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CLUB MONTECCHIO - Luxury Villa- Welcome meal, Wine, Cocktail Bar - All Included!

Bedrooms 3
Space 1,506 sq. ft.
Property type villa
Minimum Stay 4 - 7 nights


About the property

Luxury Vacation Villa, v.private, 3 ensuite bedrooms, stunning views, large pool


Mainly because the area has so much to offer that we hope guests want to visit more than once. But also because we offer so much more than a regular 'self catering' rental; "home from home" luxury, with lots of extras & treats. More detail on our own website

Our 'FULLY INCLUSIVE' weekly RATES cover: complimentary WELCOME DINNER at our favourite osteria, a huge WELCOME HAMPER of speciality foods & wines from top local suppliers(more than enough for the first weekend's catering needs), PLUS UNLIMITED FREE Club Montecchio HOUSE WINE throughout your stay. Our FREE COCKTAIL BAR of branded spirits and local liqueurs is also kept stocked during your stay.

Our 5 star CONCIERGE SERVICE, provided by local boutique hoteliers, helps with everything from booking the best restaurants, to fixing a cookery class, or even a massage onsite at Club Montecchio! More detail on our own website

ALL ENERGY COSTS are included - very expensive in Italy! ; all linens & towels are included(inc pool) with cleaning and change of linens every 3-4 days, and at end of stay; we provide a continuous supply of Fragonard bathroom toiletries and daily consumables (everything from dishwasher tablets to Club Montecchio's own Olive Oil!).

Indoor & Outdoor Games available, as well as Pool Toys for the Large Pool (19m x 6m , shared, open 01/05-31/09), in addition to DVD, Video & CD libraries offering a wide choice, and FREE High Speed WIFI.

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 located centrally in Tuscany, within easy reach of the main 'must see' destinations of Siena(20mins drive), Florence, San Gimignano, Arezzo, Cortona, Montepulciano and Montalcino(all around an hour). Further afield, but still easily accessed by autotstrada/highway are Pisa, Perugia, Orvieto, Bologna and even Rome.

What's more the Chianti Way(Chiantigiana) runs right past the Villa Arceno estate's front door, leading up into the Chianti, and all it's famous wineries(Felsina, San Felice, Brolio, Capannelle, Badia e Coltibuono, Castello di Ama etc), as well as picturesque towns such as Gaiole, Radda, Panzano, Greve etc.

But there is no need to roam afar, as Club Montecchio is surrounded by many beautiful and historic hillside villages, all worth visiting, and usually with bars and good restaurants.

More Details

Property Manager
James Benfield
Member since: 2008
Speaks: english, french, german, italian
Response time:
Within a few hours
Response rate:
Calendar last updated:
July 28, 2017

About James Benfield

Montecchio is home in Tuscany to James and Penny Benfield, where we spend half of the year, and which we enjoy sharing with guests. To get a feel for this, do call James on his cell phone (UK code +44) 7879476002.

Penny & James had the great good fortune to 'fall over' the best spot on the highest point of the beautiful Villa Arceno wine estate, when contemplating the right place for a vacation home. After 30 years of living in Central London, and spoilt by a corporate lifestyle with lots of pampered travel, we needed something exceptional, in a beautiful setting, away from the developed centres of tourism.

If you want to know more, do call James on his cell phone (UK code +44) 7879476002.

James Benfield purchased this villa in 1998

Why James Benfield chose Siena Area

Because it's a 'little piece of paradise' :

- off the tourist 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 and easy 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 & quality wineries. There is a lot more detail on our own website

What makes this villa unique

"HOME FROM HOME" with 5 star standards of comfort and luxury; Countryhouse style & living with hospitality to match.

Because we controlled the renovation of the large Tuscan farmhouse from the very beginning, we were able to develop the property with the emphasis on privacy. As a result, Montecchio is made up of PROPER HOUSES, and NOT APARTMENTS, as would be the norm in Italy. Villa L'Oliveto has it's own outlook, private garden, and segregated parking pergola.

Villa L'Oliveto was designed and furnished in the same style as our own place at Montecchio; it was filled with pieces of art & furniture from our own collection. The kitchen was generously equipped to professional standards.

The result, we think, is a comfortable Vacation Villa, that feels like 'Home from Home', from the moment that you walk through the front door.

All this plus the owners' in-depth knowledge of the area, and it's amenities, with the 'inside track' on everything from which local retaurants are currently "hot", to where to park safely & legally in Florence|!

