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CLUB MONTECCHIO - 🏅Luxury Villa ⚜️Privacy 🤽‍♂️Pool 🚴🏇🆓🍸🍷🍾🍻🥖🧀🍳🍖📡📶

Bedrooms 3
Space 1,506 sq. ft.
Property type villa
Minimum Stay 5 - 7 nights


About the property



Mainly because this area offers so much that we hope guests will want to visit more than once. But also because we offer so much more than a conventional 'self catering rental'.

We think our guests should know what their stay will cost, with no hidden 'extras', so our 'fully inclusive rates cover:

- a huge luxury WELCOME HAMPER of speciality foods & wines supplied by top quality local suppliers; as much of our COMPLIMENTARY MONTECCHIO HOUSEWINE as you wish, throughout your stay. Our COMPLIMENTARY COCKTAILS TRAY of branded spirits & liqueurs such as limoncello;

- ALL ENERGY COSTS - even logs for fires, and charcoal for the bbq;

- continuity in Fragonard toiletries, and all daily consumables(everything from dishwasher tablets to Montecchio's own olive oil!)

- all linens & towels(inc pool) with cleaning & change of linens every 3-4 days & at end of stay;

- indoor & outdoor games, as well as pool toys for the large pool(19m x 6m); DVD & Video libraries with a wide choice for all ages & tastes


The result, we think, is a truly comfortable vacation villa, that really feels like 'HOME FROM HOME", from the moment that you walk through the front door. We hope that you will be tempted to come and judge for yourselves!

Club Montecchio is equipped to a very high standard, and furnished with antiques and country furniture from Penny and James' private collection.

Club Montecchio is approached along a breathtaking 200 year old cypress tree alley. The Villa is situated on the highest point of the beautiful and historic VILLA D'ARCENO wine estate in southern Chianti.

The 2000 plus acre estate has 30 farmhouses spread amidst woodland, vineyards and olive groves. From it's stunning location, Club Montecchio has breathtaking 360 degree views, and a large pool (19x6 meter)set amid olive trees on a southfacing terrace, below the Villa.

Club Montecchio offers peace and tranquility with luxurious accomodation, in a spectacular setting. The surrounding area offers a wealth of choice, and the best in Tuscan architecture, culture, fine food and wine.Penny and James take pleasure in sharing their home,as well as their knowledge of the area, it's fine restaurants and famous wineries.

Club Montecchio is a spacious 3 bedroom, south-east facing villa with spectacular views accross the estate's olive groves and woodlands towards Monte Amiata and the Appenines.

It sleeps 6 and offers :

- a large terrace with covered pergola,ideal for breakfasting ouside while the sun rises

- groundfloor king double with ensuite showerroom

- groundfloor fourposter double with ensuite bathroom

- twin with iron bedsteads,ensuite showerroom and spectacular first-floor views to Monte Amiata(can be made up as double)

- large firstfloor saloon/lounge with magnificent 'hammer & anvil' beams & Tuscan fireplace

- Tuscan style kitchen/diningroom

- utility room with washer,ironing board & safe

- large south-east facing terrace & covered pergola

- hammock between olive trees in privacy of garden


Keywords: Luxury Vacation Homes

More Details

James Benfield
Member since: 2004
Speaks: english, french, german, italian
Calendar last updated:
April 29, 2017

About James Benfield

Penny & James Benfield had the good fortune to 'fall over' the best spot on the beautiful Villa Arceno wine estate as they were contemplating what to do after 30 years of living in London. Having been spoilt by a corporate lifestyle with lots of travel, it needed to be something exceptional, that indulged their enjoyment of good food & wine, in a beautiful setting,but away from developed centres of tourism.

James Benfield purchased this villa in 1998

Why James Benfield chose Siena Area

Because it's a piece of paradise:

- off the beaten track;

- in a stunning location on a hilltop, with breathtaking 360 degree views of the Chianti hills;

- in the countryside, but surrounded by picturesque villages, and just 20 minutes from the Renaissance gem of Siena;

- close to major roads, giving fast access to Florence, San Gimignano, Cortona, Perugia, Orvieto and many more "must see" places;

- and most important for self confessed "foodies", the area offers a wealth of good restaurants and quality wineries.

