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Welcome to Cipresso Villa, a beautiful 6-bedroom villa located in the Siena area of Italy. From this villa, you can enjoy all that Italy has to offer. From beautiful landscapes to a rustic culture, you and your guests will take advantage of the wonders of the Italian countryside.

The area of Chianti, outside Siena, has much to offer to those interested in its extraordinary wine; and, to all visitors, it also offers its exceptional food and natural beauty. Thanks to its central location, this Tuscan region is a perfect starting point for exploring medieval hilltop villages as well as the historical cities of Florence, Siena, and Lucca.

Set among 27 hectares of one of Chianti’s many outstanding wine-producing estates is Cipresso, a beautiful 13th-century villa located approximately 7 miles from Siena.

Now restored, the property offers comfort, peace, and privacy. Its stone construction, along with its watchtower, exudes the typical character and charm of Tuscany. The villa’s spacious interiors are ideal for large groups who want to gather or have privacy when needed. There is no better way to finish a day in your Italian paradise than with a glass of wine in your private villa.

Large attention to detail has been dedicated to the interiors of the villa during its restoration. There was care put into maintaining the original structure of the property while also equipping it with the luxury and comfort necessary. This care is visible in the wood-beamed ceilings, the stone walls, and especially on the ground floor where big arches frame the different areas of the spacious living room.

This floor also includes a dining area with a large table that can seat up to 12, a sitting area with comfortable sofas, and a sunk-in reading corner with inviting leather armchairs. The main dining room, on the west side of this floor, can accommodate up to 20 guests. A spacious, well-appointed fully equipped kitchen and a guest bathroom complete this floor.

The villa patio features a large outdoor dining table, perfect for shady relaxing and informal dining, and there is also a BBQ grill. The private large swimming pool is reachable through a paved path and there are sunbeds around the pool to enjoy hours of sunbathing. The pool has a ladder on one side. Manicured gardens surround the property for complete privacy.

Large grassy lawns of the estate are perfect for families and especially younger children to enjoy. Older members of the party can enjoy lounging with a glass of fine wine in their hands while admiring the beautiful surroundings. The location is ideal for wine-lovers as it is a great starting point for trips to Chianti Classico and its charming villages of Gaiole, Castellina, and the Castle of Brolio, which are within 10 miles from the villa.

First Floor: Living room with A/C, fireplace, two comfortable sofas and an area dedicated to aperitivo or wine tasting.
Second Floor: Living room featuring a comfortable sitting area with fireplace and TV. A cosy space for relaxing and playing cards among friends is also available on this floor.
Third Floor: This floor is the tower that houses a small art gallery with large windows overlooking the beautiful Chianti landscape.

Exceptional Villas’ wonderful and dedicated concierge service will be on hand from the minute you have booked your luxury vacation to assist with all details small and large to ensure an exceptional trip to Italy. Reservations, excursions, and activities can all be taken care of by the concierge team to ensure all details of your vacation are managed seamlessly.

First Floor:
Bedroom 1: Double bedroom with en-suite bathroom with shower.
Bedroom 2: Double bedroom with private bathroom with shower
Bedroom 3: Double bedroom with en-suite bathroom with shower.
Bedroom 4: Double bedroom with private bathroom with shower.

Second Floor:
Bedroom 5: Double room with a private bathroom with tub/shower.

Third floor:
Bedroom 6:Double bedroom with en-suite bathroom with shower.
All bedrooms have A/C; all bathrooms are provided with hair dryers.

• Electricity, A/C, water and final cleaning
• Housekeeping two days per week (up to 4 hours) except Sundays, included for stays between May 27 and August 26
• Housekeeping mid-week (up to 4 hours) included for stays between Jan 7 and May 27 and between August 26 and December 31
• Mid-week change of towels (Wed)
• Wi-Fi Internet
• Weekly garden and pool maintenance

• Heating charges, if used: €100/day
• Extra housekeeping service: €30/hour
• Laundry and ironing service: €30/hour
• Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff
• Cost of food and beverage

• Security deposit: €1,500 held at agency
• The Italian government might require the payment of a Visitor’s Tax (approximately €1.50 – €5.00 per person, per day, depending on the • location) which may be applied for the first seven days in the destination. This tax is payable locally, in Euro cash.
• Caretakers live in a separate annex on the estate – guests’ privacy is guaranteed
• Check-in: between 4:00 pm – 7:00 pm; Check-out: by 9:00 am
• All the above services must be paid locally, prior to departure unless otherwise arranged


Siena, Italy


  • Bedroom(s): 6 ( Sleeps 14 )
    6 Double
  • Bathroom(s): 6
    1 Baths, 6 Showers, 6 Wash basins, 6 Toilets
  • General facilities: Fireplace, Parking, Private Terrace, Terrace, Wifi
  • Indoor facilities: Air conditioning, All Bedrooms En Suite, Coffee Maker, Dishwasher, Freezer, Luxury Finishes, Microwave, TV
  • Outdoor facilities: Bbq, Deck/Decking, Parking, Patio, Private Terrace, Sun Loungers, Sun Umbrellas, Swimming pool
  • Services: Concierge Service, Gardener, Linen provided, Maid service, Towels provided


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- Nightly rate Weekly Min. Stay Change-over
Rate summary € 1,531 - € 2,245 € 10,715 - € 15,715 7 Nights -
25-May-2024 - 23-Aug-2024 € 2,245 € 15,715 7 Nights -
24-Aug-2024 - 18-Oct-2024 € 1,959 € 13,715 7 Nights -
19-Oct-2024 - 13-Dec-2024 € 1,531 € 10,715 7 Nights -
14-Dec-2024 - 05-Jan-2025 € 1,836 € 12,855 7 Nights -

Additional Information

Up to 20% off!

Book your 2024 vacation and save up to 20%.

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Travel between 08 May 2024 and 31 Dec 2024


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Special Offers

Up to 20% off!

Book your 2024 vacation and save up to 20%.

Contact us today!

Travel between 08 May 2024 and 31 Dec 2024

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Paul O'Sullivan

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 14
    • Bedroom(s): 6
    • Bathroom(s): 6
    • Board: Self Catering
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Family, Rustic