booking proposal before you confirm.

Absolutely. From private wine tastings to yacht excursions, we can arrange a wide range of curated experiences to make your stay unforgettable.