What makes this villa unique

Unparalleled peace & tranquility in accomodation that was purpose developed to give 'home from home' comfort & luxury. The owners' in-depth knowledge of the area, and it's amenities, probiding the 'inside track' on everything from which local restaurants are currently "hot", to where to park safely & legally in Florence.


Castelnuovo Berardenga Villa Accommodation and Amenities

Property Type:
  • villa
  • Catering available
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Included
Floor Area:
  • 1506 sq. ft.
House Rules:
  • Max. occupancy: 6
  • pets considered ...
  • Minimum Age Limit for Renters ...
Location Type:
  • Mountain View ...
  • Rural
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Computer Available ...
  • Covered Parking
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • Wood Fireplace ...
  • Free Wifi
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - shower
  • 3 Bedrooms, Sleeps 6
  • Bedroom 2 - 1 king
    Bedroom 1 - 1 king
    Bedroom 3 - 2 twin/ single
  • King size beds (2), Twin or Single Beds (2) - can be made-up as Double. Fragonard bathroom toiletries throughout stay
  • Books
  • CD Player
  • DVD Player
  • Games ...
  • Music Library
  • Satellite / Cable ...
  • Stereo
  • Television
  • Toys ...
  • VCR
  • Video Library ...
  • Bicycles ...
  • Deck / Patio ...
  • Gazebo ...
  • Golf ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Tennis ...
  • 2 bicycles
  • Long-term Renters Welcome
Pool / Spa:
  • Communal Pool ...
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • arboretum
  • churches
  • festivals
  • health/beauty spa
  • museums
  • restaurants
  • water parks
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • outlet shopping
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • hot air ballooning
  • hunting
  • swimming
  • tennis
Nespresso machine - capsules supplied.


Exceptional! 5/5 -
(6 traveler reviews)

CLUB MONTECCHIO - 🏅Luxury Villa ⚜️Privacy 🤽‍♂️Pool 🚴🏇🆓🍸🍷🍾🍻🥖🧀🍳🍖📡📶
average rating of 5.0 based on 6 reviews
Outside Albany New York

4 Weeks of Heaven!

  • 5 of 5

We selected L'Oliveto at Club Montecchio because we wanted 3 bedrooms and baths and proximity to Siena and we were impressed with the positive reviews. We have stayed at other villas in Italy and Europe but never for four weeks. It is a beautiful sitting; the villa is beautiful and spotless; it has a massive pool which is cleaned frequently; the villa kitchen is equipped with everything you need; the town of Castelnuovo Berardenga is five minutes away with a lovely old town, restaurants, gym, grocery store, butcher, wineries, and lovely welcoming people. Even closer there are two small beautiful old villages (Villa a Sesta and San Gusme) with a number of wonderful restaurants and all the charm of Tuscany. What sets Club Montecchio apart, however, more than the endless wine, olive oil etc, is the concierge service and particularly the host James. There are so many day trips to towns, sites, wineries one could take how does one decide: email James and Rita. James will tell you which chef to hire, which winery to see, which restaurant to go to and Rita will make the reservations. We went to Florence, Pisa, Lucca, San Gimignano, Montepulciano, Cortona, Montelupo, Gubbio, Colle di Valle d'Elsa, Siena and so many other great towns all from our lovely home base with advise an email away. Rita and James even arranged for a fantastic Palio experience in Sienna. The concierge service saved us time, money and the stress of stumbling for the answers ourselves...invaluable! If you have the opportunity to visit Club Mintecchio do it!

  • Submitted: Sep 7, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
Owner's Response: th & George were so good to work with, because they trusted us for recommendations, and hence we were able to give them the benefit of having lived in this special place for 15 years. They made full use of our complimentary Concierge service, and we loved it. Do come again folks!
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Lovely spot in Tuscany! We wouldn't stay anywhere else!

  • 5 of 5

We couldn't be more pleased with our recent stay at Club Montecchio. We LOVED the surrounding area and the proximity to Siena and San Gusme. Our rental was clean, spacious and had everything we needed. We loved the free wine and alcohol provided during our entire stay and the welcome basket was VERY generous. The outdoor area is very cozy and private with lovely olive trees, a hammock and outdoor bbq and dining table. The kids had plenty of room to run and play and the views were spectacular. We will definitely be back. Wonderful property, James. Thank you!

