Luxury Villa in Chianti, near to Florence & Siena

Heated infinity pool with stunning views
Heated infinity pool with stunning viewsHeated pool with safety coverLots of terraces for eating outdoorsCentral courtyard with pizza oven and barbecue areaDesigner kitchen with two dishwashersDining roomMaster sitting room with terrace. Also desk with computerUpstairs sitting room with film libraryChianti hillsideChianti hillsChianti, ear Siena and FlorenceLuxurious bedroom with air conLuxury bathrooms with toiletriesGround floor bedroomTwin room perfect for childrenBedroom overlooking pool. With bathroom and air conditioningGames roomGym with running machine & rowing machine, weights, hoops & more.Open plan styleCentral Tuscany location near to San Gimignano, Radda & CortonaGreat for cycling. Home to L'Eroica

From $1447 / night

Siena, Tuscany, Italy
Luxury Villa in Chianti, near to Florence & Siena
5 bedrooms
14 guests
Varies min stay

Overview Description


Bedrooms: 5
Bathrooms: 6
Sleeps: 14
Type: Villa
Per week: €9,500 - €12,500
Pets allowed: No
Internet: Yes
Description of the Siena vacation villa rental
Welcome to Le Pratola, a luxurious family owned villa located in Chianti, Tuscany. Available for vacation rentals it is the perfect retreat for families and friends. Le Pratola sleeps 10-14, features a heated infinity pool and range of tailored services.

Le Pratola is a large, luxurious family home with 5 bedroom & bathroom suites and is perfect for families or groups of friends. The villa has two sitting rooms, dining room, designer kitchen, games room, gym and WiFi throughout.
The villa has been recently restored and is stylish & contemporary with many original features and art works.

Guests also have access to Le Pratola?s complimentary concierge service to help organise activities such as in villa dining (selection of breakfast, lunch and dinners available), Cordon Bleu cookery classes, spa treatments, local treks, bike and car hire, guided tours and much more.

We look forward to welcoming you.
Area Information
Gaiole in Chianti was voted number 1 by Forbes Magazine in its list of most idyllic places to live in Europe. Located in central Tuscany, Italy, 40km from Florence and 15km from Siena it is a perfect base from which to explore the whole Tuscany region including Lucca, Pisa, Florence, Siena, San Gimignano and Cortona. It is located along the river Massellone and was historically an important market centre for nearby towns & villages. It now contains a small supermarket, delicatessens, espresso bars, restaurants, banks and a pharmacy.

Gaiole in Chianti is surrounded by wine estates open to visitors and wine tastings including the nearby Castello di Brolio. Founded by the Longobards, it has been home to the noble Ricasoli family since the 12th Century and the famous winemaker Baron Bettino Ricasoli created the recipe that is still Chianti Classico wine.

Gaiole in Chianti is also located in prime road and mountain cycling territory and is famous for its annual white road cycling race called L?Eroica.

About the owner

Owner Profile

Margherita Piliero

Margherita Piliero

Margherita Piliero

  • About:

    Italian heritage, lives in London with husband & 3 children. We bought Le Pratola as an escape from busy city lives & now like to visit as often as schools & work allow, usually with friends & family. We love our Tuscan dream home & hope you will too....
  • View full profile


Availability Calendar



Begins Ends Week
Weekly Monthly Min
Sep 17 2016 Dec 31 2016 - - €9,500 - 5 Nights
Jan 13 2017 May 27 2017 - - €9,500 - 5 Nights
Mar 04 2017 Jun 01 2018 - - €9,500 - 5 Nights
May 28 2017 Sep 17 2017 - - €12,500 - 1 Week
Jun 03 2017 Sep 15 2018 - - €12,000 - 1 Week
Sep 16 2017 Dec 30 2017 - - €9,500 - 5 Nights
View all periods
Check In: 4 p.m. Check Out: 10 a.m.
Deposits: 30% of rental amount required at time of booking. Balance due 65 days before. Also EUR1,500 security deposit (refundable) due on payment of balance & refunded 1 week after stay.
Payment Options: Money Order, PayPal
Other Fees: We offer a range of additional services such as cooks, drivers, spa treatments, personal trainers, bike hire & much more. Contact us for prices & terms.



  • Beds

  • 3 King Beds
  • 3 Twin Beds
  • 1 Sofa Bed
  • 3 Cribs
  • 1 Queen Bed
  • Features

  • Air Conditioning
  • Game Room
  • Housekeeper
  • Pool Table
  • Cook
  • Hardwood Floors
  • Linens Provided
  • Private Pool
  • Daily Maid Service
  • Heating
  • Parking Included
  • View (Mountains)
  • Full Kitchen
  • High Speed Internet
  • Ping Pong Table
  • Wood Stove
  • Appliances

  • Blender
  • DVD Player
  • Microwave
  • TV (Cable/Satellite)
  • CD Player
  • Dishwasher
  • Oven
  • Toaster
  • Charcoal Grill
  • Gas Grill
  • Radio
  • VCR
  • Coffee Maker
  • Hair Dryer
  • Refrigerator (Full)
  • Washer/Dryer
  • Computer
  • Iron
  • Stove
  • Activities

  • Gym/Fitness Center
  • Hiking
    (<1 mile)
  • Park
    (2 miles)
  • Tennis
    (2 miles)
  • Pool
  • Winery
    (1 mile)
  • Playground
    (2 miles)
  • Shopping Area
    (3 miles)
  • Bicycling
    (<1 mile)
  • Grocery Store
    (2 miles)
  • Restaurant
    (2 miles)
  • Golf
    (25 miles)
  • Fishing
    (<1 mile)
  • Horseback Riding
    (2 miles)

