Villa Cecconi

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Sleeps: 24 Bedrooms: 12 Bathrooms: 12
Oliver Approved

Overview

2026 Weddings - Complimentary Bubbly!
Wedding Venue Pool Villa/House
Sustainable Collection
Ideal for Kids Parking Space Outdoor Ceremony Nearby Church/Chapel Book 2026 Weddings!

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An exceptional venue for a large gathering of friends or family, Villa Cecconi combines everything you need for a week or two in Tuscany. Situated in sought-after Chianti wine country, within easy reach of Siena and Florence, this former 14th-century watchtower is not only a superb base for exploring Tuscany but an elegant retreat with enough space, style and services to delight guests of all ages.

As you turn off the country road to Villa Cecconi for the first time, you can immediately get a sense of its grandeur. Perfectly spaced, tall cypress trees and colourful rose bushes line the immaculate driveway which leads you up through the gates to a magnificent wisteria covered parking area. Sublime views sweep over vineyards to the towers of San Gimignano in the distance, and the landscaped gardens lead you down to an inviting, large pool area.

Impressive in scale, the accommodation is spread out over three stone buildings. An original medieval watchtower forms the main villa, with its long dining table for 26, the best equipped and largest kitchen, as well as seven spacious bedrooms, each with their bathroom.

Across the garden is an equally well furnished second smaller villa for six guests, perfect for a family or young adults who appreciate their bijou kitchen and living space.

For those who prefer to avoid steps, the self-contained cottage is ideal and thoughtfully adapted for wheelchair access. Each part of the property has been carefully restored to a high level, retaining its original exposed stone walls, terracotta tiles and wooden beamed ceilings, so you have a sense of its historical routes.

A large dining table under a gazebo on the lawn is the dreamy setting for eating the most delicious Tuscan meals together, prepared for you by a local cook if so desired. Budding chefs can enjoy firing up the outdoor pizza oven, and barbecue or fabulous simple dishes can be prepared easily with an array of fresh, seasonal produce from the local markets.

After a morning taking in the sights in Siena or Florence, your private oasis awaits for a refreshing swim in the 16-metre pool or a siesta on a sun lounger. Yoga instructors, massage and beauty treatments can all be arranged for added luxury at the villa.

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

Villa Cecconi is made up of three houses and with 12 bedrooms and 12 bathrooms in total, the entire property can accommodate up to 24 guests.

Oliver Approved

What you should know…

  • As the accommodation is divided over three houses, bedrooms should be chosen prior to arrival so everyone has their preferred option.
  • Please note that prices for 14 and 16 guests are only available during selected dates. Please enquire at the time of booking.
  • When the 14-guest price is booked guests will have access to 7 bedrooms in the main villa only; when the 16-guests price is booked guests will have access to 8 bedrooms in the main villa and cottage only; when the 24-guest price is booked guests will have access to 12 bedrooms in the main villa, small villa and cottage.
  • Guests who prefer step free, ground floor bedrooms can either stay in the smaller villa or the self-contained cottage which both have access for wheelchair.
  • The unpaved gravel road leading to the villa is well maintained but unsuitable for low slung vehicles with luggage so hire a sturdier car.

This home is a part of our Sustainable Collection!

To be part of the collection, homes must meet a minimum of four criteria from our sustainable checklist, or three from the checklist and have a daily carbon footprint of 5kg or lower, based on full occupancy per bedroom. View the full collection here >

This home meets the following criteria from our sustainable checklist:

  • Supports the local community (locally owned)
  • Supports the local community (promotes local businesses)
  • Protects and conserves local Heritage
  • Committed to Renewable and Green Energy
  • Promotes Sustainable Living (Recycling)

Property Features

Private Pool Wi-Fi/Internet Air-Con BBQ Washing Machine Tumble Dryer Safety Deposit Box Ground Floor Bed & Bath Satellite TV Heating Parking Space

The Villa

Villa Cecconi is made up of three houses and with 12 bedrooms and 12 bathrooms in total, the entire property can accommodate up to 24 guests:

14 guests occupancy: 7 bedrooms in Main Villa only
16 guests occupancy: 8 bedrooms in Main Villa & Cottage only
24 guests occupancy: 12 bedrooms in Main Villa, Small Villa & Cottage

Main Villa

Ground floor
- Fully equipped kitchen
- Dining room with seating for up to 26 guests
- Small living room
- TV room with satellite TV
- Guest bathroom with laundry

First floor
- Seven double bedrooms with en-suite bathroom

Small Villa

Ground floor 
- Fully equipped kitchen
- Guest bathroom
- Living room
- Double bedroom with en-suite bathroom 

First floor 
- Three double bedrooms with en-suite bathroom

Cottage

- Fully equipped kitchen with dining room
- Bathroom
- Double bedroom (wheelchair access)

Outside Grounds

- Garden
- Swimming pool (16m x 9m) with infinity edge. Open approximately 2nd Saturday in May to last Saturday of September
- Barbecue area with wood-fired oven
- Gazebo outdoor furniture
- Two private parking areas for up to 8 cars

Additional Facilities 

- Satellite TV with satellite connection and channels (English & Italian)
- All bedrooms air-conditioned with individual climate control 

Location

About the surrounding area of Villa Cecconi
<1hr to Airport Rural Location Outstanding Landscapes Outdoor Pursuit & Activities Tourist Towns & Villages Historical Sites
Loading map

Villa Cecconi is located in Chianti, a region which many consider is the heart of Tuscany. Famous for its delicious Chianti wine and fertile hills, the region is a magnet for wine buffs and foodies alike.

For art history lovers, a visit to Tuscany is to experience at first hand some of the most important settings and artworks from the Italian Renaissance, such as Michelangelo’s David in the Accademia and Brunelleschi’s Duomo.

Many villas in Tuscany take hours to find along bumpy country roads, but Villa Cecconi is easily reached just five drive minutes easy drive from the modern town of Poggibonsi where you will also find a couple of supermarkets. The more historic town of San Gimignano is just 15 minutes away for good restaurants, pizzerias and cafes.

Food plays a central role in Tuscan life so enter into the spirit, find a scenic spot, sip on a glass of Chianti Classico and be sure to try the region’s best seasonal produce. From light tomato Panzanella or Fagioli bean dishes to wild boar stews and fresh pasta, all finished off with mouth-watering cantucci biscuits and Vin santo dessert wine, Tuscan cuisine cannot fail to disappoint. Be sure to visit the farmer's markets in Poggibonsi on Tuesdays or San Gimignano on Thursdays.

For a smooth ride into Florence or Siena, follow the main road from Poggibonsi or leave the car at Poggibonsi station and jump on a local train there. Florence is the larger of the two, with its amazing collection of Renaissance art and architecture, a fantastic range of boutiques and a wide selection of restaurants. Siena is nearer, just a 20-minute drive from the villa. With an array of fabulous churches, galleries, restaurants, Renaissance and Gothic architecture and a stunning central piazza, one visit will not be enough.

Read more about Siena

Local Amenities
Nearest Airport Firenze Airport

(50 km)

Nearest Airport Pisa Airport

(90 km)

Nearest Village Poggibonsi

(3 km)

Nearest Town/City Siena

(30 km)

Nearest Shop Shops and supermarkets

(3 km)

Nearest Restaurant Cafes and restaurants

(3 km)

Sightseeing La Rocca di Staggia

(15 km)

Region

The picturesque Siena, located in the heart of Tuscany, Italy, is a mesmerising destination that encapsulates the essence of Italian culture, history, and natural beauty. With its rolling hills, charming medieval towns, and renowned art, Siena offers a captivating experience for travellers. One of the region's most famous attractions is the historic city of Siena itself, a UNESCO World Heritage site. The city's unique feature is the Piazza del Campo, a stunning shell-shaped square that hosts the world-famous Palio di Siena, a thrilling horse race held twice a year. The Torre del Mangia, a towering bell tower, offers panoramic views of the city and surrounding countryside, allowing visitors to fully appreciate Siena's historic and architectural splendour.