  • Submitted: Jul 31, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
Owner's Response: Ursula and family travel regularly, and have their own family vacation home in the US, so we are delighted that they found Oliveto up to their exacting standards. They clearly appreciated the priority that we gave to privacy, in designing and planning the layout of our rental villas, each with it's own large garden. We want to offer better quality in our rental villas, with the emphasis on generous hospitality, rather than price, as that is what we look for, when we plan rental vacations for ourselves. It is a joy when guests "get it"! Do come back Ursula, as you are sure of a warm welcome.
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Beautiful and peaceful

  • 5 of 5

We had a wonderful visit in a tastefully decorated and immaculate Tuscan villa. It was everything we had hoped for and more. The welcome basket included tasty Italian delicacies and there was a cold bottle of Prosecco waiting for us in the fridge! Linens and towels were changed midweek, toys were brought for our youngest and there really was as much wine as you could drink. Follow the suggestions for restaurants - we did and were not disappointed. I highly recommend Club Montecchio.

Date of arrival

02 July 2016

  • Submitted: Jul 27, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: It is still a joy when guests recognise the "extras" that we provide, as we believe strongly that there are people who appreciate "value" over just "price". That is why we provide our huge Welcome Hamper on arival, and stock our villas with all imaginable staples(toilet paper and bathroom toiletries, through to wood and matches for fireplaces), so that guests do not have to go shopping immediately on arrival, rather they can enjoy the free housewine and prosecco! We also provide free Concierge to help guest pre-plan their tours, cookery classes etc, and once again, they can just enjoy their time in our special place. Thank you Cree, for noticing!
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Incredible five nights in Tuscany

  • 5 of 5

From the moment we arrived, our stay at L'Oliveto was magical. Everything was as advertised on-line. The accommodations were great, the furnishings were beautiful, and the welcome basket was bountiful. We were fortunate that the owner's, James and Penny, were on-site to greet us. They were very gracious and full of wonderful suggestions for sightseeing and dining. We enjoyed excellent meals in the surrounding hill towns, visits to local wineries, and always looked forward to returning to our wonderful villa. It was a relaxing stay between our visits to Rome and Florence. Our only regret is that we only had five nights. We will remedy that next time.

Date of arrival

14 April 2016

  • Submitted: Jul 24, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
Owner's Response: Owner's Response: What a joy it was to have James and group with us, and we'd love for them to return. They are experience travellers, who travel together regularly, and had planned a month long progarmme to see something of the best of Italy, and, in truth that is what it needs, because there is so much to see and experience. If you can't allow that much time, then better to concentrate on one or two places. Obviously we'd like Club Montecchio and Tuscany to be top of the list, because we really enjoy helping our guests to get the the insider's view of this magical area.
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Perfect Stay in Tuscany

  • 5 of 5

We rented the Oliveto villa for one week and it was perfect for us (two couples). We were welcomed by beautiful music playing and by Cristina, who gave us a thorough orientation. James came by a few minutes later to make sure we had everything we needed and make suggestions for wineries, restaurants and places not to be missed. We drove in from Le Spezia and arrived at 6pm, so the welcome basket, full of provisions for dinner, breakfast, lunch and snacks was a much appreciated touch! Lovely bottles of wine were plentiful to enjoy sitting outside watching the sunset. The villa was centrally located and we were able to make day trips to Siena, San Gimignano, Montalcino, Pienza and Montepulciano. We worked with Rita, the concierge, to take cooking lessons with Emily. She came to the villa with all the ingredients, equipment and skills to teach the four of us how to prepare a delicious Italian meal. We are grateful to James and his entire staff for their hospitality! We would return in a heartbeat!

