Il Caratello

Like it? Add to favourites to compare and share
Sleeps: 8 Bedrooms: 3 Bathrooms: 3


Pool Ideal for Kids

Book with Confidence

Simply request a change of dates should Coronavirus related travel restrictions mean your holiday cannot go ahead. T&Cs apply

A former stable, Il Caratello has been restored with great care blending old and new - the result being a stunning stone hillside villa for eight, nestled between Siena and Florence in the Chianti region. Set within its own grounds, this welcoming abode emanates rustic charm and traditional Tuscan style, with local stone, terracotta tiles and exposed timber beams. 

The terraced gardens have been designed to optimise stylish outdoor living, complete with elegant al fresco dining pergola, pool with sauna as well as shower and outdoor dining facilities: ideal for a quick cold beer after a swim, or a restorative sauna after a busy day. Set within a decked terrace, the poolside boasts wonderful views, while the gardens are framed with poplar trees. Sauntering out of the kitchen, guests can enjoy the chic pergola area, whilst barbecue meals on a balmy evening will hit the right note.

The authentic Tuscan feel runs throughout the interiors, which nonetheless feature every contemporary comfort for a seamless stay. Rustic touches jostle with finessed finishes, so a traditional style kitchen boasts top grade fittings, and the living space has a stately fireplace as its centrepiece with exposed stone walls and an air of refined comfort. Brimming with characterful charm, this home has original features along with a personal touch: a veritable home-from-home.

Three bedrooms offer serenity within understated yet graceful surroundings, whilst the mezzanine study level can either be a fourth bedroom (two divans) or a tranquil nook to curl up with a book or gather inspiration at the desk. With expansive green lawns, abundant space for a family or group, attention to detail to ensure a flawless trip, and the Valdichiana region on its doorstep, Il Caratello is an excellent choice for an authentic Tuscan holiday.

Nestled just outside the village of Poggibonsi (3km), set in the Chianti region between Florence (42km) and Siena (32km), this makes for an ideal base to enjoy all that Tuscany has to offer. The region is seeping with historical and cultural interest, from vineyards where visitors can enjoy the famous Chianti wines, to hilltop villages with medieval churches, to the striking towers of San Gimignano (14km) and the medieval walled town of Monteriggioni (16km), just a short distance away. The Valdichiana hills are close to the Umbria borders and the Maremma region, boasting stunning countryside for hiking and biking. With so much on offer, from the beautiful Tuscan landscape rich with Etruscan and Roman heritage, rolling hills and elegant architecture, this is an ideal spot to seal holiday memories. 

Please note, we also feature the villa next door: Villa Cecconi (together they could accommodate larger parties.)

Oliver Approved

What you should know…

  • Please note that occupancy for 8 guests includes the use of two divan beds in the study which is on a mezzanine level in the living area 
  • Guests can benefit from the pleasure of a chef, cooking classes, babysitting or additional house-keeping at an extra cost
  • There is a mezzanine staircase, and a couple of split levels, with stone staircases both internally and externally, meaning little ones may need to be watched both inside and out
  • Wi-Fi is available in the lounge and outside areas 

Property Features

Private Pool Wi-Fi/Internet Air-Con BBQ Satellite TV Sauna/Steam Working Fireplace

Villa Interior (300m²)

Ground Floor (split-level)

- Well equipped kitchen with dishwasher, stove, coffee machine, microwave, dishwasher, American style fridge-freezer with ice maker, food processor, toaster and open fireplace
- Living room with stone fireplace
- Bathroom (via 4 steps) with shower with hydromassage
- Garage (via 7 steps) with laundry and shower room 

 Mezzanine Floor

- Study with two divans

 First Floor (split-level)

- Double bedroom with four poster bed and terrace access, with private split level bathroom
- Bedroom with double bed
- Bedroom with two single beds with bathroom with shower, and balcony looking over lounge area

 Outside Grounds

- Pool (7mx14m, depth: 3m) with diving board. Open approximately May - end of October
 - Sauna
- Outdoor dining furniture and dining pergola 
- Outdoor shower 
- Barbecue 
- Terrace
- Hammock
- Well 
- Terraced grounds (many steps) 
- Garage (space for one car) with laundry facilities 
- Outdoor parking space 


- Wi-Fi (lounge and outdoor area)
- Air-conditioning
- Mosquito screens
- Satellite television
- Stereo 
- Washing machine 
- Hairdryers in the bathrooms
- Iron and ironing board 


About the surrounding area of Il Caratello
Walking/Hiking Paths Wine Tasting Cycling Outstanding Landscapes Outdoor Pursuit & Activities Tourist Towns & Villages Historical Sites
Loading map

Il Caratello is nestled just a short distance from the charming village of Poggibonsi (3km), where all local amenities can be found (restaurants, supermarkets and bars), in the beautiful Chianti region of Tuscany. This area offers an enchanting Italian experience, from vineyards to hilltop villages with medieval era buildings, to Etruscan and Roman ruins and monuments, to medieval churches and traditional ways of life. Poggibonsi has a historical centre; its key historic attractions being the Church of St Lorenzo and the Sanctuary of Romituzzo, with the splendid Madonna della Neve (Our Lady of the Snow) dating to 1300. Poggibonsi also has an archeological park, a baker, a butcher and a market every Tuesday, making it a thriving local town. 

