Sign in


Capanna Leopoldina 8 at Rocca di Castellina, Castellina in Chianti - Siena and Chianti

4 bedrooms 5 bathrooms Shared Pool 5 - Superb - Superb 5

Rocca di Castellina is a small and peaceful hamlet set on a family-run agriturismo in the heart of the Chianti Classico, where wine and olive oil are produced on site. The property consists of two holiday apartments located next to the farmhouse of the friendly owner family, as well as a detached villa a short distance uphill, converted from a former barn. Each accommodation has its own furnished outdoor space and features classic Tuscan interiors with wooden beamed ceilings and terracotta floors. Surrounded by vineyards and olive groves, Rocca di Castellina is an ideal place for a relaxing stay in the Chianti countryside. Guests can enjoy a beautiful shared  pool, perfect for cooling off on warm summer days while taking in the far-reaching views over the landscape.

The location is excellent for exploring the region. Castellina in Chianti can be reached in just ten minutes by car or in around twenty minutes on foot and offers good restaurants, shops and supermarkets, as well as one of the best ice cream parlours in the area, the Gelateria di Castellina. Siena, San Gimignano, Florence and Arezzo are all easily accessible for enjoyable day trips.

About the villa
Capanna Leopoldina 8 is a detached villa arranged over two floors and located at the top of the estate. The outdoor area, set on a slope, offers several seating areas, some covered, allowing guests to choose the perfect spot throughout the day for dining or relaxing while enjoying beautiful views over the Chianti Classico landscape. Inside, traditional Tuscan wooden beamed ceilings combine with spacious rooms and comfortable furnishings to create a welcoming setting for a relaxing holiday.

Ground Floor

Kitchen

Fully equipped kitchen with gas hobs, large fridge with separate freezer section.

Diner
Dining table for 10, double doors to terrace.

Lounge
Angled sofa, double sofa, TV, glass door out to the terrace.


Bathroom
Shower, bidet, sink, WC

First Floor

Bedroom 1

Double bed (Cannot be converted into a twin), wardrobe, double sofa

En-Suite Bathroom
Shower, sink, WC

Bedroom 2
Double bed (Cannot be converted into a twin), wardrobe, double sofa, double doors to gravel terrace

En-Suite Bathroom
Shower, bidet, sink, WC

Bedroom 3
Double bed (Cannot be converted into a twin), wardrobe, double sofa

En-Suite Bathroom
Shower, sink, WC

Bedroom 4
Double bed (Cannot be converted into a twin), wardrobe, double sofa

En-Suite Bathroom
Shower, bath, sink, WC

Shared Pool (Infinity)
Length: 14 meters
Width: 6 metres
Depth: 1.4 - 2.4 metres
Entrance: Metal Ladder
Opening times: May to September
Fenced: No
Furnished: Sunloungers and parasols
Cleansed: Chlorine
Distance from villas:
Il Nocino: 20 meters
La Querce: 50 meters
Capanna Leopoldina 10: 100 - 150 meters
Capanna Leopoldina 8: 100 - 150 meters


Facilities

Flexible dates
Air-conditioning
Internet
Washing Machine
Pool towels
Infant bed/chair
Carbon Monoxide Detector
Smoke Detector
Fire Extinguisher
Kitchen
Dishes/Utensils
Fridge/ Freezer
Bed linen and towels
Lounge
Stove top
No pets
No smoking
Mosquito screens
Ensuite bathrooms
TV
Terrace
Barbecue
Fire place
Filter coffee maker
Espresso maker
Oven
Dishwasher
Microwave
Hairdryer

Villa rates

  • 2026
  • 2027
Date range
7 night price
16 May - 04 Jul 2026
$3402.00
04 Jul - 22 Aug 2026
$4435.00 *
* 10% discount: 04 Jul - 11 Jul, save $444.00 on 7 nights
22 Aug - 26 Sep 2026
$3402.00
26 Sep - 07 Nov 2026
$2930.00
07 Nov - 19 Dec 2026
$2930.00
19 Dec - 02 Jan 2027
$3402.00
Date range
7 night price
02 Jan - 01 May 2027
$3017.00
01 May - 03 Jul 2027
$3503.00
03 Jul - 28 Aug 2027
$4570.00
28 Aug - 02 Oct 2027
$3503.00
02 Oct - 01 Jan 2028
$3017.00

