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Il Cipresso, Radda in Chianti, Siena and Chianti

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Outdoor dining - Il Cipresso, Radda in Chianti, Siena and Chianti (Radda in Chianti)
A rustic dining area with a stone wall, wooden beams, and a chandelier. There is a round table set for dining, a kitchen area with a refrigerator, and a doorway leading outside. - Il Cipresso, Radda in Chianti, Siena and Chianti (Radda in Chianti)
A stone building with a pool, surrounded by trees and a clear sky. - Il Cipresso, Radda in Chianti, Siena and Chianti (Radda in Chianti)
A stone building with a swimming pool and outdoor seating area surrounded by trees. - Il Cipresso, Radda in Chianti, Siena and Chianti (Radda in Chianti)
A rustic interior with exposed wooden beams, a stone wall, a dining area with a table and chairs, and a cozy seating area with a sofa. - Il Cipresso, Radda in Chianti, Siena and Chianti (Radda in Chianti)
In the heart of Chianti, Il Cipresso offers a serene escape with its gardens filled with vegetables for guests to use and a pool boasting scenic views perfect for al fresco meals. This ground floor apartment features two bedrooms, an open fireplace in the kitchen-diner lounge area, and traditional terracotta tiles.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 4969 sq ft

Popular amenities

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

Add dates for prices

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

Property amenities

Pool/Spa

  • Private pool

Internet

  • Available in the villa: Internet access

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Refrigerator

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In a rural location

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Unit size: 969 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

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 Final clean:  included - provided by local supplier

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number IT052023C25VWWTU4K
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation

About the area

Located in Radda in Chianti, this villa is in a rural area. Antinori nel Chianti Classico and Tenuta Torciano Winery are worth checking out if an activity is on the agenda. Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are also worth visiting. Visit our Radda in Chianti travel guide
View more Villas in Radda in Chianti
Map
Radda in Chianti, Siena and Chianti

What's nearby

  • City Hall Castellina In Chianti
    12 min drive - 4.1 miles
  • Montecalvario
    12 min drive - 4.1 miles
  • Archaeological Museum of Chianti
    12 min drive - 4.3 miles
  • Castellina Fortress
    12 min drive - 4.3 miles
  • Il Molino di Grace Winery
    20 min drive - 10.7 miles

Getting around

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

Restaurants

  • Bar Pizzeria Italia
    7 min drive
  • Bar Brancaia
    7 min drive
  • La Perla Del Palazzo Ristorante
    9 min drive
  • Bar Dante
    8 min drive
  • Chianti Bar
    7 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

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).

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Il Cipresso, Radda in Chianti, Siena and Chianti Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 2 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 1 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.4

Cleanliness

10

Location

Reviews

From a partner site

6/10 Okay

Petra v.

Reservation from 13 Jun 26 to 20 Jun 26

Great Place and beautiful and central location to stay when visiting the Chianti region in Tuscany. The owners are very welcoming and very kind. The view from the terrace and private swimming pool are great ! However, the facilities and home comforts (bathroom, furniture and kitchen) are very outdated. The mattress in the master bedroom was very hard which led my husband and me to sleep separately. The furniture in the various seating areas on the terrace and by the pool was also no longer up to modern standards. Some of the patio furniture didn't look safe to sit on.
Verified

8/10 Good

Marc H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Site exceptionnel, hôtes charmant. Terrasses très vastes Ampoules trop faibles dans le logement. Sommes surpris que le chauffage soit en sus (70 pour moins de 25 heures de chauffage partiel!)
Stayed 7 nights in May 2026
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