Tuscany 

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 >>

Kids

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

Villa Cecconi is a memorable setting for a family holiday with children who love the outdoors. Little ones will adore running around the flat lawns by the villa and on the lower terrace by the pool. At 16 metres, the pool is large enough for swimming lengths and hours of fun can be had to play ball games there.

For many, a villa holiday is a welcome break from screen time, but for others, it is a chance to catch up with friends or watch sports, so wifi and satellite TV at the villa is a welcome addition. On hot summer days, you can keep cool as all the rooms are air-conditioned too.

The villa has its outdoor pizza oven so children can enjoy having a go at baking their favourite pizzas using delicious fresh Italian tomatoes and cheese. For a real taste of Tuscan home cooking, there are some wonderful local restaurants where children are always welcome, or a cook can come over and prepare delicious meals for you in the more intimate setting of your home which is always a memorable experience.

There are so many interesting places to explore in the area with the top two being Siena and Florence. Head through Siena’s winding cobbled streets to the impressive main square which is the setting of the famous Palio horse race. 

The choice of places to visit in Florence can be overwhelming. Visiting galleries can be balanced with a trip to the magnificent Boboli gardens for a stroll or picnic. After a morning admiring artworks at the Uffizi, the promise of a generous helping of creamy gelato in a cone or large bowl of fresh pasta at a local trattoria cannot fail to delight children of all ages. 

Baby and Toddler Equipment

  • Cot(s)
  • High Chair(s)

Kids Activities Close-by

  • <1hr to Airport
  • Outdoor Pursuit & Activities
  • Tourist Towns & Villages
  • Historical Sites

Services Available

  • Catering Available
  • Breakfast Available
  • Chef/Cook Available
  • Maid Service Included

Extras

Oliver's Extras

  • Cooking Classes Available
  • Yoga Classes Available
  • Transfers Available
  • Catering Available
  • Breakfast Available
  • Chef/Cook Available
  • Maid Service Included

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 transfers

Services included at this property:


- Daily cleaning 2hrs (Sunday excluded)

More extras available at this property on request upon reservation (payable locally):

- Craft Classes
- Floristry Classes: hand-tied bunches/flowers for the home
- Cooking classes
- Yoga & Pilates classes
- Massage & beauty treatments
- Martial arts
- Meditation and mindfulness class
- Pranotherapy: energy treatments pranai-ki
- Trekking
- Hot air balloon
- Horseback riding
- E-bike
- Truffles Experience

Simply fill in the concierge request form or contact the Oliver’s Concierge Team.

Please note that all services are subject to availability and must be requested in advance and that due to some rural/remote locations, not all services will be available at all properties. Prices are on request. We will always do our best to fulfil your requests!

Event information

As you venture up a drive lined with iconic cypress trees and rampant rosebushes towards the gate of this restored medieval watchtower, you know that this is going to be an elegant Italian affair- even the parking space is covered by wisteria. This venue is ideal for the couple for whom the beauty and grandeur of their wedding is more important than a large display of guests and who would delight in the many charming possible locations for ceremony and celebrations. Romantic landscaped gardens look out across vineyards towards the distant towers of San Gimignano with rolling Tuscan hills beyond. Choose your perfect banqueting space, enjoy the finest local cuisine and toast with fine Chianti wine for the continuation of such happiness.

Wedding Reception
30 guests maximum could be hosted for a reception outside on the lawn or beneath the covered gazebo or inside the villa. Dancing for up to 30 people can take place with dancefloor hire near the villa or the paved area near the swimming pool. Music is allowed outdoors until midnight and indoors until 1am. 

Wedding Ceremony
A symbolic ceremony for up to 30 guests could take place in the gardens, by the pool or inside the living or dining room of the villa.

There is a church and town hall a few kilometres from the villa where a civil ceremony could be organised.

The owners are able provide details of an English-speaking celebrant.

Where to Stay
Up to 24 people can sleep inside the villa.

Nearby, a few people may be able to stay next door and any other guests could find accommodation within 15km of the property.

The owners can supply details of local transport firms.

Wedding Planning 
To help with some of the planning, it is mandatory to use the venue's personal wedding planner as she knows well the critical features and characteristics of the villa regarding events. 

Catering
The venue has a chef who can cater for the event or the client may provide their own caterer.

