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CLUB MONTECCHIO - Countryhouse living, free housewine, cocktails, privacy, views - L'Oliveto

66 Reviews
Bedrooms 3
Property type villa
Minimum Stay 5 - 7 nights

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Minimum Stay
5 - 7 nights


Castelnuovo Berardenga Villa Rental Photos and Description

Luxury Villa on wine estate,lge pool,housekeeper, free housewine,cocktails,wifi


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

Our 'FULLY INCLUSIVE' weekly RATES cover: a generous WELCOME HAMPER of speciality foods & wines from top quality local suppliers(more than enough for the first weekend's catering needs), PLUS as much FREE Montecchio HOUSE WINE as you wish, throughout your stay. Our FREE COCKTAIL BAR of branded spirits and local liqueurs such as Limoncello is also kept stocked throughout your stay.

Our 5 star CONCIERGE SERVICE is provided by local boutique hoteliers, who help with everything from booking the best restaurants, to fixing a cookery class or even a massage, onsite at Montecchio!

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 Montecchio's own Olive Oil!).

Baby Cots/Cribs with linens, and High chairs are available free of charge, where required.

Indoor & Outdoor Games, as well as Pool Toys for the Large Pool (19m x 6m , shared, open 01/05-31/09); DVD, Video & CD libraries offering a wide choice; FREE WiFi in all houses.

The result, we think, is 2 Comfortable Vacation Villas, that really feel 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), picturesque towns such as Gaiole, Radda, Panzano, Greve etc.

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

More Details

Details for L'Oliveto 3 Bedrooms, Sleeps 6, 3 Bathrooms

A spacious Three Bedroom south-east facing house with spectacular views across the estate's olive groves and woodland towards Monte Amiata and the Appenines. Sleeps 6.

*Large ground floor King Double with ensuite shower room

*Ground floor King Double with ensuite full bathroom

*Twin with ensuite shower room, and first floor views towards Monte Amiata

*Large first floor saloon/lounge, with magnificent 'hammer & anvil' beamed ceiling

*Front door opens into large Tuscan style kitchen-dining room

*Utility room with washing machine,ironing board and safe

*Large terrace & covered pergola, ideal for breakfasting outside, as the sun rises

*Hammock under trees in private garden

  • Long-term Renters Welcome
  • pets considered

James Benfield
Member since: 2008
Speaks: english, french, german, italian
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 21, 2016
Call Owner

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.

We 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 travel, we needed something exceptional, in a beautiful setting, away from the developed centres of tourism.

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.

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|!


based on 66 traveler reviews

average rating of 4.9848485 based on 66 reviews

This Is A Very Special Rental

  • 5 of 5

We recently spent two weeks at Il Prato, celebrating our 15th wedding anniversary. Our trip to Tuscany has been two years in the makings. We wanted to find "the" perfect place." We found it at Club Montecchio - Il Prato Villa! The location and actual property are both outstanding!!

James and Penny have put quality and comfort first and take the time and make the effort to check that all is OK. James provided us with help on the best places to eat, places to visit, and the best way to get there. Penny delivered fresh figs a number of times too! Rita was extremely helpful whenever we asked for advice or help with bookings for excursions, taxi service, etc. She is a consummate professional.

The property has everything you need. It really is a home away from home! Several top quality restaurants are just a few miles away, including one with a Michelin Star.

The welcome package was more generous than expected, and it was nice to have the complimentary wine replenished every day!

We would love to return to Tuscany some time soon and would look no further than this property for our stay.

  • Submitted: Oct 8, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
Owner's Response: We love it when guests really appreciate the "extras" that we provide, like the free house wine and the huge Welcome Hamper. Shannon(and David) also put a lot of effort into planning the time in Tuscany ahead, working with our professional 5 star Concierge, that they really made the most of their time with us. Many of the best and most exclusive places(restaurants, wine tours, cookery classes etc) and we strongly recommend booking before you arrive, to be sure you have the best for your vacation.
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Lovely Tuscan Country Accommodation!

  • 5 of 5

As this was our first trip overseas to Europe, we wanted to vacation in style while relaxing and seeing as much as we could see. Club Montecchio is the perfect distance from all our favorite cities, Montalcino, San Gimignano, Montepulciano and Siena. James and Penny were lovely. We treasured the fresh figs for breakfast and the generous welcome basket and spirits which we enjoyed daily! We loved the games outside with the children and the fireplace at night. Thank you for sharing your home with us. Blessings to you on your future travels and adventures!

  • Submitted: Sep 27, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
Owner's Response: Jennifer and family really set out to make the most of their first time in Italy/Tuscany, by planning ahead, and working with our professional 5 star Concierge, to book the best places and tours. They also made full use of the Villa and it's facilites, particularly the indoor and outdoor games, the large pool, hammock and spacious garden. Come back next year Jennifer, as it will be our last!
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Returning after 10 years

  • 5 of 5

We were last in L'Oliveto ten years ago and it must still be one of the best holiday houses we have had. The position, in the huge Arceno estate, is magnificent and the welcome basket was enough to keep the three of us going for much of the week. It is beautifully equipped and there is a very helpful book listing the best shops and restaurants. Everything has been thought out so well that you would have to be a very difficult customer to please if you found fault with anything!

