Villa La Cipressaia: An Authentic Tuscan Escape in Chianti

Photo gallery for Villa La Cipressaia: An Authentic Tuscan Escape in Chianti

A stone building with a garden, a small table with chairs, and a dog.
A courtyard with stone walls, potted plants, and a staircase leading to an upper level.
A stone courtyard with a wooden pergola, potted plants, and a metal gate.
A kitchen with wooden cabinets, a dining table, and a large window.
A swimming pool with two blue lounge chairs, surrounded by a well-maintained lawn and trees.

Reviews

9.6 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Swimming pool
  • Refrigerator
  • Pet-friendly
  • Internet
  • Washing machine

Explore the area

View map
Castelnuovo Berardenga, Siena
  • Place, Felsina
    ‪8 min drive‬
  • Place, Vittorio Alfieri Theater
    ‪9 min drive‬
  • Place, Castle of Brolio
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

Add dates for prices

Similar properties

Exterior
YOUR EXCLUSIVE HOLIDAY BETWEEN VINEYARDS AND CASTLES
Villa A Sesta
  • Pool
  • Kitchen
  • Washing machine
  • Free Wi-Fi
9.8 out of 10, Exceptional, (6 reviews)
YOUR EXCLUSIVE HOLIDAY BETWEEN VINEYARDS AND CASTLES

About the area

Castelnuovo Berardenga

Located in Castelnuovo Berardenga, this villa is in a rural area and near theme parks. Felsina and Villa a Sesta Polo Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni and Riserva Naturale Regionale Valle dell'Inferno e Bandella. Looking to enjoy an event or a game while in town? See what's happening at Gaiole in Chianti Stadium or Palasport Mens Sana. Sailing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and rock climbing nearby.
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Map
Castelnuovo Berardenga, Siena

What's nearby

  • Felsina - 8 min drive - 6.1 km
  • Vittorio Alfieri Theater - 9 min drive - 6.1 km
  • Landscape Museum - 9 min drive - 6.1 km
  • Piazza Marconi - 12 min drive - 6.8 km
  • Castle of Brolio - 12 min drive - 10.7 km

Getting around

  • Castelnuovo Berardenga Station - 19 min drive

Restaurants

  • ‪Bengodi Enoteca & Cucina - ‬12 min drive
  • ‪Bar Castelnovo - Da Salvatore - ‬11 min drive
  • ‪Sira e Remino - ‬7 min drive
  • ‪AnoniMax Ristorante & Bistrot - ‬12 min drive
  • ‪La Taverna della Berardenga - ‬9 min drive

Frequently asked questions

Does Charming Tuscany Villa with magical Garden, shared pool, Chianti Area have a pool?

Yes, this property has a pool.

Is Charming Tuscany Villa with magical Garden, shared pool, Chianti Area pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much is parking at Charming Tuscany Villa with magical Garden, shared pool, Chianti Area ?

On-site parking is available at the property.

What time is check-in at Charming Tuscany Villa with magical Garden, shared pool, Chianti Area ?

Check-in begins at 3:00 PM.

What time is check-out at Charming Tuscany Villa with magical Garden, shared pool, Chianti Area ?

Checkout is at 10:00 AM.

Where is Charming Tuscany Villa with magical Garden, shared pool, Chianti Area located?

Situated in a rural location, this villa is within 6 miles (10 km) of Vittorio Alfieri Theater, Felsina and Piazza Marconi. Villa a Sesta Polo Club and San Felice Winery are also within 6 miles (10 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 50 out of 61 reviews
Rating 8 - Good. 6 out of 61 reviews
Rating 6 - Okay. 3 out of 61 reviews
Rating 4 - Poor. 2 out of 61 reviews
Rating 2 - Terrible. 0 out of 61 reviews

9.2/10

Cleanliness

9.4/10

Check-in

9.4/10

Communication

9.6/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It’s was a delightful stay in the countryside. Definitely recommend walking down to the winery and do a tasting
Stayed 5 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was beautiful. It felt like a home away from home. Limited use of the pool, but not a large problem as it was September. Host VERY responsive!Overall, 6 stars (not just 5)!!!
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

