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.

per night


  • Barbeque
  • Games console
  • Secure parking
  • Swimming pool
  • Air-conditioning
  • Alarm System
  • Beach Chairs
  • Blender
  • Coffeemaker
  • Dishwasher
  • Dryer
  • DVD/Blu-ray Player
  • Fireplace
  • Freezer
  • Fridge
  • Hairdryer
  • Hob
  • Ice Maker
  • Kettle
  • Microwave
  • Music player
  • Satellite or cable
  • Stereo/Sound System
  • Telephone
  • Toaster
  • Towels
  • TV
  • Washing machine
  • Wifi
Show all amenities

Staff & Services

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.

Home preparation

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

Meet & Greet

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

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.

Home staff

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


Approximate location

Essential information

CHECK-IN / check out

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

Check-out: by 9am.

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.


We will secure a €1500 security deposit which will be returned once we confirm no damage was caused during your stay.

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
Complimentary medical support in partnership with AXA
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