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

Outdoor dining
Pool
Pool
Exterior
Dining

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 680 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Pet-friendly
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Castellina in Chianti, Tuscany
  • Place, Buondonno Winery
    ‪10 min walk‬
  • Place, Piazza di Santa Maria Novella
    ‪44 min drive‬
  • Place, Cathedral of Santa Maria del Fiore
    ‪45 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪42 min drive‬

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 ...)

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Pet-friendly
Air conditioning
Outdoor space

Have a question?

AI iconBeta

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

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 1
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

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.
Map
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

  • Poggibonsi-San Gimignano Station - 23 min drive
  • Peretola Airport (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
  • ‪Osteria di Passignano - ‬20 min drive

Frequently asked questions

Does House Il Cipresso in the heart of Chianti with swimming pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at House Il Cipresso in the heart of Chianti with swimming pool?

As of 16 Mar 2026, prices found for a 1-night stay for 2 adults at House Il Cipresso in the heart of Chianti with swimming pool on 29 Apr 2026 start from AU$260, 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.

Is House Il Cipresso in the heart of Chianti with swimming pool pet-friendly?

Yes, pets are allowed at this property.

How much is parking at House Il Cipresso in the heart of Chianti with swimming pool?

On-site parking is available at the property.

What time is check-in at House Il Cipresso in the heart of Chianti with swimming pool?

Check-in begins at 4:00 PM.

What time is check-out at House Il Cipresso in the heart of Chianti with swimming pool?

Checkout is at 11:00 AM.

Where is House Il Cipresso in the heart of Chianti with swimming pool located?

Situated in a rural location, this cottage is 0.8 mi (1.4 km) from Buondonno Winery and within 3 miles (5 km) of Casa Emma and Fattoria di Montecchio. Chianti Observatory and Pieve di San Donato in Poggio are also within 3 miles (5 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. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jon M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Jul 2025

About the host

Hosted by Starthouse

Host profile image

Languages:

English, Italian
Tell us how we can improve our siteShare feedback