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Gated Estate, Luxury in Prime Chianti. Gorgeous & Classic, VIEWS!

18 Reviews
Bedrooms 8
Separate WC's1
Property type estate
Minimum Stay 5 - 30 nights

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Minimum Stay
5 - 30 nights


Photos and Description of this 8 bedroom holiday estate in Villa A Sesta - Private & Gated Country Estate

Renovated Ancient Stone FarmHouse Featuring Dining Al Fresco, Views, WiFi.

In the Chianti Countryside: Enter a gated and comfortable estate in the prime historic and most central area of Tuscany's Chianti Classico region. ~

Easy access from Rome or Florence make this a perfect choice for your stay in Classic Tuscany. Recently renovated with modern conveniences, this 1500's Stone Farmhouse is situated in the middle of Olive Groves and rolling Chianti Classico Vineyards while still within a short walk from fine restaurants.

~There are three private homes in this compound, please inquire for details. The main residence accommodates up to six or seven comfortably, with two nearby homes each accommodating up to four or five guests each.

A professionally-equipped kitchen and multiple large outdoor living and dining spaces are just two of the premiere features of the estate property. Dreamliner Views overlook beautifully groomed and ancient Sangiovese & Merlot vineyards through to the rolling hills of the Chianti region.

Main Residence: The 'Vineyard Suite': Two bedrooms with en-suite bathroom. Double Bedroom along with Single Bedroom, private entrance, view terraces, bathroom with tub+shower. There is a cozy reading nook / window-seat in the double room.

Main Residence: The 'Garden Suite': Two adjoining bedrooms with large en-suite travertine bathroom. This suite consists of a carved chestnut-wood 17th c. double bedroom, private entrance with view terrace, a French-Empire single-bed sitting room, travertine Bathroom, antique claw-foot iron tub and large walk-in shower room.

The entire property is thoughtfully furnished with fine European antiques and authentic decor. Pressed Italian bed linens and plush towels are provided. Wireless internet throughout.

The main (middle) floor consists of an updated cook's kitchen, dining salon, living room, powder room, our own 'piazza' and rambling view terraces with fireplace and BBQ. A tended kitchen garden full of herbs, greens and seasonable vegetables, with almond, apricot, fig, and berries only an arm's length away for those yearning to be Tuscan chefs.

Exquisite Privacy (see reviews) with private hiking Trails, olive groves, and vineyards surrounding the estate. A private pool features breathtaking views to distant hills of Montalcino. The main dining terrace offers a pergola-covered travertine table with a large BBQ fireplace.

Plan a catered and serviced meal on the main terrace for your ultimate Tuscan experience, or select a casual pre-prepared dinner and drinks for your night of arrival to be enjoyed at your own leisurely pace.

The estate is minutes from the village of Castelnuovo Berardenga and is within close walking or biking proximity to gorgeous small villages. Florence is about an hour and twenty minutes, Rome just under three hours.  Siena is twenty minutes away. Reached easily by car are towns such as Montalcino, Arezzo, Greve-in-Chianti, Castellina-in-Chianti, Cortona, Assisi.

White-sand tuscan beaches of the Maremma or fishing villages of the Cinque Terra are 2 to 4 hours away.

Located within short walking distance of the property are four excellent restaurants offering a range of dining opportunities.

Please note that our availability calendar is not publicized.

Associated Residences: VRBO#557879, two charming private homes nearby in similarly private setting with views to Siena. It is possible to take these properties together for a larger group up to 14 or 15 or family desiring separate residences.

Payment may be negotiated in USD or Euro.


"We haven't even been here at the villa for more than 10 hours and I am already in love!!!! This is seriously a piece of heaven on earth. You have managed to make this the best villa that we have ever stayed at and we have traveled the world. You are amazing!!!! This villa is so welcoming and your level of taste is beyond expectations. This is definitely the highlight of our trip to Italy over the past 2 1/2 weeks. The way that you have decorated this villa is beyond words. You have captured Italy beter than an Italian! The decor is PERFECT!!!! I love the art to the bedding to the extra-special touches that you include that are not done without appreciation on our end. Thank you so much for letting us stay here and enjoy your marvelous home.

We ABSOLUTELY willl be back! Like I stated haven't even been here a day yet and we LOVE IT HERE!

Thank you again for sharing your beautiful villa with us".

—Beth B., A Recent Guest

(**See related property VRBO#557879, two charming private homes (4+5) in nearby and similarly private setting, with views to Siena. It is possible to take these properties together for a larger group or family desiring separate residences).