Local charges

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

Charged based on usage: Heating Villa, Air Conditioning

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

National ID Code: IT052005B5B28TN7YL


Layout (250 sqm)

Ground floor
Lounge
Kitchen
Bathroom
Dining Room
Closed - no entry
First floor
Lounge
Lounge
Bathroom
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Bedroom
Bedroom

Villa location

Airports:
  • Airport Florence: 57km - 0h 54m
  • Airport Pisa: 104km - 1h 29m
  • Airport Bologna: 138km - 1h 37m
Towns with Amenities:
  • Castellina in Chianti: 2km - 0h 07m
  • San Donato: 12km - 0h 18m
  • Radda in Chianti: 13km - 0h 20m
The nearest town is Castellina in Chianti. It is about 1km away. Here there is a large choice of shops and restaurants. Other amenities include a bank, post office, doctors office and pharmacy. The nearest restuarant/pizzeria to the property is Il Fondaccio, which is about 500 metres away.

Guest reviews: Capanna Leopoldina 8 at Rocca di Castellina

5/5 Score from 5 reviews - Superb (5 Client reviews)
Chrystelle
August 2025
Family with young children
VERTOU, France VERTOU, France
Guest villa score
5/5
Translate with Google
Très agréable séjour à la villa Capanna Leopoldina 8. Maison typique avec beaucoup de charme, l’espace extérieur est vaste et bien équipé, la vue est magnifique ! Calme et tranquillité tout en étant proche de la petite ville de Castellina in Chianti où l’on trouve de nombreuses boutiques et restaurants. Proximité de Sienne, Florence et San Giminiano. La piscine est très agréable tout en étant bien sécurisée pour les jeunes enfants car à petite distance malgré tout de la villa. Possibilité de faire une visite sur place du domaine avec dégustation des vins et huile d’olive. Je recommande volontiers et y retournerai avec plaisir !
Local attractions San Giminiano et Sienne à ne pas rater. Question restaurant nous recommandons Soloperpassine à Radda in Chianti qui dispose d’un joli jardin ainsi que Sotto Le Volte à Castellina in chianti, le cadre et la qualité des plats sont très appréciables.
To Tuscany team comments for this review:
Translate with Google
Merci beaucoup pour votre recommandation et vos mots chaleureux. Nous sommes ravis que vous ayez passé un agréable séjour et espérons vous revoir très bientôt à la villa Capanna Leopoldina 8 !

Availability Guide

June 2026
Mo Tu We Th Fr Sa Su
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2026
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2026
Mo Tu We Th Fr Sa Su
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
September 2026
Mo Tu We Th Fr Sa Su
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
October 2026
Mo Tu We Th Fr Sa Su
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
November 2026
Mo Tu We Th Fr Sa Su
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30            
December 2026
Mo Tu We Th Fr Sa Su
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30 31      
January 2027
Mo Tu We Th Fr Sa Su
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
February 2027
Mo Tu We Th Fr Sa Su
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
March 2027
Mo Tu We Th Fr Sa Su
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30 31        
April 2027
Mo Tu We Th Fr Sa Su
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30    
May 2027
Mo Tu We Th Fr Sa Su
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
June 2027
Mo Tu We Th Fr Sa Su
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2027
Mo Tu We Th Fr Sa Su
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2027
Mo Tu We Th Fr Sa Su
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
September 2027
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
October 2027
Mo Tu We Th Fr Sa Su
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
November 2027
Mo Tu We Th Fr Sa Su
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
December 2027
Mo Tu We Th Fr Sa Su
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
Any duration

Duration nights

Any size

Number of Guests

adults Ages 16+

children Ages 2 - 15

infants Under 2


7 nights from
$2930.00 to $4570.00

3 more villas at this property on our site:

  • La Querce at Rocca di Castellina
    2 2 bedrooms 2 2 bathrooms 3 3 guests

    5(14)

    from $958.00 to $1633.00
  • Il Nocino at Rocca di Castellina
    2 2 bedrooms 2 2 bathrooms 4 4 guests

    5(7)

    from $1316.00 to $2065.00

Join us

Newsletter

Do you want to receive weekly inspiration, villa recommendations and travel tips from our Tuscany experts?

Find out more

© 1998-2026 To Tuscany Ltd. All rights reserved.

Can we help you?