Discover more on our own website


San Gusmè Villa Accommodation and Amenities

Property Type:
  • villa (terraced)
  • Catering available
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Included
Floor Area:
  • 1506 sq. ft.
House Rules:
  • Max. occupancy: 6
  • pets considered
Location Type:
  • Mountain
  • Rural
  • Away From It All
  • Family
  • Historic
  • Luxury
  • Tourist Attractions
  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Bottled Water
  • Ceiling Fans
  • Computer Available ...
  • Fireplace ...
  • Firewood
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Room ...
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Mosquito Magnet
  • Paper Towels
  • Parking ...
  • Parking Off Street ...
  • Safe
  • Shampoo
  • Sunbed
  • Toilet Paper
  • Towels Provided ...
  • Tumble Dryer ...
  • Washing Machine
  • Wireless Internet ...
  • 4 Ring Stove
  • Blender
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet , shower
  • Bathrobes/dressing gowns supplied. Fragonard toiletries supplied throughout stay. Towels(inc pool towels) are changed every 3-4 days.
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king
    Bedroom 3 - 2 twin/ single , May be made-up as Double
    Bedroom 2 - 1 king
  • Bedrooms are tastefully furnished with antique and local country furniture, and have ceiling fans (very effective if needed at the height of the summer), with additional floor standing fans as required.
  • Audio Tape Player
  • Books ...
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player ...
  • Games ...
  • Games for Kids
  • Music Library ...
  • Radio
  • Satellite / Cable ...
  • Stereo ...
  • Television
  • Toys ...
  • VCR
  • Video Library
  • Beach Chairs
  • Beach Towels
  • Bicycles ...
  • Deck / Patio ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Patio
  • Porch / Veranda
  • Tennis ...
  • Terrace
  • Unscreened Porch / Veranda
  • 2 bicycles
  • 6 garden chairs
  • 8 beach chairs
  • Long-term Renters Welcome
Pool / Spa:
  • Communal Pool ...
  • Outdoor Pool
Onsite Services:
  • Concierge
  • Housekeeper
  • Massage
  • Private Chef
  • Staff
  • arboretum
  • autumn foliage
  • churches
  • forests
  • live theater
  • museums
  • pond
  • restaurants
  • water parks
  • winery tours
Leisure Activities:
  • bird watching
  • horseback riding
  • outlet shopping
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • mountain biking
  • swimming
  • tennis
ALL INCLUSIVE RATES COVERING: -Complimentary Welcome Dinner at Osteria Alla Villa, our favourite! Huge luxury 'welcome hamper' of top quality local speciality food & wines for bookings of week plus; complimentary cocktail tray, house wine & olive oil throughout, all energy costs i(inc logs for fires, charcoal for bbq), all linens supplied(inc pool towels), daily consumables supplied (washing powder, dishwasher tablets etc), Fragonard bathroom toiletries throughout, cleaning and change of linens every 3-4 days. - Nespresso machine - capsules supplied throughout stay. - 5 star complimentary concierge service by local hoteliers. Generously equipped throughout to allow guests to entertain friends & visitors. The garden has an ample provision of teak furniture, sun loungers and outdoor mattresses, as well as a large hammock, under the trees. Two bikes are available for use by guests. Outdoor Games including badminton, skittles & boules. More detail/photos on


Exceptional! 5/5 -
(92 traveler reviews)

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CLUB MONTECCHIO - Luxury Villa- Welcome meal, Wine, Cocktail Bar - All Included!
average rating of 4.9891305 based on 92 reviews

Club Montecchio

  • 5 of 5

We were so happy to be able to return to Oliveto at Club Montecchio after 8 years. We spent a month relaxing and sightseeing. This villa is wonderful with 3 bedrooms and 3 bathrooms with lots of indoor and outdoor space. James and Penny are extraordinary hosts. They go above and beyond to make you feel at home with all their extras. We would highly recommend this villa if you are looking for a getaway.

  • Submitted: May 29, 2017
  • Stayed: Apr 2017
  • Source: HomeAway
Owner's Response: We get an extra kick out of welcoming returning guests, and we wre fortunate that most of our business is with repeat customers! Kris & Mike came back after 8 years, so their first stay must have left them with good memories ; they even brought family members and friends, to introduce them to Club Montecchio. They seemed to appreciate the additional items that we have added to the Welcome Hamper over the years - it is certainly enough to get guests through the first weekend of a vacation, and means there is no need to rush to the shops that first evening. That plus the unlimited House Wine, and fully stocked Cocktail Bar, allows guests to feel truly "home from home" on arrival. Don't leave it so long next time, Kris & Mike!
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Amazing family vacation !