More Details
  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • pets considered

Member since: 2012
Speaks English, Italian
Response time:
Within an hour
Response rate:
Calendar last updated:
19 October, 2016
Call Owner

About Michael

Michael is design professional based in Los Angeles and Tuscany.

Michael purchased this estate in 2006

Why Michael chose Siena Area

The estate, dating from about 1550, is situated amidst vineyards and olive groves and offers panoramic 360-degree views. While offering serene privacy, it is possible to walk 10-minutes down the road to a small village, indulging in any one of four of Tuscany's finest and authentic dining establishments.

What makes this estate unique

Privacy, Views, Fine Dining, Family Entertaining. Access to hiking trails, vineyard walks, shaded hammocks amidst olive groves and reclining by the large private pool.


based on 18 holidaymaker reviews

Gated Estate, Luxury in Prime Chianti. Gorgeous & Classic, VIEWS!
average rating of 5.0 based on 18 reviews

Just perfect!

  • 5 of 5

Six of us (including a 7 and 8 year old) stayed at this villa and it was absolutely amazing. We had Emily come out and cook and serve dinner our first night and it was nothing short of magical. The property is very well kept and furnished. The bathrooms and kitchen are modern and had all of the amenities us Chicagoans would desire. The location was close enough to the hill towns to easily go in for dinner or site seeing but far enough away to feel like you're in your own, secluded Tuscan estate. The view was absolutely breath taking. I'm recommending this beautiful property to all of my friends!

  • Review Submitted: Aug 26, 2016
  • Date of Stay: Aug 2016
  • Source: HomeAway
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New Iberia, La.

This property and Villa is absolutely beautiful. A perfect example of what Tuscany is all about.

  • 5 of 5

Michael was so welcoming and very attentive to our needs. He was so helpful to our group. This Villa is absolutely gorgeous as well as the property. I have never seen anything like it. If you want to experience Tuscany this is the place to go.

  • Review Submitted: May 27, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
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Best friends celebrating a 50th Birthday

  • 5 of 5

We travelled from the USA and UK to enjoy this beautiful Accommodation . We simply did not want to leave .

We loved the Terrace and the Privacy of the accommodation and all the beautiful details it had .

Our girlie holiday consisted of five friends who have known each other 20-40 years we had a lot of catching up to do .Leaving Hubby's and children back home how lovely to have the breath taking views , enjoying many a Prosecco and Red wine days .Eating too much and touring Sienna and San Gimignano but above all ,having a fabulous time , with lots of laughter especially the car ride going up the drive to the accommodation .Amanda ,Denise,Elaine,Maxine and Cath will treasure the time we had here forever.Big Thankyou

  • Review Submitted: Aug 31, 2015
  • Date of Stay: Sep 2014
  • Source: VRBO, from HomeAway
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Family of 5

  • 5 of 5

This home provided a perfect getaway for our family of 5 including 2 teenagers and an 8 yr. old. When we weren't exploring the neighboring hill towns we enjoyed walks through the vineyards, time at the pool, and simply relaxing on the terrace with an amazing view. Michael was so gracious and was well-known throughout the local area which ensured special treatment for his guests. The house had plenty of space for our family. We look forward to a return visit!

  • Review Submitted: Aug 6, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
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Karen spivey

  • 5 of 5

What an extraordinary setting from morning sunrise to evening twilight every inch of this property looks as though you've entered into a painting From the linens to the landscaping it was beyond our expectations. We would recommend this to our closest And dearest friends. It was a most memorable location and ever so comfortable.

  • Review Submitted: Jul 30, 2015
  • Date of Stay: Jul 2015
  • Source: VRBO, from HomeAway
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family from san francisco

  • 5 of 5

The house and location are one of the most beautiful spots in Italy. (BTW the photos of the house are lovely but really don't do it justice. It is spectacular!) The property is set among breathtaking vineyards with a view of the bell tower in the local village. It is peaceful and private but within easy reach of the local village and the slightly larger town of Castelnuovo Berardegna. The house itself is beautifully restored and appointed and large enough to have provided our family of four (including two teenagers!) with plenty of breathing room. Located at the gateway to the Chianti Classico region you are within easy driving distance of many of the great vineyards and the charming villages of southern Chianti. We also used the house as our base to travel further afield to Siena, Florence, San Gimignano, Lucca and Pisa. No write-up would be complete without acknowledging Michael who is an amazing host and took great care of us during our stay. We really had an amazing time at LaChiusa and cannot recommend this house enough.

