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Villa Castiglioni

Radda in Chianti - Siena and Chianti

9 5 6 Private Pool
Villa Castiglioni is a luxurious holiday estate in the heart of Chianti, surrounded by manicured gardens, an infinity pool, and breathtaking panoramic views of vineyards and forested hills. Ideal for a stylish getaway with family or friends, the villa offers top-level comfort with daily housekeeping (6 days a week), breakfast buffet, and additional services upon request.

Located in the Chianti Classico, it offers easy access to renowned wineries, castles, and charming towns. Radda in Chianti, with restaurants, shops, and a supermarket, is just five minutes away. Siena, Florence, San Gimignano, and Arezzo are within easy reach for day trips. Guests also enjoy a complimentary wine tasting at Tenuta di Carleone.

In a quiet hilltop setting, the stone-built villa features three terraces providing the perfect location for breakfast in the morning sun, enjoying sunset views, or relaxing by the pool.

The villa spans three levels and includes a bedroom in the medieval tower, which also houses a games room with snooker table  and a kitchenette. A separate pool house includes another game room, bathroom, and kitchenette. The spa area offers a Turkish bath, gym, and space for yoga or meditation.

Inside, traditional beamed ceilings and exposed stone walls are paired with designer furniture, walk-in wardrobes, luxurious fabrics, and curated artwork.

For those seeking something special, Villa Castiglioni is the perfect place to experience Tuscany at its finest.

Ground Floor

Bedroom 1

Double bed (cannot be converted to twins), bedside tables, TV, sideboard, underfloor heating and cooling system, French door to terrace.

Walk-in Wardrobe
Clothes hanging areas, pullout drawers, underfloor heating and cooling system.

En-suite Bathroom
Large shower, sink, bidet, WC, underfloor heating and cooling system.

Bedroom 2
Double bed (cannot be converted to twins), bedside tables, smart TV, sideboard, air-conditioning, underfloor heating and cooling system, French doors to terrace.

Walk-in Wardrobe
Clothes hanging areas, pullout drawer, underfloor heating and cooling system.

En-suite Bathroom
Large shower, sink, bidet, WC, underfloor heating and cooling system.

Spa and Wellness Centre
Shower, Turkish bath, underfloor heating and cooling system.

Changing Room

Chapel/ Meditation Room (for yoga, massage or meditation)

Pool House
Games Room 1/ Kitchenette

Football table, board games, dartboard, fridge, sink, storage cabinet, underfloor heating and cooling system.

Bathroom
Large shower, sink, bidet, WC, underfloor heating and cooling system.

Laundry Room
Washing machine, dryer, underfloor heating and cooling system.

First Floor

Lounge/ Diner

Sofas, side table and cupboard, fireplace, smart TV, bluetooth speaker, underfloor heating and cooling system, French doors to terraces, terraces with table and chairs.

Kitchen
Professional fully equipped, island unit, fridge/freezer, sink, ice machine, stairs to ground floor, French doors to terrace, terrace with pergola, table, chairs, bluetooth speaker, underfloor heating and cooling system.

Bedroom 3
Double bed (cannot be converted to twins), bedside tables, smart TV, sideboard, wardrobe, chairs, luggage stand, underfloor heating and cooling system.

En-suite Bathroom
Large shower, sink, WC, underfloor heating and cooling system.

Bedroom 4
Double bed (cannot be converted to twins), bedside tables, smart TV, sideboard, wardrobe, chairs, luggage stand, underfloor heating and cooling system.

En-suite Bathroom
Large shower, sink, WC, underfloor heating and cooling system.

Gym
Well-equipped gym with a bicycle, rowing machine, punch bag, weights, smart TV, side table, and other exercise equipment, underfloor heating and cooling system.

Tower Suite

En-suite Bathroom

Shower, sink, bidet, WC, underfloor heating and cooling system.

Second Floor

Bedroom 5

Sofa bed, bookshelf, underfloor heating and cooling system, stairs to the ground floor. 

Games Room 2/ Kitchenette
Billiards, chairs, fridge, sink, storage cabinet, underfloor heating and cooling system.

Extras
Helicopter landing pad, children's playground, badminton net and 4 E-bikes on request.

Private Heatable Pool
Length: 12 meters
Width: 5 meters
Depth: 1.45 - 2 meters
Entrance: Roman steps
Opening times: May to September
Fenced: Yes
Furnished: gazebo, table, chairs, play area, bean bag lounger, sunloungers and parasols
Cleansed: Salt
Distance from the villa: 10 meters
Heating: request in advance

Price & Availability

Date Ranges

7 night price

30 May 2026 - 26 Sep 2026

25,200 Euro

26 Sep 2026 - 14 Nov 2026

21,000 Euro

14 Nov 2026 - 19 Dec 2026

18,220 Euro

19 Dec 2026 - 2 Jan 2027

25,200 Euro

2 Jan 2027 - 27 Mar 2027

20,000 Euro

27 Mar 2027 - 1 May 2027

23,070 Euro

1 May 2027 - 25 Sep 2027

28,000 Euro

25 Sep 2027 - 13 Nov 2027

23,070 Euro

13 Nov 2027 - 18 Dec 2027

20,000 Euro

18 Dec 2027 - 1 Jan 2028

28,000 Euro

Villa Facilities

Flexible dates
Washing Machine
Internet
Air-conditioning
Sofabed - single

Villa Floor Plans

Good To Know

Usage to pay on-site: Heating Pool
Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply.
Meet and greet: Arrival time is 16:00 - 19:00. Departure time is before 10:00. 

Villa Location

Distance

Airports:

Distances and driving time

  • Airport Florence: 68km - 1h 06m
  • Airport Pisa: 114km - 1h 44m
  • Airport Perugia: 129km - 1h 53m

Towns with Amenities:

Distances and driving time

  • Radda in Chianti: 3km - 0h 05m
  • Volpaia: 8km - 0h 12m
  • Gaiole in Chianti: 12km - 0h 15m