  • 5 of 5

James and Penny have created a Tuscan experience that went far beyond our wildest expectations. Such a beautifully appointed and equipped home in an incredible setting.

I feel as though we were their personal guests. It was so nice of James to call both with directions and to just check on things.

Christina was fantastic catering to our needs and We enjoyed our interaction with the gardener as well.

I hope to return.

Thanks James & Penny

The wine......luscious !

  • Submitted: Jul 27, 2017
  • Stayed: Jul 2017
  • Source: VRBO, from HomeAway
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Heaven in Italy

  • 5 of 5

This was our third stay at Montecchio - we love it so much. Just knowing that literally everything we could want or need is in the house or available from Christina, the lovely housekeeper, makes this such a special place to stay. The welcome hamper kept us fed for a day or two meaning we didn't need to shop and having the 'concierge service' to help organise things has been brilliant. I can't recommend Club Montecchio highly enough. The kids had a ball with enough toys and DVDs for those hot, lazy afternoon siesta times and the fabulous pool for swimming. So many gorgeous medieval towns within easy drive and I love my early morning runs around the estate. This is the sort of home form home that provides an amazing base for exploring Tuscany but equally could be a place you go to hide from the world for a while!

  • Submitted: Jul 17, 2017
  • Stayed: Jul 2017
  • Source: HomeAway
Owner's Response: It really is a big compliment when former guests return to Club Montecchio, and we are lucky to have so many who do! Our beautiful location and setting in the Villa D'Arceno wine estate, surrounded by pretty hilltop towns, and within easy reach of "must see" towns like San Gimignano and Siena all help of course! So too do the professionalism of our full time housekeeper, Cristina, and 5 star Concierge Rita, in allowing us to offer lots more than most self catering vacation villas. Thank you Reniera for coming back - we hope to see you again soon!
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Golden wedding celebrations at Club Montecchio !!

  • 5 of 5

We have rented vacation properties in Europe and the Caribean . We chose to return to Montecchio with our family to celebrate our 50th wedding anniversary .After 50 years we deserved the very best of every thing !!! James and his staff made sure we were not disappointed. .

Booking was easy .The property is set within olive groves and vineyards .The description of the property is accurate , the facilities are first class, and are beautifully maintained .The large pool was welcome in the hot humid weather .

The luxurious welcome food hamper was a bonus for jet lagged travelers , the open bar and daily free wine supply were much appreciated !

The icing on the cake is the seemingly effortless local concierge help from Rita and the cheerful daily maid service from Christina. Rita arranged an insider's visit to the Palio ceremonies and could probably arrange a fly by of pink elephants at short notice !.

In short Club Montecchio sets the gold standard for vacation rentals

We would return any time and recommend it to any one seeking a 5* plus holiday .

  • Submitted: Jul 14, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
Owner's Response: We were quite overcome by your lovely e-mail, with it's most generous feedback on your Golden Wedding celebrations at Montecchio; thank you so much! After nearly twenty years there we still cannot quite believe our good fortune at having discovered such a special place, which seems only to get better as the years pass. Sharing it with nice people has been part of our thinking in the rental activity, and it has paid it's dividend in allowing us to meet so many charming people. We always see it as a compliment when former guests return, and even more so when it is for a big event. If we played a small part in ensuring that Club Montecchio was a good choice, then we are delighted. For sure we enjoyed having you back with us, and hope we will see you again!
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Tranquil Tuscany

  • 5 of 5

We loved our time at this villa. There were six of us in total (2 young children) and it was ideal for all ages. The estate on which it is set is magnificent - we did a lot of walking and running in the area. It is centrally located for access to some quaint surrounding villages and Sienna a little further away. Extremely well equipped and clean and comfortable. The pool and hammock were a highlight for the children and we found James and Christina incredibly helpful and willing to assist. Would recommend to anyone looking for a peaceful Tuscan experience.

  • Submitted: Jun 28, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
Owner's Response: It was a real pleasure to have young couples who really appreciated just how beautiful the historic Villa D'Arceno wine estate is, and how much scope for hiking, running and biking it's iconic cypress alleys, and manicured vineyards offer. Our location in the southern Chianti is surrounded by numerous ancient hilltop villages, many with good restaurants and friendly bars; Siena is just 20 minutes drive away, and many must see cities like Florence, San Gimignano, Cortona and Arezzo about an hour. As Laura found, we love sharing our local knowledge to help guests get the most out of their time at Club Montecchio.
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without question a 5 * property with 5 * service

  • 5 of 5

This was our 5th visit to Montecchio and as magical as the first time. James and Penny have thought of everything to ensure every comfort and are extremely good hosts with lots of recommendations for nearby places to visit.

