12 Guests


6 Bedrooms


6 Bathrooms

Welcomes: Babies, Children, Toddlers, Pets

6 Double, 1 Queen. Bed size chart

Cipresso truly is the jewel of Chianti. The villa is located 15 minutes from Siena on a secluded 27-hectare estate, which produces its own delicious wine that can be served within the grand walls. Beautifully restored with an impressive watchtower still intact, this historic villa includes many original features. Here, wood-beamed ceilings, terracotta floors and exquisite stonework are in abundance, all surrounded by immaculate, lush gardens. An idyll for the discerning traveller and the ideal base to explore the world-class wine region.

The expansive estate consists of the main home and the annexe which sits adjacent - the layout is well suited to multi-generational families who require a touch more privacy, or a large group of friends. The annexe features a small kitchenette, a large living room with a cosy fireplace and a dining area. The main floor of the home includes a large dining room, several sitting spaces and an intimate lounge area ideal for late-night cocktails or relaxed hours of reading. A rustic-styled kitchen with stone walls and graceful brick archways is ready for guests to create mouthwatering feasts made with local produce. Before dinner, guests can pour a delicious aperitif and peruse the art gallery on the upper floor with large windows overlooking the Chianti landscape.

Unwind on a plush sun-lounger by the gorgeous pool flanked by verdant greenery and stately trees before towelling off and enjoying an al fresco long lunch on the veranda - entertaining becomes second nature at Cipresso. Come nightfall, retire to one of eight immaculately-appointed bedrooms offering sensational views of nearby vineyards and a rolling landscape peppered with cypresses, fields, and gardens.





Games console


Secure parking


Swimming pool




Alarm System

Staff & Services Included


Dedicated concierge

Your dedicated concierge will make sure every aspect of your stay is perfectly tailored to your group’s wants and needs. From arranging transfers and car rental to booking a table at a great local restaurant, we’ll make sure that every second of your stay is perfect.

Meet & Greet

You will be welcomed at the home upon your arrival and helped settle in.

Manager, Housekeeper (6x/wk), Gardener/Pool Attendant


Home preparation and departure clean

Each home is carefully cleaned and prepared before you arrive and after you depart.

24/7 support

Our team are on hand round the clock, every day of the year, ready to assist. Available from the moment you book to the moment you depart.

per night


Approximate location

Essential information

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CHECK-IN / check out

Check-in: from 4pm. We'll meet you at the home on arrival at your convenience.

Check-out: by 9am.

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Home Truths

*The manager and gardener live in an apartment with a separate entrance from the villa.

*Please note the Italian government might require the payment of a per person per day Visitor’s Tax depending on the location of the villa and may apply for the first seven days. This tax is payable locally, in Euros.

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A security deposit will be held for the duration of your booking and will be released once we have confirmed that no damage was caused during your stay. The deposit amount will be confirmed by a Travel Advisor.

Enhance your stay

Once you have booked your stay, your dedicated concierge will be in touch to arrange any additional services you may require.
While weekly housekeeping for all our homes and most of our villas & chalets is complimentary, we can always arrange more if needed.

Additional housekeeping

Explore your dream destination with VIP car rental. Your dedicated concierge can arrange delivery of your rental car to your door on arrival.

Car rental

Why drive yourself when you can sit back and relax? Your personal chauffeur can take you to your destination’s best-kept-secret spots in real style.


Your dedicated concierge can arrange fantastic experiences including an Italian cooking class or private wine tasting.


Find out more about the culture of your destination through its food. For all you gastronomes, we’ll book you a table at the best restaurants in town.


Looking forward to some treats and a bottle or two of wine? Your personal concierge can arrange grocery deliveries on arrival and during your stay.

Grocery delivery

Using the best fresh ingredients, your private chef can create a meal to remember. Why not learn a few culinary tricks with in-home cooking lessons?

Private chef

Birthdays or anniversaries deserve something special. Let your dedicated concierge arrange a cake or flower arrangement to celebrate.

Special occasion

Explore your destination on two wheels with our convenient bike rentals. Experience the freedom of cycling while enjoying scenic routes and attractions of your choice.

Sports equipment rental

Let your dedicated concierge take all the hassle out of transfers so you can start your dream vacation from the moment you step off the plane.


Find your inner peace with a massage or wellness treatment at your villa, or visit the destination’s best spas for some indulgent ‘you’ time.

Wellness/In-home spa

Why stay with us?

Curated and inspected homes, villas & chalets
Luxury linen and toiletries
Round the clock support
Complimentary weekly clean
Dedicated concierge
Earn & redeem Accor ALL loyalty Reward points
Personal Meet & Greet

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