BEAUTIFUL VILLA with private Pool in the heart of Chianti
Along with an outdoor pool, this smoke-free villa has laundry facilities and barbecues. The villa boasts a private pool and a fireplace, while offering 6 bathrooms and a washing machine. Guests will find a kitchen with a fridge, an oven, a stovetop and a microwave. Housekeeping is available on request.
Air-conditioned accommodation at this villa offers private pools and fireplaces. This accommodation is furnished with dining tables and kitchen islands. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include a combined bath/shower unit, bidets and hairdryers.
Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Business-friendly amenities include desks and desk chairs. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on request.
Recreational amenities at the villa include an outdoor pool.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Vagliagli
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Pets allowed: less than 25 kg per pet (limit one pet total)
default
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load the dishwasher
Remove leftover food and drinks and take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number IT052006B5L7GH7FGW
Property # 11171858
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Parties and events (including birthday parties and weddings) are allowed on site. Maximum attendees: 15
Note from host: Only by request.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
About the area
Castelnuovo Berardenga
Castelnuovo Berardenga is home to this villa. Chianti Sculpture Park and La Fornace Art Gallery are cultural highlights, and some of the area's attractions include Teatro dei Rozzi and Siena Circuit. Borgo di Vescine - Tenute di Castelvecchi and Gianfranco Carla Fineschi Botanical Rose Garden are also worth visiting.
Castello di Meleto Cantina - 12 min drive - 13.9 km
Castle of Brolio - 14 min drive - 11.1 km
Gaiole in Chianti Stadium - 14 min drive - 16.0 km
Meleto Castle - 15 min drive - 14.6 km
Church of San Sigismondo - 15 min drive - 16.4 km
Getting around
Rapolano Terme Station - 34 min drive
Peretola Airport (FLR) - 97 min drive
Restaurants
Dievole Wine Resort - 18 min drive
Pizzeria Ristorante Camping Colleverde - 21 min drive
Osteria alla Villa - 17 min drive
Agribar - 11 min drive
Osteria Cacio e Pepe - 13 min drive
Frequently asked questions
Does BEAUTIFUL VILLA with private Pool in the heart of Chianti have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at BEAUTIFUL VILLA with private Pool in the heart of Chianti?
As of 20 May 2026, prices found for a 1-night stay for 2 adults at BEAUTIFUL VILLA with private Pool in the heart of Chianti on 21 July 2026 start from AU$3,105, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is BEAUTIFUL VILLA with private Pool in the heart of Chianti pet-friendly?
Yes, this property allows pets (limit 1 total) with a maximum weight of up to 25 kg per pet.
How much is parking at BEAUTIFUL VILLA with private Pool in the heart of Chianti?
On-site parking is available at the property.
What time is check-in at BEAUTIFUL VILLA with private Pool in the heart of Chianti?
Check-in begins at 5:00 PM.
What time is check-out at BEAUTIFUL VILLA with private Pool in the heart of Chianti?
Checkout is at 10:00 AM.
Where is BEAUTIFUL VILLA with private Pool in the heart of Chianti located?
Situated in Castelnuovo Berardenga, this villa is 2.1 mi (3.4 km) from Chianti Sculpture Park and 2.5 mi (4 km) from La Fornace Art Gallery. Borgo Scopeto e Caparzo Srl and Castle of Brolio are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Dear Markus,
Thank you very much for your kind review. It was a real pleasure hosting you and your lovely family at the villa.
I'm truly glad you enjoyed the house, the view, and your stay overall.
Wishing you all the best, and I hope to have the opportunity to welcome you again in the future.
Warm regards,
Alessandro
Amazing property in one of the most scenic parts of Tuscany! Alessandro and his family were great hosts who are very attentive and responsive. The home chef dinners were a highlight of our trip. Would highly recommend. Thank you!
We stayed for a week at this lovely villa and thoroughly enjoyed it. With 12 people (3 families of 4), we very comfortably each had our own space plus many spots inside and out to spend time together. Alessandro was a gracious and responsive host. His parents were equally welcoming and we made the smart choice to have his mother cook a delicious dinner for us which presented the quintessential al fresco experience. So glad we stayed here!
We celebrated our baby turning 1 with family and friends and this property was an absolute dream! It comfortably fit our large group! We had a private chef host a dinner for us that Alessandro requested which was incredible! We are grateful for the family memories and would 100% return! Thank you for being such a great host!
Emily A.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 28 June 2025
Dear Emily,
Thank you so much for your beautiful words! I'm truly honored that you chose our villa to celebrate such a special milestone for your family. It was a real pleasure having you all, and I'm so happy to hear you enjoyed the space, the dinner with the chef, and the time spent together.