Wine tasting is one of the region’s central attractions, while the landscape in Tuscany is considered among the best Italy has to offer, with olive groves, rolling hills, elegant architecture and some unchanged ways of local life such as cheese-making. Gourmet enthusiasts, wine buffs and art lovers find this region endlessly enriching.

San Gimignano (14km), a UNESCO world heritage site, is famous for its fascinating medieval architecture and striking towers that rise above the town, offering impressive views of the surrounding valley. 

Siena (32km) is an elegant medieval city. The city's Gothic appearance has been preserved through the centuries (also a UNESCO world heritage site.) Piazza del Campo is the centre of the city and often where visits begin; one of the biggest medieval squares in the world, it has an unusual shell shape. Every year, the famous Palio Horse Race draws summer visitors.

Florence (42km) is known for hosting many masterpieces of Renaissance art and architecture. One of its icons being the cathedral, with a terracotta-tiled dome engineered by Brunelleschi and a bell tower by Giotto. The Galleria dell'Accademia displays Michelangelo’s “David” sculpture and The Uffizi Gallery exhibits Botticelli’s “The Birth of Venus” and da Vinci’s “Annunciation” drawing art history lovers to this elegant city.

With its simple yet delectable cuisine, fine wine making industry, sublime natural beauty and art-rich cities, Tuscany is a failsafe holiday option. 

Local Amenities
Nearest Airport Florence


Nearest Airport 2 Pisa


Nearest Train Station Poggibonsi


Nearest Town/City Florence


Nearest Shop


Nearest Restaurant


Nearest Tennis Poggibonsi



With its rolling fields, historical heritage and a cuisine that’s a delight for all the senses, it’s no wonder Tuscany is one of the most popular regions in Italy for holidaymakers. Yet even with its popularity, you can still kick back in one of our luxury villas in Tuscany and feel peace, tranquillity and the joy of seclusion. 

This is one destination that really does have a little bit of everything for everyone, whether you’re travelling with family, friends or are just looking for a romantic getaway with that special someone.

Download Our Tuscany Travel Guide >>


Best Suited For: All Ages
Ideal for Kids Ideal for Teens

Tuscany is an ideal region for family holiday-makers; with so much on offer, from riding, to cycling, to cooking lessons to enjoying local history come to life, or one of the festivals that Siena is famous for - this region is sure to be a hit with children. 

Tuscany offers an intriguing underground cave system hidden within its mountains, studded with stalactites and stalagmites that will engage youngsters while exploring the tunnels and trails, or sunken Etruscan roads. Set in the hills near Pistoia (50 minutes drive), is one of the most popular zoos in Italy (Pistoia Zoo), covering seven hectares hosting an array of species: ideal for a fun and educational day out.

Florence (42km) is rich with opportunity for children; there is a number of fascinating museums – some interactive, others with creative workshops and tours for children. 

Enjoying Tuscany at tree-top level at Saltalbero Parco Aventura (45 minutes drive) at Rapolano Terme, is a novel way to enjoy the region. These expert-led canopy tours offer routes of varied difficulty. Rope bridges, boardwalks, ladders and swinging logs are among the various ways to get around this oak woodland. Set in the beautiful Ombrone valley, the park has play areas, a mini-golf course and equestrian centre, as well as picnic and barbecue areas.

The water park, Aqua Village is located in Follonica, near Grosetto (1 hour, 15 minutes drive), and offers a range of slides and rides from gentle toddler splash pools to thrill-seeker levels for older children.

Baby and Toddler Equipment

  • Cot(s)
  • High Chair(s)

Kids Activities Close-by

  • Cycling
  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages
  • Historical Sites

Onsite Facilities

  • Fenced Grounds

Services Available

  • Chef/Cook Available
  • Maid Service Available


Oliver's Extras

  • Chef/Cook Available
  • Maid Service Available

At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:

- Maid service/extra cleaning 
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport pick-up/drop-off
- Babysitting / childcare services 

Extras included at this property:

- Maid service x 2hrs
- Welcome Basket with wine, oil and fruit

Extras available at this property (payable locally):

- Extra maid service
- Extra bed linen and towels
- Chef

Please note that all extras are subject to availability and must be requested in advance of the holiday (prices on request). Due to some rural/remote locations, not all services will be available at all properties. However, we will always do our best to fulfil your requests!

