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Il Cipresso

Radda in Chianti - Siena and Chianti

4 2 1 Private Pool
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

Price & Availability

Date Ranges

7 night price

22 Aug 2026 - 26 Sep 2026

$1505

26 Sep 2026 - 7 Nov 2026

$1316

7 Nov 2026 - 19 Dec 2026

$1316

19 Dec 2026 - 2 Jan 2027

$1505

2 Jan 2027 - 9 Jan 2027

$1580

9 Jan 2027 - 20 Mar 2027

$1384

20 Mar 2027 - 22 May 2027

$1384

22 May 2027 - 26 Jun 2027

$1580

26 Jun 2027 - 28 Aug 2027

$2120

28 Aug 2027 - 2 Oct 2027

$1580

2 Oct 2027 - 13 Nov 2027

$1384

13 Nov 2027 - 18 Dec 2027

$1384

18 Dec 2027 - 1 Jan 2028

$1580

Villa Facilities

Dog Friendly
Flexible dates
Washing Machine
Internet
Carbon Monoxide Detector

Villa Floor Plans

Good To Know

Usage to pay on-site: Heating Villa
Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply.
Dog up to 30kg: 10.00 € daily charge per pet
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

Villa Location

Distance

Airports:

Distances and driving time

  • Airport Florence: 63km - 0h 59m
  • Airport Pisa: 110km - 1h 36m
  • Airport Perugia: 138km - 1h 50m

Towns with Amenities:

Distances and driving time

  • Castellina in Chianti: 6km - 0h 10m
  • Radda in Chianti: 6km - 0h 10m
  • Volpaia: 13km - 0h 19m

Guest Reviews

Silvia

September 18, 2026

Austria

Sehr schöne Unterkunft, in einem authentischen Steinhaus. Von der Ausstattung war alles nötige vorhanden. Die Highlights sind eine wunderschöne Terrasse und ein Pool zum alleinigen Gebrauch. Äußerst nette, bemühte und sehr diskrete Gastgeber! Würden jederzeit wieder dort buchen.

Share your favourite attractions / restaurants:

Ristorante La Bottega del Borgo in Castellina in Chianti

To Tuscany team comments for this review:

Herzlichen Dank für Ihre schöne Bewertung! Es freut uns sehr, dass Sie sich im Il Cipresso rundum wohlgefühlt haben und auch die diskrete Gastfreundschaft der netten Eigentümer genießen konnten.