You’ll always be welcome here – I hope to see you again one day for more unforgettable memories!
Warmest regards,
Alessandro
We were a group of 4 families with toddlers and loved our stay at the villa! Alessandro was an excellent host and very responsive. The views and pool are stunning, and the house is clean and decently equipped. Highly recommended for a group stay in Chianti!
Taylor E.
Stayed 3 nights in May 2024
Response from VrboOwner on 22 Dec 2024
Dear Taylor,
Thank you so much for your wonderful review! It was an absolute pleasure to host you and your group, and I’m thrilled to hear that you all enjoyed your stay at the villa. Knowing that the stunning views, pool, and amenities met your expectations means so much to me.
I’m also glad that I could assist you during your stay—it’s always my goal to make guests feel comfortable and well cared for. Thank you for recommending the villa for group stays in Chianti!
I hope to have the opportunity to welcome you all back in the future for another memorable experience.
Warm regards,
Alessandro
The kids loved the old villa, it had a bit of a rambling castle feel to it. It could do with a few new items. Tv, sound system and cookware all a little past their use by date but that's not why you are really there anyway.
We absolutely loved our stay at the Villa! Our family of 11 including teenagers, adults and seniors all felt very at home and all felt that we had more than enough space for privacy if we needed it from one another!:). It was so clean and the fact that it was such an old property was so impressive and made the stay there so much better. The pool was absolutely perfect! The different eating options outside made it so nice depending on the time of day. The communication with the host and the hospitality we received was top notch! We were so sad for our holiday to come to an end and will always recommend this villa to anyone who is vacationing in the Tuscany area.
There were 12 of us that stayed at this beautiful villa! A beautiful spot!!! The house was very clean and Alessandro was there to greet us as well as very helpful in answering any questions and very prompt in responding to us when we had questions. My only suggestion - be sure you grab toilet paper and paper towels for your stay - we didn't realize the house wouldn't have those items. A wonderful, wonderful stay - you won't be sorry if you rent this beautiful villa!!
Johanne H.
Stayed 4 nights in Oct 2023
Response from VrboOwner on 31 Oct 2023
Dear Johanne
Thanks for your beautiful review.
Was a pleasure host your group.
I'm sorry for the toilette paper and towels paper.....you could ask me more rolls if you needed, we thought that for your short stay 2 rolls per bathroom would be enough....
I hope to see you again .
Sincerely
Alessandro
There were 8 of us on my 60th Birthday trip. We were fortunate enough to stay in this BEAUTIFUL Tuscan Villa built in the 13th century. SO much history here. It used to be a convent. We did day trips to Siena and Florence(twice) The villa is centrally located to many vineyards. We took a day trip to 3 vineyards and had lunch at Brunello di Montalcino. Very fun! We had a pizza dinna catered at the Villa one night. There are a bunch of bedrooms and the 4 we used were very comfortable and had modern amenities. The host was exceptional. We absolutely LOVED our stay and hope to be back!!!
We rented the villa after a family event. The owners and their son are very charming and accommodating. We enjoyed the villa as it is very authentic. Felt like we were locals. It has separate areas almost like apartments within the villa which is great if you have many couples. One of the rooms has bunk beds and the other two twin beds. It’s important to know you can’t walk anywhere so a car is needed. That’s the only reason for my location rating. Excellent villa to spend time with friends and family.
marlene l.
Stayed 6 nights in Sep 2024
Response from VrboOwner on 14 Oct 2024
Dear Marlene
Thank you for your beautiful review.
Was a Pleasure to host you and your lovely family.
If you want to return I am happy to tell you that from 2025 the room with bunk beds will be updated with 2 single beds and that the room with 2 single beds with double bed.
I hope to see you again.
Alessandro
The house is lovely and Alesandro and his parents do a great job of making everything run smoothly. The back patio is really the place to hang out and we had many a family dinner back there. The location is smack in the middle of picturesque Tuscany and you will be hard pressed not to enjoy the views. I would definitely organize a night where they cook a meal for you… lovely food.
My only real wish was that the mattresses on the beds were a little more comfortable. Most were pretty hard and in need of an upgrade or some kind of a topper.
For family trips… great fun though. The kids loved living in a 12th century country home with a pool. Enjoy folks.
Morgan S.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 19 Aug 2023
Dear Morgan
Thanks for your beautiful review.
Regarding mattresses consider it done.
Best regards
Alessandro
The villa is absolutely stunning. The 5 suites, within one villa, are all connected and spacious. There is plenty of room for everyone to have their own space or to come together.
The pool, gardens and road are well maintained. There is a gate at the top of the driveway entrance.
Alessandro was available for any questions and lives in the Anex about 100 years away. So, there is someone on-site if issues arise. However, privacy is abundant.
