Entire home
House Il Cipresso in the heart of Chianti with swimming pool
Photo gallery for House Il Cipresso in the heart of Chianti with swimming pool





Reviews
10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 680 sq m
Popular amenities
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom
1 Queen Bed
Bedroom
1 Queen Bed
Bedroom
1 Double Sofa Bed
2 bathrooms
Bathroom
Bidet · Toilet · Shower only
Bathroom
Bidet · Toilet · Shower only
Spaces
Kitchen
Garden
About this property
House Il Cipresso in the heart of Chianti with swimming pool
The Cipresso house is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provinces of Siena and Florence. Due to its strategic position, straddling two valleys, Borgo Montecastelli enjoys a magnificent panorama from its summit towards the villages that surround it: Panzano, Radda in Chianti, Castellina in Chianti, as well as farmhouses, churches, and towers.
The Cipresso house was born from the ancient structure of a barn that served the community of Borgo Montecastelli to conserve wheat and all cultivated products. It owes its name to the secular cypresses that stand beside it.
The apartment is an independent cottage and is spread over two levels. It can comfortably accommodate up to 6 people. The entrance door is crowned by an arch that allowed horses and wagons to enter. From here you enter the kitchen and dining room with a sitting area, the double bedroom, and the bathroom with shower, which overlooks the valley. On one side of the kitchen, there is a second entrance to the outside which overlooks the private courtyard. Going down the internal stairs you get to the lower floor where there is a living room, another double bedroom with a sofa bed and a bathroom.
Leaving the house, walking downwards, you will find the path that leads to the swimming pool among the olive trees. The pool is shared with the other 4 houses that are part of the borgo.
Powerful Internet connection, tested for those who want to work remotely (conference call, email, streaming etc ...)
The Cipresso house was born from the ancient structure of a barn that served the community of Borgo Montecastelli to conserve wheat and all cultivated products. It owes its name to the secular cypresses that stand beside it.
The apartment is an independent cottage and is spread over two levels. It can comfortably accommodate up to 6 people. The entrance door is crowned by an arch that allowed horses and wagons to enter. From here you enter the kitchen and dining room with a sitting area, the double bedroom, and the bathroom with shower, which overlooks the valley. On one side of the kitchen, there is a second entrance to the outside which overlooks the private courtyard. Going down the internal stairs you get to the lower floor where there is a living room, another double bedroom with a sofa bed and a bathroom.
Leaving the house, walking downwards, you will find the path that leads to the swimming pool among the olive trees. The pool is shared with the other 4 houses that are part of the borgo.
Powerful Internet connection, tested for those who want to work remotely (conference call, email, streaming etc ...)
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Exclusive comfort for a small group- Countryside Tuscan Villa near Florence
Exclusive comfort for a small group- Countryside Tuscan Villa near Florence
- Kitchen
- Washing machine
- Pet-friendly
- Free Wi-Fi
10.0 out of 10, Exceptional, (38 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 1
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Property Registration Number IT052005B5VIHK69T4
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
A car is required for transport to and from this property
About the area
Castellina in Chianti
Located in Castellina in Chianti, this cottage is in a rural area. The area's natural beauty can be seen at Alta Val d'Elsa River Park and Chianti Sculpture Park, while San Casciano Museum and Archeodromo di Poggibonsi are cultural highlights. Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are also worth visiting.

Castellina in Chianti, Tuscany
What's nearby
- Buondonno Winery - 10 min walk - 0.9 km
- Verrazzano Castle - 27 min drive - 20.6 km
- Uffizi Gallery - 42 min drive - 40.8 km
- Piazza di Santa Maria Novella - 44 min drive - 40.8 km
- Cathedral of Santa Maria del Fiore - 45 min drive - 44.7 km
Getting around
Restaurants
- Cecchini Panini Truck - 14 min drive
- La Cantinetta di Rignana - 32 min drive
- Enoteca Baldi - 15 min drive
- Antica Trattoria La Toppa - 9 min drive
- Osteria di Passignano - 20 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
27 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jul 2025
About the host
Hosted by Starthouse
Languages:
English, Italian
Tell us how we can improve our siteShare feedback




