Usually the venue chef can help with anything else required for the event.

Other information
During high season there is minimum one-week rental, during low-season it is minimum 4 nights rental.

Marquee hire in the gardens is compulsory for bad weather. 

Please note that any event rental may be subject to additional charges, venue hire fees and to a higher security deposit, which will be in addition to any published rental rates and fees.

All events are on request only and subject to prior agreement from the owner, who reserves the right to refuse all events without their prior authorisation.

Terms & Conditions

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

Security deposit €500 paid in cash to the owner upon arrival and refunded upon departure, subject to full inspection.
Arrival time 4.00 p.m. - 6.00 p.m. Check-in outside this time may be subject to an extra cost. Please enquire for more details.
Departure time 9.00 a.m. - 10.00 a.m.
Energy costs included? Yes.
Linen & towels included? Yes, including pool towels.
Pets welcome? Not allowed.
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.
Smoking Allowed? Outside only.
Heating costs included? Yes.
Tax Italian Visitors Tax payable locally in cash (typically costs €1-€10 per adult per night - please enquire if exact amount is required).
Internet access? Wi-Fi internet access included.
Minimum stay 7 nights.
Changeover day Saturday.
Stag & Hen Do Allowed? Weddings and any other special events are on request only and subject to prior arrangement with the owner and additional charges.
Pool opening dates? The pool is open approximately 2nd Saturday in May to last Saturday in September. 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 Please note that prices for 14 and 16 guests are only available during selected dates. Please enquire at the time of booking.
Other Ts and Cs When the 14-guest price is booked guests will have access to 7 bedrooms in the main villa only; when the 16-guests price is booked guests will have access to 8 bedrooms in the main villa and cottage only; when the 24-guest price is booked guests will have access to 12 bedrooms in the main villa, small villa and cottage.
Other Ts and Cs Please note that the use of any external caterers and/or contractors is not permitted.
Other Ts and Cs Please note home security devices are installed at the villa, please enquire for further information.
Property Licence Number IT052022B4KV5P22O3.

Rental Rates

Prices based on an occupancy of 24 people:

Rental period Weekly
Dec 18th 2024 - Apr 12th 2025 £9,279
Apr 12th 2025 - Apr 26th 2025 £8,303
Apr 26th 2025 - May 10th 2025 £9,768
May 10th 2025 - May 31st 2025 £11,721
May 31st 2025 - Aug 30th 2025 £14,163
Aug 30th 2025 - Sep 27th 2025 £11,721
Sep 27th 2025 - Oct 25th 2025 £9,768
Oct 25th 2025 - Apr 11th 2026 £8,303
Apr 11th 2026 - Apr 25th 2026 £8,498
Apr 25th 2026 - May 9th 2026 £9,963
May 9th 2026 - May 30th 2026 £11,916
May 30th 2026 - Jun 21st 2026 £14,358

Prices based on an occupancy of 24 people:

Rental period Weekly
Dec 18th 2024 - Apr 12th 2025 $11,770
Apr 12th 2025 - Apr 26th 2025 $10,531
Apr 26th 2025 - May 10th 2025 $12,389
May 10th 2025 - May 31st 2025 $14,867
May 31st 2025 - Aug 30th 2025 $17,964
Aug 30th 2025 - Sep 27th 2025 $14,867
Sep 27th 2025 - Oct 25th 2025 $12,389
Oct 25th 2025 - Apr 11th 2026 $10,531
Apr 11th 2026 - Apr 25th 2026 $10,779
Apr 25th 2026 - May 9th 2026 $12,637
May 9th 2026 - May 30th 2026 $15,115
May 30th 2026 - Jun 21st 2026 $18,212

Please note that these prices/rates are a guide only and may not be correct at the current date. For an accurate quote, please enquire.

Reviews

  • Amazing!

    on 31/07/2023

    Amazing check in and welcome at Villa Cecconi.

  • Great family holiday

    on 19/08/2022

    Loved the villa, position, pool, staff especially Caterina. The pool was a long way from the villa when you forget something but lovely. Great dining area inside and outside. The kitchen would benefit from some sharp knives. The stairs lighting could be better and there are some tricky little steps.
    However we had a great family holiday in a gorgeous villa.