When our group is 8 stayed st the villa, there was a cleaning crew that came in every two days.
The villa is perfectly situated between Siena, Florence, Cortona, etc. Alessandro suggested visiting the tiny walled city of San Gusme. We found this tiny city to be quite charming and nice break from the crowds of the bigger cities. You can walk the entire city in 10 minutes. It includes a Michelin rated restaurant.
I would highly recommend this villa for anyone looking for a spacious luxury experience in Tuscany. We’ll be back!
Villa molto bella e proprietari disponibili.
Eravamo un gruppo di 12 amici, abbiamo vissuto la struttura in piena comodità.
Disponibilità di barbecue a legna e saloni muniti di camino estremamente conviviali.
Matteo S.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 28 June 2025
Caro Matteo,
ti ringrazio di cuore per le belle parole! È stato un vero piacere ospitare te e il tuo gruppo di amici, e sapere che avete apprezzato la villa e i suoi spazi conviviali ci riempie di gioia.
Spero di potervi accogliere di nuovo in futuro per un’altra piacevole esperienza immersi nel verde della campagna toscana.
Un caro saluto,
Alessandro
Everything about the Villa was perfect for a large group. Everyone had there own bedroom and bathroom. The place had several large gathering spots which were perfect for our group to enjoy at the end of the day. The location was ideal for day trips to all the areas we wanted to visit, including Florence, Siena & San Gimignano. Pino, Betty and Alessandro could not have been better hosts and more welcoming of any needs.
Our group of four couples had a wonderful stay at this amazing villa. Alessandro and his parents were wonderful hosts from from start to finish. The villa was gorgeous and the scenery was like living in a postcard. We enjoyed cooking together after our days of sightseeing and wine tasting. Four two evenings, we had arranged for Alessandro’s parents to cook for us, and it was a wonderful experience to enjoy local home cooking outside on the covered patio. Pinot and Betty were so friendly; we left with new friends!
I think it is helpful to understand that the drive to Siena or the major hilltop cities is 30 or more minutes on windy, hilly roads, and there is some gravel. Just be aware that it is part of the charm of being in the beautiful quiet countryside! We are so thankful we chose this experience!
We had a wonderful time in the country side of Tuscany / Chianti region.
The Villa was very spacious for everyone to have their own space. Lots of steps and wings of the house. Kinda tricky with young children.
Beds, pillows and linens could be updated.
Alex the owner was very helpful and arranged several things for us.
Great option for large group. Sleeps 10 comfortably.
You definitely need to have a car or driver to get you around the area.
We recently returned from a week-long stay in this gorgeous villa. We had a group of 10 adults and 4 children, and the villa had ample bedrooms and space for all. Six of the seven bedrooms have A/C and were well-cooled in the midst of an oppressive heat wave in Italy (one bedroom did not have A/C). Despite the rest of the house not having central A/C, most of the villa stayed remarkably cool and comfortable during the day. The kitchen was well-supplied with a full-size fridge as well as a mini fridge - plenty of pots, pans, plates, glasses, utensils made it easy and fun to prepare our own meals in the villa. We also enjoyed one of the upstairs dens for family gatherings in the evening (the den also has a small kitchen attached with another mini fridge). The outdoor spaces were gorgeous and well maintained. The pool was very clean and a highlight for all at the end of hot days sightseeing! There are two outdoor dining areas that are perfect for morning coffee and evening cocktails & meals. Alessandro and his parents, Pino and Elisabetta, live on site and are very welcoming. Alessandro was exceptionally helpful and responsive in answering questions before and during our trip. He worked with me ahead of the trip to schedule a wonderful dinner prepared at the villa by Elisabetta, including delicious wine produced by their family. He provided several suggestions for places to visit nearby and also helped us plan and book a full-day minibus excursion to Montepulciano and Pienza, including a wonderful winery tour at Poliziano. (I also recommend a stop at Vallepicciola winery, just a three minute drive from the house - stunning building / views and more delicious wines). Alessandro and his parents also went above and beyond as hosts when one of our party had a medical emergency. They were extremely gracious and supportive in helping us navigate through that issue, for which I will always be grateful.
Sarah B.
Stayed 7 nights in Jul 2022
Verified
10/10 Excellent
ODED K.
15 Sept 2018
Amazing Tuscan villa , divided to two seperate houses. Perfect for families.
Beautifull area. Equiped with all you need . Spacious. Lovely gardens and surroundings. Allesandro , the owner is really attentive, all our wishes were fullfilled, the family also makes great wine. Bottom line - the ultimate Italian Tuscan experience for families or large group .... been there for 7 nights , felt like home , will be back!
