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CLUB MONTECCHIO 2 Luxury Homes in Chianti Large Pool,great views - L'Oliveto

James Benfield

Member since: 2008
Call Owner
Enter your email address to view the phone number
Speaks: english, french, german, italian
Bedrooms 3
Property type villa
Minimum Stay 5 - 7 nights

James Benfield

Member since: 2008
Speaks: english, french, german, italian
Response time:
Within an hour
Response rate:
Calendar last updated:
April 21, 2015
Call Owner
Enter your email address to view the phone number
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

CLUB MONTECCHIO 2 Luxury Homes in Chianti Large Pool,great views - L'Oliveto

Bedrooms 3
Property type villa
Minimum Stay 5 - 7 nights


Castelnuovo Berardenga 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
  • children welcome
  • pets considered
James Benfield (Owner)
Member since: 2008
Call Owner
Enter your email address to view the phone number
Speaks: english, french, german, italian
Response time:
Within an hour
Response rate:
Calendar last updated:
April 21, 2015

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 Castelnuovo Berardenga

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|!

Why HomeAway

Bedrooms 3
Property type villa
Minimum Stay 5 - 7 nights
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 42 traveler reviews

Write a Review
average rating of 4.9761906 based on 42 reviews

Fabulous Villa in Tuscany

  • 5 of 5

Our stay in this villa was wonderful. My husband and I are seasoned travelers and this was one of our favorite venues. Not only did it look like an authentic villa, it was situated in the most beautiful setting, grape vines on one side, olive trees on the other and a vista that was breathtaking. The villa was immaculately maintained, and completely stocked. Not only was there everything we expected, there was also a welcome basket, a stocked refrigerator and as much wine as you could drink. Everything from the furnishings to the linens were top of the line. The villa is perfectly situated in Tuscany that, with a car, we were able to visit at least 12 magnificent hill towns as well as Florence (Firenze). Surrounding restaurants and hill town restaurants were unbelievably delicious. No need to speak the language, everyone is very helpful. The only thing I wanted from this site was more time. there.

  • Submitted: Nov 23, 2014
  • Stayed: Oct 2014
  • Source: HomeAway
Owner's Response: Pat & group's visit to Club Montecchio was during a period when Penny & I were at our UK home, so it is good to know that Cristina, our housekeeper, and Rita who provides our complimentary Concierge Service looked after them so well. We go to great lengths to get the details in the houses right for our guests, and it is great when they notice things like the quality of the linens right, and the generous provision of free top quality food and wine. Please come again Pat!


  • 5 of 5

The six retired teachers from Ontario, Canada thoroughly enjoyed their stay at Montecchio. If you are looking for a great retreat in the Chianti region of Italy, L’Oliveto is the perfect place. It is a three bedroom Villa with a kitchen that was extremely equipped, everything you could possibly think of or need. The welcome basket, wine, and spirits were plentiful, and offered a wide selection and authentic flavour of the area. We welcomed the hospitality of James and Penny, the owners of the Villa, whom went above and beyond to ensure all needs were met. The Villa was beautifully appointed with plenty of amenities, giving you a feeling of home. A friendly phone call from James was greatly appreciated to make sure everything was in order upon our arrival. Christina and staff were efficient, helpful, and friendly. They were always on top of their game, making sure the Villa was kept in top notch order. Due to its breathtaking rural setting, a vehicle is a must. We highly recommend Montecchio for anyone looking for a centrally located Tuscan Villa.

  • Submitted: Nov 17, 2014
  • Stayed: Oct 2014
  • Source: HomeAway
Owner's Response: It was such a joy to read Margaret's review, because Penny & I were away in the UK when the group visited. Whilst we always worry about no being "in residence", once again our wonderful full time housekeeper, Cristina, did a great job of looking after guests - thank you Cristina! The group were determined to get the most out of their stay, and put our complimentary Concierge to good use, with pre-arrivals questions, and bookings, and requests for help with trains and taxis during their stay. We love it when guests make use of the range of services that offer as "extras". Come again ladies, please!

Club Montecchio Oct 18-25, 2014 Stay

  • 5 of 5

We spent a terrific week in Tuscany Italy outside of the lovely village of Castelnuovo Berandenga, just outside of Sienna, at Club Montecchio and thoroughly enjoyed ourselves. The villa we stayed in far exceeded our expectations. Everything from being greeted by the housekeeper, the immaculate conditions of the villa, the welcoming basket of local wines, olive oil, and other foods, was just terrific. We would very highly recommend this villa for anyone wanting to visit the Sienna area, Florence and/or other beautiful parts of Tuscany. The facility certainly met or exceeded our expectations in every possible way. We hope to return at some point in the future.

  • Submitted: Nov 1, 2014
  • Stayed: Oct 2014
  • Source: HomeAway
Owner's Response: It is such a joy to read that Mike and party enjoyed their stay with us, as Penny & I were not "in residence" for the period. However, Cristina, our housekeeper of 11 years standing, has once again done us proud in looking after our guests - thank you Cristina! We try hard on the details, and it is always a pleasure when it is noticed! It is also true that Montecchio is very well situated for Siena, Florence and many other Tuscan "must see" cities. Thanks Mike, and come again!
Florida and Virginia


  • 5 of 5

In a word, PERFECT! James and Penny have thought of everything you could possibly want or need while staying at L'Oliveto. The views from every room are great--overlooking vineyards and olive groves. The villa is in a great location for day trips to lots of charming towns. The villa looks even better in person than the photos. We had three couples and found plenty of comfortable spaces for all. We would definitely recommend staying at L'Oliveto. We hope to return one day!

