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Il Cipresso, Radda in Chianti - Siena and Chianti

2 bedrooms 1 bathroom 4 guests Private Pool 5 - Superb - Superb 5

Il Cipresso is a lovingly furnished holiday home, ideal for a couple or a small family. It is located on the ground floor of a natural stone house in a small medieval hamlet on a hill in the heart of the Chianti Classico, between Radda and Castellina. The site was once an Etruscan settlement and still retains a unique historical atmosphere. From the private terrace and well-tended garden, guests can enjoy wide views of the typical Tuscan hills.

Thanks to the excellent location, many of the region’s best-known towns and villages are within easy reach. Radda and Castellina in Chianti are just six kilometres away and offer excellent restaurants, small shops and supermarkets. A visit to the Gelateria di Castellina, known for its homemade ice cream, is especially recommended. For dining close to home, the restaurant Le Carrozze is only a short walk from the property. Siena, Florence, Arezzo and San Gimignano are also perfect for day trips.

The garden is planted with flowers and a small vegetable patch. Guests are welcome to help themselves to the fresh produce and use it for meals enjoyed on their own terrace. The pool is reserved exclusively for guests and offers peaceful relaxation on warm summer days.

The interiors reflect traditional Tuscan style. Wooden beamed ceilings, terracotta floors and cosy furnishings create a warm and welcoming atmosphere that makes guests feel at home from the moment they arrive.

The friendly owners live upstairs and are happy to assist with any questions. Il Cipresso is the perfect base for a peaceful and relaxing stay in the heart of Tuscany.

Ground Floor
Kitchen-diner with furnished lounge, fully equipped kitchen with gas hobs - having 4 rings but no oven -, round dining table with four chairs, an open fireplace, one sofa, mosquito-screens, TV and French doors to garden

Bedroom 1
Pair of single beds (cannot be converted into a double bed), chest of drawers, mosquito-screens, door to garden

Bedroom 2
Double bed (cannot be converted into twin beds), wardrobe, chest of drawers, mosquito-screens, door to garden.

Bathroom
Shower, bidet, sink, WC, mosquito-screens.

Private Pool:
Length: 12 meters
Width: 6 meters
Depth: 1.5 meters
Entrance: Metal ladder
Opening times: May to September, weather permitting
Fenced: no
Furnished: Sunloungers and parasols
Cleansed: Chlorine
Distance from the villa: 20 meters


Facilities

Dog Friendly
Flexible dates
Washing Machine
Internet
Infant bed/chair
Garden
Barbecue
Lounge
Fire place
TV
Kitchen
Stove top
Filter coffee maker
Microwave
Fridge/ Freezer
Dishes/Utensils
Dishwasher
Hairdryer
Bed linen and towels
Pool towels
Mosquito screens
No smoking

Villa rates

  • 2025
  • 2026
Date range
7 night price
23 Aug - 27 Sep 2025
$1478.00
27 Sep - 08 Nov 2025
$1289.00
08 Nov - 20 Dec 2025
$1289.00
20 Dec - 27 Dec 2025
$1478.00
Date range
7 night price
27 Dec - 03 Jan 2026
$1505.00
03 Jan - 21 Mar 2026
$1316.00
21 Mar - 16 May 2026
$1316.00
16 May - 20 Jun 2026
$1505.00
20 Jun - 22 Aug 2026
$2018.00
22 Aug - 26 Sep 2026
$1505.00
26 Sep - 07 Nov 2026
$1316.00
07 Nov - 19 Dec 2026
$1316.00
19 Dec - 02 Jan 2027
$1505.00

Local charges

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

Dog up to 30kg: stay for free

Charged based on usage: Heating Villa

Arrival guide

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

Approach road: Unpaved, even

Parking: Public, onsite parking

National ID Code: IT052023C25VWWTU4K


Layout (90 sqm)

Ground floor
Lounge
Kitchen
Bathroom
Bedroom
Bedroom
Dining Room

Villa location

The nearest airports:
  • Airport Florence: 63km - 0h 59m
  • Airport Pisa: 110km - 1h 36m
  • Airport Perugia: 138km - 1h 50m
The nearest local amenities:
  • Castellina in Chianti: 6km - 0h 10m
  • Radda in Chianti: 6km - 0h 10m
  • Volpaia: 13km - 0h 19m

Guest reviews: Il Cipresso

5/5 Score from 8 reviews - Superb (8 Client reviews)
Jean Marc
July 2025
Mature couple
Brest, France Brest, France
Guest villa score
5/5
Translate with Google
La maison du XII eme siècle dans laquelle se trouve l’appartement en rez de chaussée bénéficie de plusieurs terrasses en belvédère avec une superbe vue. La maison aux murs très épais est restée fraîche même les jours de très forte chaleur extérieure. La climatisation n’est absolument pas nécessaire. La piscine à usage exclusivement privé est très grande et très pratique. Les propriétaires Piera et Costante qui habitent à l’étage sont vraiment très aimables et très discrets. Nous avons beaucoup apprécié notre séjour chez eux.

To Tuscany team comments for this review:
Translate with Google
Un grand merci pour votre commentaire si détaillé et élogieux. Nous sommes ravis que vous ayez apprécié le charme historique d’Il Cipresso, le confort des lieux ainsi que l’accueil attentionné sur place. Nous espérons vous revoir très bientôt en Toscane !

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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
$1289.00 to $2018.00

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