BEAUTIFUL VILLA with private Pool in the heart of Chianti Reviews, Deals & Photos 2025

Q: Does BEAUTIFUL VILLA with private Pool in the heart of Chianti have a pool?

Yes, this property has an outdoor pool.

Q: 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.

Q: 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 within 6 miles (10 km) of Borgo Scopeto e Caparzo Srl and Castle of Brolio. Az. Agr.Losi Querciavalle and Fattoria della Aiola Winery are also within 9 miles (15 km).

10/10 Excellent

Emily A.

19 Apr 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

This was the best place for our family vacation!

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!

Stayed 4 nights in Apr 2025

10/10 Excellent

Taylor E.

27 May 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing villa in the heart of Chianti

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!

Stayed 3 nights in May 2024

10/10 Excellent

Johanne H.

25 Oct 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing villa!!

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!!

Stayed 4 nights in Oct 2023

10/10 Excellent

marlene l.

21 Sept 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family and friend

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.

Stayed 6 nights in Sep 2024

10/10 Excellent

Morgan S.

7 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great family trip to Tuscany

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.

Stayed 7 nights in Jul 2023

10/10 Excellent

Scott G.

25 Sept 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ultimate Tuscan Villa Experience

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!

Stayed 5 nights in Sep 2019

10/10 Excellent

Matteo S.

4 Nov 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bellissima struttura immersa nel verde

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.

Stayed 3 nights in Oct 2024

10/10 Excellent

Michael A.

28 Nov 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional

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.

Stayed 4 nights in Nov 2022

10/10 Excellent

Connie H.

22 Nov 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gray time

We had the best time. Pink and his wife were wonderful hosts. The dinners were delicious and each room was very clean.

Stayed 4 nights in Nov 2022

10/10 Excellent

Rebecca S.

30 Oct 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful stay in Tuscany!

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!

Stayed 5 nights in Oct 2022

8/10 Good

Beth C., Austin, Texas

17 Sept 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family and Friends trip to Italy

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.

Stayed 5 nights in Sep 2022

10/10 Excellent

Sarah B., Richmond, USA

8 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous villa in the heart of Tuscany!

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.

Stayed 7 nights in Jul 2022

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!

Stayed 7 nights in Sep 2018

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!

Stayed 7 nights in Aug 2018

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.

Stayed 7 nights in Jun 2018

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Simon Å.

16 Oct 2017

Fantastic place!

This villa is amazing! Beautiful surroundings, pool and great rooms. 100% recomended!

Stayed 4 nights in Sep 2017

This review was submitted before 2018 and has not been verified.

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!

Stayed 5 nights in Jun 2017

This review was submitted before 2018 and has not been verified.

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!

This review was submitted before 2018 and has not been verified.

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.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Andreia A.

13 Sept 2016

Gorgeous Villa & location, worth many visits!

Our stay at Villa Il Cerretaccio was amazing! From the communication prior to our stay to the moment we left Alessandro has always been very responsive, providing all clarifications and instructions that we requested. The photos & information on the website could not be more accurate, stunning villa and location overlooking their vineyard, and with quick access by car to Siena. We were in a group of 9 and all of us would definitely recommend and consider staying there again if the opportunity arises!

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Tanuj M.

8 Sept 2016

A great Tuscan experience

We recently stayed at Il Cerretaccio for a family reunion with 7 adults and 4 children. The property was wonderful and well maintained. There was plenty of space to spread out so the kids had their own place to hang out, as did the adults. The pool was very refreshing during the August heat. Alessandro and his family were gracious hosts. This house is quite remote, and the nearest towns/restaurants/supermarkets were 15 minutes away. But the sprawling views more than make up for it! I'll definitely consider Il Cerretaccio in the future when I return to this beautiful region!

Stayed 7 nights in Aug 2016

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BEAUTIFUL VILLA with private Pool in the heart of Chianti

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