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Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

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Exterior
Pool
Pool
Exterior
Exterior

Reviews

9.6 out of 10
Exceptional
2 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Balcony

Explore the area

View in a map
Castelnuovo Berardenga, Siena
  • Place, Vittorio Alfieri Theater
    ‪7 min drive‬
  • Place, Felsina
    ‪8 min drive‬
  • Place, Piazza Marconi
    ‪9 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

About this property

Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

Villa la Cipressaia is a portion of a typical Tuscan farmhouse immersed in the green Chianti hills covered with vineyards and olive groves. Recently restored the original stone building stands in a well tended green lawn. The large private garden is totally fenced ensuring complete privacy. Entering the property you are welcomed by a delightful stone paved courtyard.

The rustic structural features have been preserved and tastefully melted with the functional but elegant furnishing where modern comforts and antiques complete the charming picture.

From its privileged hilltop position Villa la Cipressaia boasts a enchanting scenery with views extending over the countryside surrounding.

This is the ideal place if you wish to spend your holiday in a quiet and peaceful environment where you can enjoy absolute relaxation and find relief from the stress of the everyday life.

ACCOMODATION

The Villa has is own private spaces: private huge garden, private forniture and everything.
The swimming pool is shared with the other people of the other part of the villa. Time to stay at the pool: from 10 AM to 1 PM and from 3 PM to 6PM.

The villa extends on two floors.

On the ground floor there is the living room with TV sat, WI-FI internet connection, open fireplace and double sofa bed. Still on this floor is small toilet and the dining room with kitchen fully equipped with also oven and dishwasher. Both rooms have direct access to the external area and the garden.

On the first floor there is one bathroom with shower, a twin bedroom and the double bedroom with a covered portico.

GARDEN & SWIMMING POOL

Approaching the villa you will feel immersed in the green of the countryside surrounding. The garden is a perfectly manicured lawn offering unobstructed views from the patio fully equipped to eat and relax outside. The location also allows undisturbed walks through the vineyards.

Although the neighbours share the pool with Villa la Cipressaia, the pool (14 x 6 meters) is in a separate garden and does not at all intrude on the peace and tranquillity of the private garden attached to the property or the view, which stretches away over the rolling Chianti hills.

LOCATION:
Villa la Cipressaia is perfectly located one hour to Florence and only 20 minutes to Siena. It is conveniently located to also reach San Gimignano, Volterra, Cortona and Arezzo. Fifteen minutes away in Rapolano are the spas with hot spring heated pools and fango (mud) treatments. It is five minutes drive from shops and restaurants in the village of Castelnuovo Berardenga.

The nearest village of San Gusmè just 2 km away from the property, offers all the amenities included restaurant, bar, wine bar, grocery and post office. Not to mention the Valdichiana outlet village where more 100 shops of the main modern brands welcome you just 35 minutes from the property.

With in the area one can find horse riding, ballooning, and mountain bike hire, wine & olive oil estates open to visit and cooking classes.

Nearby facilities:

Nearest town: San Gusmè km 2
Restaurants: San Gusmè km 2
Supermarket: Castelnuovo Berardenga km 7
Grocery: San Gusmè km 2
Shops: Castelnuovo Berardenga km 7
Outlets: Foiano della Chiana km 45
Bank: Castelnuovo Berardenga km 7
Post office: San Gusmè km 2
Chemistry: Castelnuovo Berardenga km 7
Tennis court: Siena km 25
Golf: Bettolle km 45
Horse riding: Castelnuovo Berardenga km 18
SPA: Rapolano Terme km 20
Train station: Siena km 25

Price includes
- water, gas for cooking, electricity
- towels, bed and bath linens with weekly change
- WI-FI internet connection
- use of swimming pool (during opening period)

Price excludes
- heating: on consuption (metre reading on arrival and departure)
- final cleaning

Extra services (upon request)
- cook at the villa
- change of bed and bath linens
- additional maid service
- pets allowed (on request): Euro 25 per stay

Check in
from 3 p.m. to 8 p.m.

SHARED Swimming pool
open from 01 June to 30 September
guest can stay at the pool from 10 AM to 1 PM and from 3 PM to 6 PM
No drinks and food allowed in the pool are and common park
No children alone without adult in the pool
No pets in the pool
Please respect the peace and tranquilly of the place


Art cities:
Firenze: 70 km
Pisa: 140 km
Siena: 25 km
Lucca: 140 km
Arezzo: 50 km
Perugia: 95 km
San Gimignano: 70 km
Volterra: 80 km
Montalcino: 65 km
Forte dei Marmi: 180 km
Pienza: 60 km
Montepulciano: 55 km
Cortona: 65 km
Assisi: 120 km
Seaside: 115 km


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House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
25€ per week for pet
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Smoking

Smoking allowed: in designated areas

Important information

You need to know

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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number IT052006C2J9CSCS24

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 Siena Stadium. Sailing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
View more Villas in Castelnuovo BerardengaOpens in a new window
Map
Castelnuovo Berardenga, Siena

What's nearby

  • Vittorio Alfieri Theater - 7 min drive - 5.4 km
  • Landscape Museum - 7 min drive - 5.4 km
  • Felsina - 8 min drive - 5.4 km
  • Piazza Marconi - 9 min drive - 6.1 km
  • Castle of Brolio - 11 min drive - 9.3 km

Getting around

  • Castelnuovo Berardenga Station - 19 min drive

Restaurants

  • ‪La Taverna della Berardenga - ‬9 min drive
  • ‪Pizzeria La Morina - ‬11 min drive
  • ‪Quei 2 - Bar Ristorante Gastronomia - ‬10 min drive
  • ‪Osteria alla Villa - ‬9 min drive
  • ‪L'Asinello Ristorante - ‬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.