Oliver's Travels Chef Service: A Gourmet Dining Experience
Make hosting a memorable dinner party at your villa an absolute breeze with our superb Chef Service. Our chefs will take care of everything for you from start to finish so you can just sit back and enjoy the gastronomic experience. They will bring all the necessary ingredients, cook and serve the food and even clean up afterwards. To find out more visit

Terms & Conditions

These terms and conditions may be amended from time to time.

Security deposit €500 charged to client’s credit card by the owner before/upon arrival and refunded two weeks after departure, subject to full inspection.
Arrival time Between 5.00 p.m. and 7.00 p.m.
Departure time 10.00 a.m.
End of stay cleaning included? Yes. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit.
Energy costs included? Yes.
Heating costs included? Extra cost based on consumption, paid locally.
Linen & towels included? Yes. Extra towels and bed linen can be requested at a supplement.
Pool towels included? Yes.
Changeover day Saturday.
Minimum stay 7 nights.
Pets welcome? No.
Smoking Allowed? Outside only.
Internet access? Wi-Fi internet access included.
Pool opening dates? The pool is open approximately May to end-October. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming.
Other Ts and Cs Weddings, stag/hen parties and any special events are on request only and subject to prior arrangement with the owner and additional charges.

Rental Rates

Prices based on an occupancy of 8 people:

Rental period Weekly
Jul 9th 2020 - Aug 29th 2020 £5,865
Aug 29th 2020 - Oct 3rd 2020 £5,351
Oct 3rd 2020 - Dec 19th 2020 £4,630
Dec 19th 2020 - Jan 2nd 2021 £5,351
Jan 2nd 2021 - Mar 27th 2021 £2,676
Mar 27th 2021 - Apr 10th 2021 £4,219
Apr 10th 2021 - May 15th 2021 £3,499
May 15th 2021 - Jun 26th 2021 £4,219
Jun 26th 2021 - Aug 28th 2021 £5,042
Aug 28th 2021 - Sep 25th 2021 £4,219
Sep 25th 2021 - Oct 23rd 2021 £3,499
Oct 23rd 2021 - Dec 18th 2021 £2,676
Dec 18th 2021 - Jan 8th 2022 £4,219
Jan 8th 2022 - Jan 10th 2022 £2,676

Prices based on an occupancy of 8 people:

Rental period Weekly
Jul 9th 2020 - Aug 29th 2020 €6,128
Aug 29th 2020 - Oct 3rd 2020 €5,590
Oct 3rd 2020 - Dec 19th 2020 €4,838
Dec 19th 2020 - Jan 2nd 2021 €5,590
Jan 2nd 2021 - Mar 27th 2021 €2,795
Mar 27th 2021 - Apr 10th 2021 €4,408
Apr 10th 2021 - May 15th 2021 €3,655
May 15th 2021 - Jun 26th 2021 €4,408
Jun 26th 2021 - Aug 28th 2021 €5,268
Aug 28th 2021 - Sep 25th 2021 €4,408
Sep 25th 2021 - Oct 23rd 2021 €3,655
Oct 23rd 2021 - Dec 18th 2021 €2,795
Dec 18th 2021 - Jan 8th 2022 €4,408
Jan 8th 2022 - Jan 10th 2022 €2,795

Prices based on an occupancy of 8 people:

Rental period Weekly
Jul 9th 2020 - Aug 29th 2020 $6,945
Aug 29th 2020 - Oct 3rd 2020 $6,336
Oct 3rd 2020 - Dec 19th 2020 $5,483
Dec 19th 2020 - Jan 2nd 2021 $6,336
Jan 2nd 2021 - Mar 27th 2021 $3,168
Mar 27th 2021 - Apr 10th 2021 $4,996
Apr 10th 2021 - May 15th 2021 $4,143
May 15th 2021 - Jun 26th 2021 $4,996
Jun 26th 2021 - Aug 28th 2021 $5,971
Aug 28th 2021 - Sep 25th 2021 $4,996
Sep 25th 2021 - Oct 23rd 2021 $4,143
Oct 23rd 2021 - Dec 18th 2021 $3,168
Dec 18th 2021 - Jan 8th 2022 $4,996
Jan 8th 2022 - Jan 10th 2022 $3,168

Please note that prices may not be 100% accurate for dates outside of the current calendar year. For an accurate quote, please enquire.

Please select
Please select
Best Price Guaranteed
Was £7236
Save £1000
No hidden extras!
Book Now

Need to check with your party?

Reserve today and if for any reason you change your mind in the next 48 hours you'll get a 100% refund, no questions asked!


Please select your arrival and departure dates on the calendar.

Similar Properties