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

Amazing

Definitely will visit again!
Stayed 4 nights in Jun 2024
Verified review

8/10 Good

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

Peaceful and beautiful oasis in Tuscany

We had a lovely stay a few weeks ago in this charming old stone house with gorgeous gardens surrounded by vineyards and olive groves. A great base as we explored Tuscany for 4 days.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

For those who want to experience the taste of life in Tuscany

Great host, location as we wanted in Tuscany. We had villa for only our family and it was enjoyable. It is a good WiFi there, TV, kitchen. And everything you need.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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

Great getaway

An amazing escape in the Tuscan countryside. The pool and views from it were jaw-dropping. Close enough to venture out to some sights but far enough away to feel like you are in the country. We had some amazing meals in the nearby small towns. Still dreaming about our visit.
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

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

Lovely Tuscany

My family and I had a lovely stay. Lots of places to visit and wonderful garden for the children to play. They loved the pool, and the little cat that wanted to be apart of the family. Thank you for a lovely time.
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
For a true Tuscan experience, this location is perfect. You can find your own private spot within the stunning garden, surrounded by rolling, vine-covered hills and lines of cypress trees. There's also a great pool for relaxing. If you want to avoid the tourist crowds of bigger towns, this is the ideal retreat. You'll find plenty of lovely villages and great restaurants within a short drive. We're so thankful to Gina and Bianca for their wonderful hospitality.
Stayed 10 nights in Sep 2025
Verified review

10/10 Excellent

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

It was like being in an art filled environment surrounded by vineyards.

Visually a feast for our eyes
Stayed 5 nights in Jun 2019
Verified review

8/10 Good

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

Beautiful location

Beautiful property, gardens and pool. Nice place to relax. 10 minute drive to a quaint town with groceries. Only 35 minutes to Sienna .
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

Tuscan Idyll

5 lovely days. Pool was a necessity. Beautiful accommodation and garden and very well equipped kitchen. Visitors info probably needs an update.
Stayed 5 nights in Jul 2023
Verified review

10/10 Excellent

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

Great views!

Lovely spot with gorgeous views. It proved to be a good location to explore Tuscany. When we arrived it was a chilly day and we were invited to fire up the boiler although warned heat was expensive and we would be charged additional for any fuel used so we toughed it out not wanting to deal with it.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

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

Tuscany Beauty

Our stay at Villa Donato was truly a wonder experience. Within and hour or less you can visit many of the enchanting hill towns of Tuscany, such as Castellina, Rodda & Cortona to name a few. If you want to visit the Brunello wine region it is also in that same range of travel. The gardens are amazing and perfect for outdoor dinners & breakfasts. The kitchen is well equipped & very nice for preparing home cooked meals. Our stay was delightful!
Stayed 14 nights in Sep 2023
Verified review

10/10 Excellent

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

A gorgeous spot

Aside from being as an absolutely stunning property, I appreciated the fact that the kitchen was well equipped. I find most rentals have almost nothing to cook with. They had everything I needed!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

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

Rustic Charm in Tuscany

What a gem in the hills of Tuscany. The gardens are exquisite surrounding the villa with a picturesque view from every window. We also enjoyed the visiting cat who was so friendly and sweet. We cooked all our meals in the kitchen and slept restfully. Would love to return soon.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

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

Beautiful Villa

We were both very pleased with this charming villa, set in beautiful countryside about 15 minutes drive from the nearest small town. We loved the rustic feel of the villa with amazing views of the surrounding vineyards. The hosts, while we didnt meet up due to our busy schedules, were fabulous, and great at communicating to ensure we had a wonderful stay. We used the villa here as a base to make day trips to surrounding towns like Assisi, Perugia, San Gimignano and Montepulciano, all towns worth visiting.
Stayed 3 nights in May 2024
Verified review