  • Submitted: Jul 24, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
Owner's Response: Owner's Response: This lovely group of guests arrived at Club Montecchio as part of of well planned tour of some of the best parts of Tuscany. It is a joy to read that they found Montecchio "as advertised" ie in a central location and ideal for day trips to the "must see" towns and villages; within easy reach of top notch eateries and famous wineries; supplied with a generous welcome hamper of quality foods and treats to forestall the need to go shopping on arrival; with continuous supplies of top quality housewine and a well stocked cocktail tray; in short all that is essential for a taste of la dolce vita! Our complimentary Concierge provided by a 5 star hotelier, is just another thing that we provide to be sure guests get the most out of their time with us, by allowing them to plan visits, tours, restaurant bookings ahead of time.
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Wilmington, NC USA

Our hme away from home in Tuscany!

  • 5 of 5

This was our third stay at L'Oliveto and our fourth at Montecchio. We love our time at this beautiful estate nestled inside the beautiful Villa Arceno property. The pictures posted on the Internet are truly what you get plus they do not show all the extra perks. The lovely linens, the wonderful concierge service by Rita, the cleanliness of the property thanks to Christina, and the pool and gardeners ho keep the exterior pristine . Over the years James and Penny have become friends and we so appreciate all the assistance they give us in finding new places to explore and restaurants to add inches to our waists! We are already planning our next visit. We will go back to our two month stay as a week is never enough time at Montecchio. We loved our cooking class with the Man from Chianti, not sure he knew what to think of us when we started smearing his great melted chocolate on each other like children! We have made so many special memories here and have enjoyed sharing the villa with family and friends. The highlight of this trip was the food and wine festival in CB and finally getting to see the wonderful villa I have only been able to look at through the gate. Loved visiting with old friends at the Corner Bar every morning for coffee and croissants. The two college girls refused to let a morning pass without a stop here. They stole my heart from that moment! The only thing missing was the delightful company of James and Penny and the beautiful Gaja. RIP Abby as you will always be missed. If you are considering a trip to Tuscany look no further. We are world travelers and expect only the best. You will not be disappointed.

Reviewer location

Wilmington, NC USA

Date of arrival

28 May 2016

  • Submitted: Jul 23, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much Helen! It is always a huge compliment when guests chose to return, and even more so when they become "regulars" and we are anle share with them our passion for this special corner of Tuscany, and the community that we are privelged to be part of. Helen has been so regularly, and for long enough, to know how to get the best out of time spent here; becoming part of the daily life, getting to know our wonderful open hearted Tuscan neighbours. An extended stay nect time round will be an event thst we plan our diary around; such good friends have we become with Helen and family.
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Nearest Airport
100 Kilometres
Florence and Pisa
Nearest Barpub
2 Kilometres
Sira & Remino in San Gusme
Nearest Ferry
140 Kilometres
Nearest Golf
35 Kilometres
La Bagnaia in Val di Chiana
Nearest Train
20 Kilometres
Nearest Motorway
7 Kilometres
Siena-Arezzo Highway; Castelnuovo Berardenga exit
Nearest Restaurant
2 Kilometres
La Porta del Chianti in San Gusme for fish
Nearest Ski
145 Kilometres
Nearest Beach
100 Kilometres
Punta Ala and Castigline Del Pescaia
Car: necessary

Go-Karting, Thermal Spas, Shopping-Designer Outlets, Wine Tours,Cookery Schools.


Rates & Availability

Castelnuovo Berardenga Villa Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
Spring Season
Apr 22 2017 - May 12 2017
7 night minimum stay
Mid Season
May 13 2017 - Jun 16 2017
7 night minimum stay
High Season
Jun 17 2017 - Sep 1 2017
7 night minimum stay
Mid Season
Sep 2 2017 - Sep 22 2017
7 night minimum stay
Autumn Season
Sep 23 2017 - Oct 27 2017
7 night minimum stay
Low Season
Oct 28 2017 - Nov 15 2018
5 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $582.13

Rates include luxury Welcome Hamper(enough food for first couple of days), free Cocktail Bar, unlimited free top quality Montecchio House Wine & Olive a Oil, ALL energy costs, all daily consumables(everything from toilet rolls to tissues and candles for the dining table), clean & change of linens(inc pool towels) every 3-4 days, free 5 star Concierge supplied by local hoteliers, free WIFI.
Daily rates exclude Welcome Hamper; available for £150.
We accept children over the age of 12 years only.
Well behaved dogs welcome, if pre-advised.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.

Enter dates for accurate pricing


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