ODED K.
Stayed 7 nights in Sep 2018
Verified
10/10 Excellent
nina v.
14 Aug 2018
Quintessential Tuscan experience
We had a wonderful stay at the beautiful home of Alessandro and Pino who were both lovely hosts. We were a big group, consisting of 4 families, but there was plenty of space to spread out between the main house and the annex (each contains 5 bedrooms). The villa is situated in the heart of Tuscany, close to Siena and various exceptional wineries in the area (Castello di Ama is a particular highlight not to be missed). I wish we could have stayed longer!
nina v.
Stayed 7 nights in Aug 2018
Verified
10/10 Excellent
Yann D.
19 July 2018
Lovely tuscan retreat
Just got back from a week at this wonderful little piece of Tuscan paradise. Set in the middle of vineyards and out of the way from the summer bustle of Siena and Florence, the Il Cerretaccio villa is a great place to relax and slow down. We scored perfect weather, as expected in July, and the manager Alessandro was always available to make sure that our questions and needs were met.
Highlights:
- Pool: the water temp was perfect, the pool was super clean and we spent a lot of time there, surrounded by nature and colorful landscaping.
- Alfresco dining: take advantage of the solid kitchen and make some great family meals to be enjoyed in one of the two outdoor dining rooms with panoramic vineyard views.
- A/C: This is one of the few rentals in the region that offers A/C in most rooms, which was very welcome!
- Alessandro: The manager was always around to answer questions and help out with directions. His family makes *stellar* wine, and we purchased about a case of his family Chianti which was outstanding.
- Location: the nearest town is 10-15 mins away, so you are on your own. Day trips are pretty far (Siena is about 30 mins away), so consider spending full days at the home and full days sightseeing, you probably can't do both in one day.
Hickups:
- Internet is really slow and since the villa has solid stone walls, don't expect internet connectivity throughout the property or even in specific spots. It makes sense, you are in the middle of the vineyards on vacation. But if you are hoping to get some work done, it's not really going to work.
- The drive: the directions to the villa on the HomeAway app are just wrong, and took us for a ride all over southern Tuscany. Not sure I am supposed to disclose the exact location of the villa on HomeAway in a review, but it's really easy to get good directions on Google Maps if you just enter the name of the villa directly.
- The villa is actually separated into 2 different buildings, something that is not stated clearly in the house description. The two buildings are about 100 yards apart, so not under the same roof even. Something to obviously consider!
- Critters: you are in the middle of the countryside, so unexpected visitors might show up from time to time.
Overall, we would return in a hurry. The place is great and truly exemplifies old farmhouse Tuscan living.
Yann D.
Stayed 7 nights in Jun 2018
Response from VrboOwner on 14 Jan 2022
Dear Yann
Thank you for your beautiful review.
I would like to clarify that the Villa was renovated in 2019 (one year after your holiday) and now the bedrooms are all located In the main building is also internet in the house has been improved.
I hope to see you and your family again.
Ciao
Alessandro
Archival
10/10 Excellent
Simon Å.
16 Oct 2017
Fantastic place!
This villa is amazing! Beautiful surroundings, pool and great rooms.
100% recomended!
Simon Å.
Stayed 4 nights in Sep 2017
Archival
10/10 Excellent
Ummit S.
26 July 2017
Beautiful property in a stunning setting
Surrounded by vines, olive groves and hills, the villa is as picturesque as the images show. Our three families spent a wonderful 5 days here, and we were well looked after by Alessandro who lived next door. A great place to disconnect from the world!
Ummit S.
Stayed 5 nights in Jun 2017
Archival
10/10 Excellent
Suzanne M.
6 June 2017
Beautiful Tuscan Villa not to be missed!
Beautiful villa and guest quarters in a remote Tuscan city surrounded by vineyards and olive trees and spectacular views in every direction. The hosts are most cordial and invite you to a tour and tasting of their shared winery. The countryside is so magnificent. If you are looking for a peaceful and quiet oasis, try this lovely villa which will accommodate your whole family and assorted friends. Enjoy afternoons basking in the Tuscan sun by the large pool while tasting wines from surrounding vineyards!
Suzanne M.
Archival
10/10 Excellent
alessandra d.
20 Jan 2017
posto magifico, gestori gentili e molto disponibil
Abbiamo affittato l'intera struttura per il periodo di capodanno e siamo stati benissimo. La villa è molto bella e ben riscaldata. Abbiamo utilizzato gli spazi comuni con comodità e passato un periodo magnifico.
Villa immersa nella quiete del Chianti.
alessandra d.
About the host
Hosted by Alessandro
Languages:
English, Italian, Spanish
Premier Host
They consistently provide great experiences for their guests