Montecchio is a tranquil place where you can really relax and enjoy the immediate surroundings, lots of birdlife (during our stay 33 species were seen from the villa). We also saw wild boar on the estate!

Whether you like to cater in or eat out there is lots of choice and if you have a real interest in cooking then we thoroughly recommend a cookery day with Andrea (amanfromchianti), great fun!

We will definitely return to Montecchio, it is a family favourite and one we can't get enough of!

  • Submitted: Jun 18, 2017
  • Stayed: May 2017
  • Source: HomeAway
Owner's Response: Thank you so much Clare for returning to Club Montecchio once sgain, and for a most gracious and generous review! We really enjoy sharing what this special little part of Tuscany offers, especially when guests invite our input. The Villa Arceno wildlife is nature's extra gift, and an added treat for those, like you, who appreciate it. We are particularly pleased that the "slow food" tour and cookery class with Andrea Anichini worked out so well. As "A Man from Chianti" he has a depth of knowledge about the food and wine of the Chianti that is rare, and he just loves to communicate it! Do come again; you know you will be most welcome!
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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 H'way- 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 Castiglione del Pesacaia
Car: necessary

In the heart of Tuscany, Club Montecchio is set in the historic Villa Arceno estate,to the north of the town of Castelnuovo Berardenga,at the southern end of the Chianti Classico wine region.The estate is 20 minutes drive from Siena,and 7km north of the Siena-Arezzo road.

The Villa is within easy reach of the historic cultural centres of Siena,Florence(1hr) & Arezzo(3/4hr),and is surrounded by famous name Chianti wineries(Brolio, Felsina, San Felice).

Castelnuovo Berardenga offers comprehensive food shopping, several restaurants, banks and other local services. Surrounding hilltop villages, San Gusme, Villa a Sesta and Montebenichi offer additional restaurants and bars.

Other Activities: Go Karting

Golf: Florence Golf Club Ugolino(1 hr drive) - open to non members.

More on our own website, and our Facebook page for Club Montecchio.


Rates & Availability

San Gusmè Villa Rental Rates

Rental Basis:
per property
Manager accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
High Season
Jun 17 2017 - Sep 1 2017
7 night minimum stay
Mid Season
Sep 2 2017 - Sep 22 2017
5 night minimum stay
Autumn Season
Sep 23 2017 - Oct 27 2017
5 night minimum stay
Low Season
Oct 28 2017 - Nov 17 2017
4 night minimum stay
Winter Season
Nov 18 2017 - Dec 15 2017
4 night minimum stay
Xmas/New Year
Dec 16 2017 - Jan 5 2018
7 night minimum stay
Winter Season 2018
Jan 6 2018 - Mar 30 2018
4 night minimum stay
Low Season
Mar 31 2018 - Apr 13 2018
4 night minimum stay
Spring Season
Apr 14 2018 - May 11 2018
4 night minimum stay
Mid Season
May 12 2018 - Jun 15 2018
4 night minimum stay
High Season
Jun 16 2018 - Sep 7 2018
7 night minimum stay
Mid Season
Sep 8 2018 - Sep 28 2018
7 night minimum stay
Autumn Saeson
Sep 29 2018 - Oct 26 2018
4 night minimum stay
Low Season
Oct 27 2018 - Nov 16 2018
4 night minimum stay
Winter Season 18/19
Nov 17 2018 - Dec 14 2018
4 night minimum stay
My Standard Rate
4 night minimum stay

Additional information about rental rates

Fees No additional mandatory fees

Weekly rates include Welcome Dinner at Osteria Alla Villa, huge luxury Welcome Hamper, free Cocktail Bar + Club Montecchio House wine & Olive Oil throughout stay, ALL energy costs (inc logs & charcoal), all linens(inc pool towels), daily consumables, Fragonard bathroom toiletries, clean & change of linens every 3-4 days, free 5 Star Concierge by local hoteliers, free High Speed WiFi.

Standard, monthly and daily rates do not include Welcome Dinner, our Club Montecchio Welcome Hamper and unlimited supplies for the Cocktail Bar, available for supplement of €400.

Saturday to Saturday bookings requested during peak season(July to mid September)

Well behaved dogs welcome, if preadvised at time of booking.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Contact Manager

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