See all properties
Entire home

Il Cipresso, Radda in Chianti, Siena and Chianti

Photo gallery for Il Cipresso, Radda in Chianti, Siena and Chianti

Exterior
Pool
Pool
Pool
Pool

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Pet-friendly
  • Outdoor space
  • Barbecue

Explore the area

View map
Radda in Chianti, Siena and Chianti
  • Place, City Hall Castellina In Chianti
    ‪11 min drive‬
  • Place, Montecalvario
    ‪11 min drive‬
  • Place, Castellina Fortress
    ‪11 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪79 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

1 bathroom

Bathroom 1

Spaces

Kitchen
Garden

About this property

Il Cipresso, Radda in Chianti, Siena and Chianti

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

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Mezzanine Entrance, Sunrise on Roses Blossom
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!
San Gusme
  • Pool
  • Kitchen
  • Washing machine
  • Free Wi-Fi
9.8 out of 10, Exceptional, (100 reviews)
Enchanting Private Villa in Chianti Rolling Hills:Free WiFi,AC,Garden,Pool,View!

House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted
Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply. High chair: 1 available on request, no extra cost
Baby: 1 available on request, no extra cost Charged based on usage: Heating Villa, EV Charge Point
Final clean:  included - provided by local supplier

Important information

You need to know

Property Registration Number IT052023C25VWWTU4K
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Radda in Chianti

Located in Radda in Chianti, this villa is in a rural area. Castello di Radda Winery and Mazzei Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Chianti Sculpture Park and Alta Val d'Elsa River Park. Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are also worth visiting.
View more Villas in Radda in ChiantiOpens in a new window
Map
Radda in Chianti, Siena and Chianti

What's nearby

  • City Hall Castellina In Chianti - 11 min drive - 6.5 km
  • Montecalvario - 11 min drive - 6.5 km
  • Castellina Fortress - 11 min drive - 6.9 km
  • Archaeological Museum of Chianti - 11 min drive - 6.9 km
  • Il Molino di Grace Winery - 17 min drive - 14.6 km

Getting around

  • Monteriggioni Castellina Station - 29 min drive
  • Peretola Airport (FLR) - 75 min drive

Restaurants

  • ‪Bar La Sosta - ‬11 min drive
  • ‪Bar Dante - ‬8 min drive
  • ‪Taverna di Vagliagli - ‬25 min drive
  • ‪Bar Pizzeria Italia - ‬7 min drive
  • ‪Sandy Cafe - ‬9 min drive

Frequently asked questions

Is Il Cipresso, Radda in Chianti, Siena and Chianti pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Il Cipresso, Radda in Chianti, Siena and Chianti?

As of 6 May 2026, prices found for a 1-night stay for 2 adults at Il Cipresso, Radda in Chianti, Siena and Chianti on 4 June 2026 start from AU$300, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Il Cipresso, Radda in Chianti, Siena and Chianti?

Check-in begins at 4:00 PM.

What time is check-out at Il Cipresso, Radda in Chianti, Siena and Chianti?

Checkout is at 10:00 AM.

Where is Il Cipresso, Radda in Chianti, Siena and Chianti located?

Situated in a rural location, this villa is within 6 miles (10 km) of Montecalvario, City Hall Castellina In Chianti and Castellina Fortress. Archaeological Museum of Chianti and Walls of Monteriggioni are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

9.0/10

Cleanliness

9.0/10

Check-in

9.0/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jean Marc M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Dennis B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sehr nette Vermieter und sehr schöne Landschaft

Wir hatten einen sehr erholsamen Aufenthalt in einer wunderschönen Gegend. Die Vermieter sind super nett und hilfsbereit. Wir haben jeden Tag Salat aus dem Garten bekommen. Der Wein vom eigenen Anbau schmeckt grandios gut. Tipp: unbedingt das etruskische Dorf wenige Gehminuten entfernt anschauen. Ich kommen auf jeden Fall wieder . Liebe Grüße D+K+L
Stayed 7 nights in Jun 2022

About the host

Hosted by To Tuscany

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback