Located within a mile (2 km) of Buondonno Winery, this cottage is within 3 miles (5 km) of Casa Emma. The cottage includes a kitchen, a sofa bed, and a refrigerator.
Piazza di Santa Maria Novella - 44 min drive - 25.4 miles
Cathedral of Santa Maria del Fiore - 45 min drive - 27.8 miles
Getting around
Poggibonsi-San Gimignano Station - 23 min drive
Florence Airport, Peretola (FLR) - 44 min drive
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
Macelleria Francini - 13 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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 cottage is air-conditioned and features a kitchen and 2 bathrooms, and there's space to spread out with 3 bedrooms. The bathroom offers hair dryers and bidets. Other standard amenities include a washing machine, a sofa bed, and a coffee maker.
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: 861 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 1
Check-out
Check-out before 11:00 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
Pets
This property welcomes pets
Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
Events
No events 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
Onsite 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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 1
Property Registration Number IT052005B5VIHK69T4
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Additional information about polices, regulations, and more:
Upon check-in, all guests, including children, must be present to show their passport or government-issued photo ID.
Due to national regulations, cash transactions can't exceed EUR 5000 at this property. For additional details, contact the property using the contact information on your booking confirmation.
Property is also known as
Cottage
Casa Il Cipresso in the heart of Chianti Cottage
Casa Il Cipresso in the heart of Chianti Castellina in Chianti
starthousefi_96
Frequently asked questions
What is there to do within easy reach of this cottage?
This cottage is located in Castellina in Chianti within a short 16-minute walk of Buondonno Winery. You'll also find Il Molino di Grace Winery and Casa Sola - Chianti Winery within a short drive.
Will I be able to park at this cottage?
No, there isn't parking available at the cottage.
Is this cottage associated with a casino?
No, this cottage is not connected to a casino.
Is there an indoor pool at this cottage?
No, there is no indoor pool at this cottage.
Is House Il Cipresso in the heart of Chianti with swimming pool good for couples?
Couples staying at this cottage will value amenities like a kitchen, kitchens in some accommodations, as well as a garden.
Does House Il Cipresso in the heart of Chianti with swimming pool have a hot tub?
No, there isn't a spa tub at this cottage.
Does this cottage provide breakfast?
No, this cottage doesn't offer breakfast.
Does this cottage allow pets to stay for free?
Although pets can't stay for free, they are welcome at this cottage.
Are there connecting rooms at this cottage?
No, there aren't connecting rooms at this cottage.
Where is the closest airport to this cottage?
The closest major airport to this cottage is Florence Airport, Peretola (FLR), which is 26.7 mi away (44 minutes by car).
Can I book a room with a balcony at House Il Cipresso in the heart of Chianti with swimming pool?
No, at House Il Cipresso in the heart of Chianti with swimming pool, there aren't any accommodations that list a balcony.
House Il Cipresso in the heart of Chianti with swimming pool Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 1 out of 1 reviews
10 - Excellent
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Rating 8 - Good. 0 out of 1 reviews
8 - Good
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Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
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Rating 4 - Poor. 0 out of 1 reviews
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Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
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10/10
Cleanliness
Reviews
10/10 Excellent
Jon M.
Jul 27, 2025
Liked: Cleanliness
Beautiful setting with a rustic and friendly vibe. The place was clean and well-kept. We enjoyed every minute! A bonus was that the nights were cool (did t need the AC), and we slept with the windows open, despite the heat during the day.