Other Vacation Rental Amenities
Tuscany is famous for chianti wines & visitors can tour the many prestigious vineyards in the Chianti area or visit Montalcino, home to Brunello.
Guests of Le Pratola can also benefit from a private guided tour organised as a half day or full day session. Guests will be transported by an English speaking wine guide to a number of wineries where in addition to wine they can sample fresh pressed olive oil, vin santo and grappa and combine the day with sight seeing, lunch or dinner. The region is also excellent for cycling, sightseeing, walking & spa areas.
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Reviews for this vacation villa rental in Siena, Tuscany, Italy

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Owner Supplied Testimonials

Idyllic is a much over-used word, but in the case of Le Pratola it is absolutely appropriate. The setting of the villa is as near to perfect as any place I have ever stayed. If you have a picture in your head of the stereotypical Tuscan location than Le Pratola probably ticks all of those boxes. Hilltop location? Tick. 360? panoramic views? Yep. Wonderfully set between ancient olive groves, and fragrant vineyards? You bet. Peaceful, and private yet only 10 minutes drive from town? It has that too. In fact it has everything. And you can take it in from the edge of the wonderful relaxing infinity pool, and pool area.

We stayed at Le Pratola as a mixed group with teenage children. The villa provided more than enough accommodation for all of us to enjoy our holidays without being on top of one another. One of the best things about Le Pratola is the varied accommodation that it offers. The fact that it is immaculately presented, wonderfully designed, with stunning furniture and art is almost secondary. If there is a fault ? and this is really trying ? it is that the photos do not capture the scale of the villa. It really is a big place.

Predominantly this was a cycling holiday, and the reputation of Tuscany as the home of choice for the professional peloton is easy to understand after a holiday in Le Pratola. The roads around the villa are quiet, well surfaced, and able to provide cycling to suit all abilities. We found climbs of varying severity up to 8km long within an hour or so ride of ?home?. Motorists are courteous, and even the heat was not overly suppressive, as many of the rides have shelter in the trees. As a cycling destination, Tuscany really is God?s own country.

Le Pratola really is one of the nicest places I have ever stayed. The style, size, location, quality, service, and vista are all beautifully thought out and resolved. Dare I say, if you are looking for the perfect idyllic holiday location then Le Pratola is it.
London, UK

Easily the most relaxing and rewarding holiday of my life. If I had ever imagined staying in the epitome of a luxurious Tuscan villa, then Le Pratola surpassed my wildest expectations. The blue, blue sky over the pristine hills of Chianti were a breath taking backdrop to days spent lazing by the infinity pool. The evenings started with sundowners on the back lawn followed by course after course of Nonna Elena?s delicious Italian fare. And the wine?

We took advantage of the cooking course with the lovely Barbara and were not disappointed. Making pasta by hand while looking out on the ancient stone courtyard is a once in a lifetime experience, especially for someone who loves to cook. As a cyclist, the numerous uphill climbs were rewarded by a silky espresso in the many small towns around the area. And I would highly recommend a trip to the butcher in Gaiole for some Fiorentina steaks. Weighing in at a kilo each they are unbelievably succulent cooked on open coals in the courtyard and enjoyed with a bottle (or two) of the local Brolio.

The love and care that has gone into bringing this beautiful house back to its stunning 400 year old glory is evident inside and out. It truly is the luxury Tuscan experience!

Margherita, thank you so much for sharing your wonderful home with us.
Dan, UK

If you are looking to rent a gorgeous villa in Tuscany look no further, you?ve found the right place?. Le Pratola is a lovely property with a spectacular view of the Chianti hills and surrounding vineyards. Le Pratola has been beautifully restored by Margherita and her husband with meticulous attention to detail. Pictures shown are spot on, beautiful interior and exterior. Daily service by a housekeeper and gardener keeps the property in fabulous order.

I communicated regularly with Margherita before our arrival and during our stay ? she is gracious, helpful and extremely accommodating ensuring we had everything we needed and also recommended places to visit. Le Pratola is ideal for visitors who love Tuscany and are regulars to this region as well as those who have never been to this region as Margherita can help to coordinate any activity. During your stay, I recommend taking advantage of in-villa dining, and one of the staff will prepare amazing Tuscan dinners and or lunch. Next time I am booking more in villa dining.

It?s also a place to take advantage of relaxing on the grounds ? go for a run or walk, use the pool, or relax in the hammock with a book. Every night our group cooked dinners at Le Pratola dining al fresco overlooking the hills or in the backyard, and even inside a couple of times in the dining room.

Being a regular traveler with high standards, I VERY much enjoyed my stay here and am communicating this on behalf of our whole group ? it?s a beautiful and wonderful place that I would highly recommend and deem as 5 stars.

More Information

Frequently Asked Questions

Q: What are the most fun things to do at the villa?
A: Enjoy views by the pool, visit amazing cities such as Florence, Rome, Siena, go cycling, go on a wine tour, eat al fresco!
The villa is fun for adults & children and there is lots of room to relax, or to play pool, table tennis, watch a DVD or read a book in the shade.
Q: What makes our vacation special?
A: The contemporary style, the beautiful gardens, the amazing views, the perfect location & our concierge service that can organise anything you'd like.
Q: How easy is it to get there?
A: Fly into Rome, Pisa or Florence. Car hire is easy or we can arrange a car transfer service to pick you up & arrange for your car hire to be waiting on arrival.

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Last updated: October 24, 2016

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Owner Profile

Margherita Piliero

Margherita Piliero


More about the owner
  • About:

    Italian heritage, lives in London with husband & 3 children. We bought Le Pratola as an escape from busy city lives & now like to visit as often as schools & work allow, usually with friends & family. We love our Tuscan dream home & hope you will too....
  • View full profile