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Villa Castiglioni, Radda in Chianti - Siena and Chianti

5 bedrooms 6 bathrooms 8 to 9 guests Private Pool 0 - no reviews - no reviews 0

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), 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: Available, must be requested in advance


Facilities

Flexible dates
Washing Machine
Internet
Air-conditioning
Sofabed - single
Lounge
Terrace
Garden
EV charge point
Gymnasium
Steam room
Ensuite bathrooms
Fire place
Safe
Barbecue
Microwave
TV
Dishwasher
Dishes/Utensils
Bed linen and towels
Espresso maker
Filter coffee maker
Dryer
Oven
Hairdryer
Fridge/ Freezer
Stove top
No smoking
Pool towels
Mosquito screens
Fenced property
Infant bed/chair
Kitchen

Villa rates

  • 2025
  • 2026
Date range
7 night price
31 May - 27 Sep 2025
$32400.00
27 Sep - 15 Nov 2025
$27000.00
15 Nov - 20 Dec 2025
$23423.00
20 Dec - 27 Dec 2025
$32400.00
Date range
7 night price
27 Dec - 03 Jan 2026
$34020.00
03 Jan - 28 Mar 2026
$24597.00
28 Mar - 30 May 2026
$28350.00
30 May - 26 Sep 2026
$34020.00
26 Sep - 14 Nov 2026
$28350.00
14 Nov - 19 Dec 2026
$24597.00
19 Dec - 02 Jan 2027
$34020.00

Local charges

Tourist tax: 2,00 € per person, per night for the first 7 nights, some exemptions apply.

Charged based on usage: Heating Pool

Arrival guide

Meet and greet
Arrival time is 16:00 - 19:00. Departure time is before 10:00. 

Approach road: Paved

Parking: Public, onsite parking - 4 cars sheltered

National ID Code: IT052023B5P584LT8Q


Layout (426 sqm)

Ground floor
Lounge
Lounge
Lounge
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Terrace
Spa
laundry
First floor
Lounge
Kitchen
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Terrace
Terrace
Terrace
Dining Room
gym
Second floor
Lounge
Kitchen
Bedroom

Villa location

The nearest airports:
  • Airport Florence: 68km - 1h 06m
  • Airport Pisa: 114km - 1h 44m
  • Airport Perugia: 129km - 1h 53m
The nearest local amenities:
  • Radda in Chianti: 3km - 0h 05m
  • Volpaia: 8km - 0h 12m
  • Gaiole in Chianti: 12km - 0h 15m

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Any duration

Duration nights

Any size

Number of Guests

adults Ages 16+

children Ages 2 - 15

infants Under 2


7 nights from
$23423.00 to $34020.00

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