How much does it cost to stay at Charming Tuscany Villa with magical Garden, shared pool, Chianti Area ?

As of 11 Apr, 2026, prices found for a 1-night stay for 2 adults at Charming Tuscany Villa with magical Garden, shared pool, Chianti Area on 5 May, 2026 start from S$283, 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 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 Berardenga Riding Centre, Vittorio Alfieri Theater and Felsina. Piazza Marconi and Villa a Sesta Polo Club 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 46 out of 56 reviews
Rating 8 - Good. 6 out of 56 reviews
Rating 6 - Okay. 2 out of 56 reviews
Rating 4 - Poor. 2 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

9.2/10

Cleanliness

9.4/10

Check-in

9.4/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mark S.

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

Amazing

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

8/10 Good

nancy c.

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

10/10 Excellent

Alison M.

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

10/10 Excellent

Valent G.

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

10/10 Excellent

Alexandra C.

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

10/10 Excellent

Mary S.

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

8/10 Good

Sandra W.

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

10/10 Excellent

Jane G.

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

10/10 Excellent

Robin S.

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

10/10 Excellent

George & Lise B.

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

10/10 Excellent

Leslie L.

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

10/10 Excellent

Terisa

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

10/10 Excellent

Julian H.

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

10/10 Excellent

Sara S.

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

8/10 Good

Laird C.

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

10/10 Excellent

Susan R.

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

8/10 Good

Drew C.

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

10/10 Excellent

Chris B.

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

10/10 Excellent

Bettina K.

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

10/10 Excellent

MARYLINE M.

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

10/10 Excellent

Martina W.

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
Verified

6/10 Okay

Manuela R.

Liked: Check-in, communication, location, listing accuracy

Die Umgebung ist sehr schön

Das Haus ist wie abgebildet, leider ist es im Haus sehr dunkel und muffig, da es mit sehr vielen Gegenständen vollgestellt ist. Die Umgebung, Landschaft die ganzen kleinen Orte sind sehr schön für Ausflüge.
Stayed 5 nights in Aug 2024
Verified

4/10 Poor

Marcus R.

Liked: Cleanliness, location
Disliked: Communication, listing accuracy

Schönes Haus, doch wichtige Informationen fehlten in Anzeige

Der Aufenthalt war 50/50. Das Haus ist sehr schön. Ruhige, abgelegene Lage, doch es ist Teil eines größeren Hauses mit zwei sehr anstrengenden Anwohnern. Das für uns größte Problem war, dass wir erst bei Ankunft im Haus erfuhren, dass der Gemeinschaftspool nur von 10-13 und 15-18 Uhr zu nutzen ist - und Kinder bis 18 Jahren durch einen Erwachsenen zu beaufsichtigen sind. Dies hat unsere vollständige Urlaubsplanung zunichte gemacht. Leider gab es mit der Vermieterin keine Lösung zu einer Rückzahlung oder kürzerem Aufenthalt. Auch FeWo hat sich um nichts gekümmert. Wir haben somit den Urlaub nach sechs (von 14) Tagen abgebrochen. Wer also denkt er könne den Pool nach Bedarf nutzen, der sollte die Finger von dem Objekt lassen.
Stayed 14 nights in Jul 2024
Verified

10/10 Excellent

Caroline L.

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

Décor de rêve

La maison est située dans un endroit magnifique, près de 2 très beaux villages (San Gusmè et Castelnuovo Berardenga). Le jardin est superbe. Un point négatif est l'éclairage dans la maison, et les interrupteurs peu pratiques, difficiles à trouver.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Verified traveller

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

Your Dream Villa Realized

Look no further if you’ve been dreaming of a restful vacation tucked away somewhere in the Tuscan hills. Villa la Cipressaia will more than fulfill your fantasies. You’ll find yourself surrounded by wineries, olive trees, drop-dead sunrises and sunsets as well as wild culinary herbs that seem to grow as high as trees. The villa itself is furnished for comfort with an eye to aesthetics. Almost everywhere there are antiques, some of considerable value. The rustic kitchen is fully equipped with cooking utensils, plenty of dinnerware, a gorgeous professional Italian stove with gas burners, and a giant electric oven. Believe it or not, there’s even a professional hand-cranked meat slicer just in case you decide to pick up a ten-pound mortadella that needs to be sliced. Situated in the heart of Chianti country, this villa is a place to unwind, eat, and drink to your heart’s content. Gina, the owner, lives nearby and is more than willing to respond to any request or question you may have. She’s a great lady who obviously knows what to offer a tourist looking to realize his or her dream of escaping to the heart of the Tuscan hills.
Stayed 11 nights in Oct 2022

About the host

Hosted by Bianca Maria Gigli

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Why they chose this property

What makes this property unique

Premier Host

They consistently provide great experiences for their guests
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