Entire home

House Il Cipresso in the heart of Chianti with swimming pool

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Property grounds
Interior
3 bedrooms, iron/ironing board, WiFi, bed sheets
Pool
Exterior

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6861 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Explore the area

View in a 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

Room options

About the neighborhood

Castellina in Chianti

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.

What's nearby

  • Buondonno Winery - 10 min walk - 0.6 miles
  • Verrazzano Castle - 27 min drive - 12.8 miles
  • Ponte Vecchio - 42 min drive - 25.4 miles
  • 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.

Similar properties

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the cottage: WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bidet
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Outdoor areas

  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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: 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

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

Reviews

10/10 Excellent

Jon M.

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.
Stayed 4 nights in Jul 2025