  • Review Submitted: Jul 3, 2015
  • Date of Stay: Jun 2015
  • Source: VRBO, from HomeAway
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Nearest Barpub
5 Miles
Bar Centrale
Nearest Train
20 Kilometres
Nearest Motorway
10 Kilometres
Car: recommended

Wine-Tasting, Farmer's Markets, Outlet-Shopping, Cooking Classes, Beaches


Prices & Availability

Prices for this holiday estate in Villa A Sesta, Chianti Senese

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
6 Sep 2016 - 30 Nov 2016
5 night minimum stay
for 5 nights
1 Mar 2017 - 30 Apr 2017
5 night minimum stay
for 5 nights
1 May 2017 - 22 Jun 2017
5 night minimum stay
for 5 nights
23 Jun 2017 - 22 Sep 2017
5 night minimum stay
for 5 nights
My Standard Rate
30 night minimum stay
for 30 nights

Additional pricing information

Refundable Damage Deposit £245

Payment may be negotiated in USD($) or Euro(€), CreditCard- PayPal, Online or Direct Bank Transfer.
Price includes:
Pressed Italian Bed Linens
Fluffed Bath Towels
Internet Wi-Fi
Basic Pantry & Fridge Items
Gas for Cooking
Firewood for BBQ
A gift of our Chianti Classico House Wine
*Utilities, except winter heating and winter firewood. Winter-season utilities will incur an extra fee dependent on per-day usage of gas for heating and firewood.

Owner's Cancellation Policy

  • 0% refund for cancellations more than 0 days before check-in date.
Enter dates for accurate pricing
Enquire Now
Available arrival


Accommodation and facilities for this holiday estate in Villa A Sesta in Tuscany

Property Type:
  • estate
  • Self-catering
  • Housekeeper Optional
Floor Area:
  • 3500 sq. ft.
Location Type:
  • city centre
  • Monument View
  • Mountain View ...
  • resort
  • rural
  • village
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Fireplace
  • Fitness Room / Equipment
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 12 people
  • 5 Bathrooms
  • 1 Separate WC
  • Bathroom 2 - Toilet , Bath (no shower) , Shower Enclosure , Bidet
    Bathroom 1 - Toilet , Bath with Shower , Bidet
    Bathroom 3 - Toilet , Outdoor Shower
    Bathroom 4 - Toilet , Shower Enclosure , Bidet , *Located in the 2nd of this multi-residence listing.
    Bathroom 5 - Toilet , Shower Enclosure , Bidet , *Located in the 2nd of this multi-residence listing.
    Bathroom 6 - Toilet , Shower Enclosure , Bidet , *Located in the 2nd of this multi-residence listing.
  • 8 Bedrooms, Sleeps 14
  • Bedroom 4 - 1 Single Bed
    Bedroom 6 - 1 Extra Lg. Double Bed
    Bedroom 1 - 1 Large Double Bed , Main residence.
    Bedroom 2 - 1 Single Bed , Main residence
    Bedroom 3 - 1 Large Double Bed , Main residence.
    Bedroom 7 - 1 Extra Lg. Double Bed , *Located in the 2nd of this multi-residence listing.
    Bedroom 8 - 2 Single Bed , *Located in the 2nd of this multi-residence listing.
    Bedroom 5 - 3 Single Bed , *Located in the 2nd of this multi-residence listing.
  • Queen size Beds (2), Twin Beds (2). Additional sleeping arrangements for a guest in a hotel-style folding bed may be discussed, please inquire.
  • Books
  • Games
  • Satellite / Cable
  • Television
  • Toys
  • Video Library
  • Balcony
  • Bicycles
  • Terrace
  • Garden
  • Barbecue
  • 2 bicycles
  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • pets considered
Pool / Spa:
  • Private Pool
  • botanical garden
  • churches
  • cinemas
  • duty free shops
  • festivals
  • Health/Beauty Spa
  • library
  • live theatre
  • marina
  • museums
  • playground
  • recreation centre
  • restaurants
  • ruins
  • synagogues
  • water parks
  • winery tours
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • Boating
  • eco tourism
  • horse riding
  • Horseshoes
  • outlet shopping
  • photography
  • Shopping
  • sight seeing
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • golf
  • golf pass optional
  • hiking
  • Hot Air Ballooning
  • hunting
  • mountain biking
  • mountain climbing
  • mountaineering
  • Rock Climbing
  • roller blading
  • sailing
  • swimming
Optional extras: Daily change of linens. Private tours of Siena, Florence or surrounding villages. Home-Cooked Evening Meals and Aperativi Cooking Lessons with Hosted Market Day taught by a local Chef.

Partner Offers

Portable wifi hotspot

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