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This property has multiple rentals

James Benfield

Member since: 2008
Speaks: english, french, german, italian

CLUB MONTECCHIO - all inclusive rates; 2 lux villas, lge pool,views, wine estate - L'Oliveto

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

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Siena Area Villa Rental Photos and Description

Villa on wine estate w 2 Lux homes,lge pool,housekeeper,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 mFREE 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 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 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 Double with ensuite shower room *Four-poster ground floor Double with ensuite full bathroom *Twin with iron bedsteads,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
  • not suitable for children
  • pets considered
James Benfield (Owner)
Member since: 2008
Speaks: english, french, german, italian

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 jet set 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, Perugia, Orvieto, and many more 'must see' places,

- and most important for '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.

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. Each house has a separate outlook, private garden, and segregated parking pergola.

Both rental houses were designed and furnished in the same style as our own place, filled with pieces of art & furniture from our own collections, and the kitchens equipped to professional standards.

The result, we think, is two comfortable Vacation Villas, that feel 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 on which local retaurants are 'hot' currently, to where to park safely & legally in Florence|!


based on 61 traveler reviews

average rating of 4.9836063 based on 61 reviews
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
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Wilmington, NC USA

Our home 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.

  • Submitted: Jun 25, 2016
  • Stayed: May 2016
  • Source: 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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Mercer Island, WA

L' Oliveto! A PERFECT home for our reunion

  • 5 of 5

Thank you, James! Our stay at Club Montecchio exceeded our already high expectations. Your attention to every detail of comfort *were greatly appreciated by THIS weary traveler as a follow up to a 2 week bike trip. Christina is an angel, providing us with a lovely welcome basket including everything we needed for our first dinner. Your instructions were comprehensive and the restaurant recommendations were spot on. Josephine, our favorite waitress at Villa a Sesta, has made us honorary godparents to her anticipated bambino (a). Club Montecchio is the perfect home for exploring the many hill towns, restaurants and historical sites in the area. Oh - I forgot to mention the wineries. Well, we may have had a few TUDs (totally unnecessary drinks), but they only enhanced our ability to dance.

On a more serious note, I have already sung the praises of Club Montecchio to my friends here in Seattle. My sister and brother-in-law from Boulder, CO and my brother and sister-in-law from Northern Virginia join me in thanking you for sharing your special piece of heaven with us.

* Just a word about the comfort - The bedding, toiletries, dishes, etc were on par with a 5 star hotel. The grounds, gardens and outdoor furniture were comfortable and inviting, in spite of the rather unsettled weather we experienced. Thanks for providing umbrellas!!

Ciao! Linda B, Mercer Island, WA, USA

  • Submitted: May 29, 2016
  • Stayed: May 2016
  • Source: HomeAway
Owner's Response: Wow Linda, I loved reading your review,p and it is true that we try very hard with the "details", but this review is so beyond what we deserve........and now we have to try and live up to it! Thank you, thank you! We know we are blessed with Cristina, who was in charge for your vist(we had to b in UK), Plus you are right, we are very centrally located in Tuscany, and in an amazingly beautiful wine the supply of TUDs never runs out! Please come again, so that we can meet! James
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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.

  • Submitted: Apr 27, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
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: Apr 17, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
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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An amazing find in Tuscany! Perfecto!

  • 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: Apr 11, 2016
  • Stayed: Mar 2016
  • Source: 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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Nearest Airport
100 Kilometres
Florence and Pisa
Nearest Barpub
2 Kilometres
Sira & Remino in San Gusme
Nearest Ferry
165 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, Casale Montecchio, which houses 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:
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Rate Period Nightly Weekend Night Weekly Monthly Event
High Season
Jun 18 2016 - Sep 2 2016
7 night minimum stay
Mid Season
Sep 3 2016 - Sep 23 2016
7 night minimum stay
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 $549

Wkly rates include 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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Siena Area Villa Accommodation and Amenities

Property Type:
  • villa (terraced)
  • Guests provide their own meals
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
  • 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
  • Beach Chairs
  • Beach Towels
  • Bicycles
  • Deck / Patio
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Patio
  • Porch / Veranda
  • Tennis ...
  • Terrace
  • Unscreened Porch / Veranda
  • 6 garden chairs
  • 8 beach chairs
  • Long-term Renters Welcome
  • not suitable for children ...
  • pets considered
Pool / Spa:
  • Communal Pool ...
  • Outdoor Pool
Onsite Services:
  • Concierge
  • Housekeeper
  • Massage
  • Private Chef
  • Staff
  • arboretum
  • autumn foliage
  • churches
  • forests
  • live theater
  • museums
  • 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
Luxury 'welcome hamper' of top quality local speciality food & wines supplied on 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), most 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. 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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