8/10 Good

Liked: Cleanliness, location, listing accuracy
Disliked: Communication

Tuscan vacation villa

This property is amazing, especially during the warmer months. It is as lovely as described. It’s expensive to heat during cooler months. Communication with the property manager was challenging as her English is limited, as is our Italian. The location is central in terms of visiting a variety of hill towns, but remote in terms of finding dinner, especially during the off season.
Stayed 8 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This villa was such a charming place and is so serene and beautiful. We loved being able to cook with a full kitchen and eat our meals on the patio in the garden. We used the villa as a base as we visited wineries and small hill towns, everything was about an hour drive away. The host provided very clear instructions on how to get to the property and on how everything worked in the house. The views and pool were amazing as well. No AC and we had unusually hot temperatures, but there were several fans and there was often a cross breeze. Overall, we really enjoyed our stay and would recommend if you are looking for a quiet, relaxing time in Tuscany.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Absolutely amazing!

We had a wonderful stay. The views and gardens are amazing and the pictures you see online do not do it justice. The views are breathtaking. The home is comfortable and has everything you need. We had 5 people so our teenager had to sleep on the sofa bed in the living room but it wasn’t too bad, It is a convenient location for exploring the Chianti region but is also an amazing property to stay and relax. Bianca was a very responsive host and we enjoyed meeting her mother who greeted us at the property. Overall, our favorite place during our 15 day tour of Italy!
Stayed 5 nights in May 2023
Verified review

6/10 Okay

Liked: Communication
Disliked: Cleanliness, location
The farmhouse/villa is old, but we knew that when we chose this location to rent for our 4-night stay. That said, it could use some deep cleaning. Surface areas and floors were not clean, and there was a bit of a bug issue. We think they were similar to stink bugs, but weren't sure. The mattress in the room I slept in was horrible. My hips hurt every night sleeping on it. It was the smaller of the two bedrooms. My friends slept in the other room and had no issues with their mattress.The location was more remote than we anticipated. It would have been nice to be closer to a town for easier dining out and a market to buy essentials. That’s our fault, though, for not checking this in advance.
Stayed 5 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, location
Disliked: Listing accuracy

Nice but a little disappointed....

Very nice villa in a great, peaceful and scenic location between Sienna and Arezzo. Disappointed because the pool was closed after recent rains though we booked it for the pool and were not notified it would be closed. Pools at other places we stayed in the region were open. Also, prior guests had smoked inside and ashtrays were full tho we let the host know we are allergic to smoke and were told there was no smoking allowed inside. Local wine tasting and restaurants were great, and the villa itself was very pretty.
Stayed 5 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tutto bene
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wunderschönes Landhaus. Eingebettet in die Weinberge des Chianti. Sehr nette Gastgeber. Wir werden in den nächsten Jahren sicherlich noch einmal dorthin fahren.
Stayed 8 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Jardin magnifique, lieu calme et reposant.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

Erholsamer Urlaub in wunderschöner Gegend

Die Villa ist ein zauberhafter Ort für alle, die Ruhe und Natur genießen wollen. Die Anfahrt ist nur mit dem Auto möglich. Der letzte Streckenabschnitt führt durch eine märchenhafte Zypressenallee. Das Grundstück liegt auf einer Anhöhe mit einem herrlichen Blick auf die umliegenden Weinberge. Die Villa ist in zwei autarke Wohnparteien mit jeweils eigenen Garten aufgeteilt. Der Garten ist groß und hübsch bewachsen. Das Haus ist individuell und gemütlich mit kunstvollem Ambiente. eingerichtet. Die Vermieter, die Familie Gigli, sind sehr freundlich, hilfsbereit und zuvorkommend. Wir haben uns sehr wohl gefühlt und uns mit unseren unmittelbaren Villa-Nachbarn gut verstanden. Insgesamt gibt es hier vier Eigentümerparteien, die den Pool geinschaftlich nutzen. Das hat für uns gut funktioniert. Die Eigentümer/ Bewohner der benachbarten Häuser legen Wert auf ihre Ruhe und die Einhaltung der Pool-Regeln. Dazu gehört auch die Beachtung der Pool-Zeiten für die Gäste (10-13 und 15 bis 18 Uhr). Wir konnten uns damit gut arrangieren, weil wir sowieso viel unterwegs waren.
Stayed 7 nights in Aug 2024
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