  • Submitted: Oct 31, 2014
  • Stayed: Sep 2014
  • Source: HomeAway
Owner's Response: Wow, this is heartwarming to read! We do try hard on the details; paying attention to interior design, provisioning(free house wine, hamper of quality local foods etc)and the concierge service that we provide, and it's great when guests notice. We set out to share our home in this special corner of Tuscany, and provide guests with the "dolce vita" that we are fortunate to enjoy. Thank you Jon & Cindy, and come back soon!

Just Prefect

  • 5 of 5

This was our fourth vacation rental in the past few years (at different locations around the world), and all I can say is that James and Penny have thought of everything.

The L'Oliveto property is beautiful and the location is perfect for exploring the Chianti region. When we arrived at the property we were greeted by Christina, who showed us around the villa and made us feel very comfortable. Throughout the week she ensured that our local supply of wine was topped up and that the villa was clean and spotless.

This villa is located closest to the pool area which was great for the kids. The gardens around the villa are also well kept and made for a peaceful environment when enjoying our wine in the evenings.

The villa is located in a very picturesque area and is close to restaurants in the local villages around Cantelnuova Beradenga. It is also an easy drive to Siena, Arezzo and San Gimignano.

From our initial contact with James to the follow-up after we left the property, we experienced excellent customer service. In fact, this was the best villa booking experience we have had. James was professional and quick to respond to all of our questions.

I would have no hesitation in recommending the property to anyone. I look forward to returning soon.

Thanks again James and Penny.

  • Submitted: Sep 15, 2014
  • Stayed: Jul 2014
  • Source: HomeAway
Owner's Response: Joanne and family(2 daughters) have been a real pleasure to work with, and to have as guests. They clearly appreciated the "extras" that we offer(huge welcome hamper, unlimited top quality house wine etc), but the work put in by our outstanding housekeeper of 12 years, Cristina. We put much thought into the layout of the gardens for our 2 rental villas, in trying to maximise privacy, and it seems to have been worth it. Do come again Joanne!

Beautiful and Relaxing

  • 5 of 5

I don't know what I can write about our stay in Tuscany at L'Oliveto that has not already been written by others. The property is beautiful, meticulously maintained and the entire process of booking our trip, arranging activities, excursions etc could not have been easier.

If you are looking for a great Tuscan vacation in a beautiful Tuscan villa, close to excellent food, wine and some of the most spectacular scenary you can imagine, then look no further. This is the place for you.

  • Submitted: Aug 19, 2014
  • Stayed: Aug 2014
  • Source: HomeAway
Owner's Response: It was a real pleasure to have Joel and family as guests, because they really seemed to understand what we try to offer ie more than just a rental, but rather a luxury villa with the amenities and services of an upmarket boutique hotel. Rita, who helped Joel plan the family's stay is a top boutique hotelier, who does an amazing job for us - she even met Joel at Siena station, to help him buy train tickets to the Cinque Terre! It's obviously pleasing to read that we met his expectations.


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

From €240 Per night

Castelnuovo Berardenga Villa Rental Rates

Rental Basis:
per property
Rental rates quoted in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Easter 2015
Mar 28 2015 - Apr 24 2015
7 night minimum stay
Spring Season
Apr 25 2015 - May 15 2015
7 night minimum stay
Mid Season
May 16 2015 - Jun 26 2015
Changeover Day: Saturday
7 night minimum stay
High Season
Jun 27 2015 - Aug 28 2015
Changeover Day: Saturday
7 night minimum stay
Mid Season
Aug 29 2015 - Sep 25 2015
7 night minimum stay
Autumn Season
Sep 26 2015 - Oct 30 2015
Changeover Day: Saturday
7 night minimum stay
Low Season
Oct 31 2015 - Dec 18 2015
5 night minimum stay

Additional information about rental rates

Fees No additional mandatory fees
Refundable damage deposit €500
Notes 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.

Nightly rate exclude 'welcome hamper(200 euro supplement).

Cancellation Policy

Policy available by contacting owner when booking.
Enter dates to see total


Castelnuovo Berardenga Villa Accommodation and Amenities

Property Type:
  • villa (terraced)
  • Guests provide their own meals
Floor Area:
  • 140 m²
Location Type:
  • Mountain
  • Rural
  • Luxury
  • Tourist Attractions
  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Bottled Water
  • Ceiling Fans
  • Clothes Dryer
  • 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
  • Telephone
  • Toilet Paper
  • Towels Provided
  • 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
  • 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 Indian ceiling fans (very effective if needed at the height of the summer). Infant cot and linen are available free of charge by prior booking.
  • 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
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Bicycles
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Patio
  • Porch / Veranda
  • Terrace
  • Unscreened Porch / Veranda
  • 6 garden chairs
  • 8 beach chairs
  • Long-term Renters Welcome
  • children 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
  • 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 arrival, 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 area has a volleyball court, and is equipped with a selection of games, such as badminton, skittles boules etc.

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