    The owners have since put a highlighting band on the stairs to make them more visible and sharpened the steak knives (not the standard ones as these are used by many children).

  • Everything was perfect

    on 17/10/2019

    We had the most wonderful time here in Tuscany and in this house. A warm welcome and a very pleasant stay! Everything was perfect. Thanks to the family and we hope to see you again one day!

  • One word: paradise!

    Created on 15/10/2019

    There were 17 of us here to celebrate - friends and family from Canada! This has been an extraordinary experience. The setting, the accommodation and your generous hospitality is truly beyond words! We will forever remember our time in this PARADISE under the Tuscan sun!

  • We had a lovely time!

    on 13/09/2019

    Thank you so much for a wonderful, lovely time! The food, wine, fellowship have been so great. Thank you for a great week!

  • We had an incredible week

    on 31/08/2019

    What an incredible week full of laughs, love and energy from this beautiful place! Thank you for having us!

  • Great pool

    on 10/08/2019

    Thank you for letting us stay in this outstanding house. I had a fantastic time. The pool was really fun and I could swim everyday!

  • Beautiful villa

    on 10/08/2019

    We had a lovely time this week in your beautiful villa. An experience my children and grandchildren will forever remember.

  • Some of my favourite memories here!

    on 10/08/2019

    Thank you so much for letting us stay in this beautiful home. I’m going to miss it a lot! I had some of my favourite memories here - thank you!

  • A lifetime of memories!

    on 01/08/2019

    We had an amazing time this week in your beautiful home. Thank you for the lifetime of memories. Such a welcoming place to be. The food that our chef made has been delicious. Until next time!

  • A holiday to treasure

    on 20/07/2019

    Thank you for all your kindness and help. We have enjoyed our time here and will treasure it.

  • Going to miss this place!

    on 18/07/2019

    Its only been a day or 2 and I’m in love with this villa. It’s giant and gorgeous, surely an awesome trip to do again! Next week we’re heading to Rome but we’re going to miss this place! I recommend an intense game of hide and seek - so much fun.

  • Lasting memories

    on 29/06/2019

    Thank you for the opportunity to experience your beautiful home and exquisite landscape. We explored the area and your home invites comfort and pleasure. Our children and grandchildren will have lasting memories of this vacation.

  • Forever part of our memories

    on 13/06/2019

    Thank you so much Maria and family for sharing your beautiful home! It was such a wonderful backdrop to celebrate my milestone birthday. It will forever be a part of our memories and we’re truly grateful.

  • A truly special holiday

    on 08/06/2019

    What a way to celebrate your 70th birthday! A beautiful villa in wonderful countryside. My family and myself have had a fantastic holiday - the week has flown by. We would certainly recommend the villa to anyone who wants something really special. I will remember this truly special holiday always.

  • Unforgettable memories of this place

    on 01/06/2019

    We came here to celebrate my 70th birthday with one family of 22 in this beautiful villa. On the second day we had a fantastic birthday dinner prepared by the great chef. Maria, Leonardo and Marco are perfect hosts. They gave us some good ideas what to see and do. Our family 7 -72 all had an amazing time here at this wonderful villa with beautiful Tuscany landscape. We spent a lot of time at the swimming pool, playing and sunbathing. The weather was very good the whole week. We go back with unforgettable memories, full of fun and adventure. Thank you so much for making this possible. We love this place!

  • Loved every second!

    Created on 01/06/2019

    Such an amazing villa...celebrated my 60th with my twin sister's family and friends! All 12 of us has so many great laughs together in this beautiful setting. Loved every second! Our chef was outstanding and our hosts were so friendly! This was something so special and I am so thankful to have been able to experience it with the people I love.

  • It exceeded our expectations

    on 25/05/2019

    We have fallen in love with this beautiful villa! Marta, Leonardo and Marco are the perfect hosts...the villa itself has far exceeded our expectations. We have thoroughly enjoyed being together, shared great laughs, experiences, many delicious meals, explored the countryside, made unforgettable memories and had a fun, adventurous week...and of course we would all love to return some day!

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