  • Submitted: Sep 5, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
Owner's Response: It is such a joy when guests return, especially when we live up their memories of us. Our generous Welcome a Hamper, complimentary house wines, free cocktail bar etc are intended to make guests feel at once "at home", without the worry of having to rush to the shops on arrival. Jane and family would be most welcome back!
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  • 5 of 5

Wow, what an amazing place! We just finished two weeks at Club Montecchio with our two small children and had such a wonderful stay here, James and Rita did an absolutely amazing job helping us plan our visit, from local restaurants, kid friendly activities, even organizing a cooking class -which was amazing as well! L'Oliveto was the perfect place for me and my family, pool was amazing, grounds, layout, rooms, really just everything! This is the first of many trips to Club Montecchio! Thank you!

  • Submitted: Jul 28, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
Owner's Response: These lovely guests clearly enjoyed what we offer - Country House living in one of the most beautifu settings in Tuscany, with Complimentary Concierge, free Cocktail Bar and continuous supply of quality House Wine; we don't want our guests to have to worr about anything, not even the local Visitors' Tax, which we pay for them!
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Club Montecchio was absolutely spectacular

  • 5 of 5

Montecchio was an amazing experience for my wife and I and are two kids. I highly recommend it for a great Italy/Tuscany experience - food, wine, enjoyment, history, and more. For us, three things stood out - the house & grounds, the broader location, and the services. Starting with the services, we had a full time concierge who was fantastic. She had booked great places prior to our arrival, balancing travel, good food, relaxation, etc - is was the perfect balance. And as some of our plans changed, she was readily available. In terms of the place, the house and surrounding greats were simply amazing. The house is beautiful with all the necessary supplies, and the yard, wildlife, and pool were fantastic. Upon approaching the villa, you drive through a long road surrounded by Cypress trees. The location was great...Montecchio is within 10 minutes drive to 3 great villages all of which have great restaurants including michelin star high end ones and more casual settings. Further, there is a really good winery literally within a 5 minute walk of the house, highly recommend this. You are in the heart of tuscany with many great wineries very close by, and being less than 30 minutes from Siena was a major selling point for us. If you are visiting Italy and want a brilliant experience with all that Italy has to offer, stay here - you won't be disappointed.


  • Submitted: Jul 28, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
Owner's Response: Thank you so much Ryan! You really have summarised exactly why we bought Montecchio 15 years ago! We are spoilt foodies, who have been fortunate enought see many beautiful parts of the world, and Montecchio, in it's setting, on the highest point of an historic wine estate, compares with anywhere. We offer our guests the opportunity to share our "dolce vita" for a time, and you clearly made the most of it. Thank you for realising that Rita, who provides our Complimentary Concierge, really is 5 star! Do come again! James
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Outside Albany New York

4 weeks at L'Oliveto

  • 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: Jul 15, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
Owner's Response: Beth & 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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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.


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
Autumn Season
Sep 24 2016 - Oct 28 2016
7 night minimum stay
Low Season
Oct 29 2016 - Dec 9 2016
5 night minimum stay
Festive Season
Dec 10 2016 - Jan 6 2017
7 night minimum stay
Low Season
Jan 7 2017 - Apr 21 2017
7 night minimum stay
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 - Dec 15 2017
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Fees No additional mandatory fees
Refundable damage deposit $543

Weekly rates include huge luxury Welcome Hamper, free Cocktail Bar + 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 WiFi.

Daily rates do not include Welcome Hamper; available for supplement of €100.

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

We accept children over 12 years of age.

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

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
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Castelnuovo Berardenga Villa Accommodation and Amenities

Property Type:
  • villa (terraced)
  • Catering available
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Included
Floor Area:
  • 140 m²
Location Type:
  • Mountain
  • Rural
  • Away From It All
  • 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
  • Bathroom robes/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 2 - 1 double
    Bedroom 3 - 2 twin/ single , May be made-up as Double
  • Bedrooms are tastefully furnished with antique and local country furniture,and have beautiful antique 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
  • pets considered
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
Huge luxury 'welcome hamper' of top quality local speciality food & wines supplied for bookings of week plus; complimentary cocktail tray and Montecchio house wine & olive oil throughout stay, all energy costs included(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 stay, cleaning and change of linens every 3-4 days. Nespresso machine with free supply of capsules throughout stay. 5 star complimentary concierge service supplied by local hoteliers. Generously equipped inside and out, 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. The Villa's Outdoor Games include a selection of games, such as badminton, skittles boules etc.

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