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

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December 2024
January 2025

Photo gallery for Charming Tuscany Villa with magical Garden, shared pool, Chianti Area

Outdoor dining
Pool
Exterior
Unclassified image, 4 of 35, button
Fireplace, DVD player, books, video library

Reviews

9.4 out of 10

Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pool
    Pool
  • Parking available
    Parking available
  • Washer
    Washer
  • Pet-friendly
    Pet-friendly
  • Kitchen
    Kitchen
  • Fireplace
    Fireplace

Explore the area

Map
Castelnuovo Berardenga, Siena
  • Felsina
    10 min drive
  • Piazza Marconi
    11 min drive
  • San Felice Winery
    15 min drive
  • Siena (SAY-Ampugnano)
    38 min drive

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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


During your stay at this villa, you'll be close to Felsina. A kitchen and 3 bathrooms are available in the villa.
  • The villa offers a kitchen, a washing machine and 3 bathrooms
  • 10 minutes by car from Vittorio Alfieri Theater and 10 minutes from Felsina
Charming Tuscany Villa with magical Garden, shared pool, Chianti Area offers its guests a garden. The front desk is open around the clock.

Smoking is allowed in designated areas at this Castelnuovo Berardenga villa.

Property manager

Bianca Maria Gigli

Property amenities

Pool/Spa

  • Communal pool

Internet

  • Available in the villa: WiFi

Parking and transport

  • Car required
  • Parking on site

Kitchen

  • Dishwasher
  • Microwave
  • Refrigerator

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms

Living spaces

  • Fireplace
  • Wood stove

Entertainment

  • Books
  • Cable/satellite channels
  • DVD player
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Washing machine

Pets

  • Pet friendly

Suitability/Accessibility

  • Designated smoking areas

Services and conveniences

  • Phone

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a zoo
  • Near an outlet shopping centre

Things to do

  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Rock climbing nearby
  • Sailing nearby
  • Swimming nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden

Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.
  • Note from host: 25€ per week for pet

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • On-site cash transactions can't exceed EUR 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.
  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Charming Villa Large Pool Garden Close to Siena Chianti Area

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 41 out of 51 reviews" "
Rating 8 - Good. 6 out of 51 reviews" "
Rating 6 - Okay. 2 out of 51 reviews" "
Rating 4 - Poor. 2 out of 51 reviews" "
Rating 2 - Terrible. 0 out of 51 reviews" "

9.0/10

Cleanliness

Reviews

8/10 Good

nancy c.

Liked: Cleanliness
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

8/10 Good

Drew C.

Liked: Cleanliness
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

10/10 Excellent

Alexandra C.

Liked: Cleanliness
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

10/10 Excellent

Mark S., Denver, USA

Liked: Cleanliness
Amazing
Definitely will visit again!
Stayed 4 nights in Jun 2024

10/10 Excellent

Julian H.

Liked: Cleanliness
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

10/10 Excellent

Leslie L.

Liked: Cleanliness
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

8/10 Good

Laird C.

Liked: Cleanliness
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

10/10 Excellent

George & Lise B.

Liked: Cleanliness
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

10/10 Excellent

Jane G.

Liked: Cleanliness
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

8/10 Good

Sandra W.

Liked: Cleanliness
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

10/10 Excellent

Susan R.

Liked: Cleanliness
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

10/10 Excellent

Terisa

Liked: Cleanliness
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

10/10 Excellent

Robin S.

Liked: Cleanliness
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

10/10 Excellent

Verified traveller

Liked: Cleanliness
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

8/10 Good

Lon T., Victoria, BC, Canada

Liked: Cleanliness
Fantastic Villa in Tuscany
We had an incredible experience staying here - amazing location , views , well equipped and easy checkin/ out process. The pool was awesome as well , albeit, as a shared property there were certain times the pool was unavailable to us ….. but lots of time it was so didn’t impact us too negatively. I’d def recommend this property to family and friends.
Stayed 5 nights in Jul 2022

10/10 Excellent

Mary S., La Center, Washington

Liked: Cleanliness
It was like being in an art filled environment surrounded by vineyards.
Visually a feast for our eyes
Stayed 5 nights in Jun 2019

10/10 Excellent

Kathryn V.

Liked: Cleanliness
Beautiful, Relaxing and Quiet!
We had a wonderful week at this charming villa. It’s the perfect place to relax among the beautiful gardens while overlooking the Italian countryside with the sounds of church bells in the distance. It truly is like something you would see in a movie! The villa is charming and filled with interesting artwork yet equipped with everything you need for a comfortable stay. It’s not air conditioned so I was worried about being hot at night but with the windows open we stayed plenty cool with the breezes. We enjoyed the pool a lot too. I hope we can return to this picture perfect villa again as it was truly a highlight of our Italian vacation!
Stayed 7 nights in Jun 2019

10/10 Excellent

Derek H.

Charming Villa in the Heart of Tuscany
San Donato villa in Castelnuovo Berardenga was everything we were hoping for on our visit to Tuscany and more. It is situated in the away from town on a hilltop with panoramic views in all directions of the vineyards and countryside. Inside, the villa has everything you need including a fully equipped kitchen and comfortable, interesting furnishings. The garden and pool areas are beautiful although the weather was too cold and rainy during our stay to allow us to use them as much as we had hoped. The whole package provides a very relaxed atmosphere where you can really feel you can get away from it all. Even though the villa is situated in the countryside, it was still close enough for us to visit all of the mountainside towns we had hoped to see. Siena is just a short 20 minute drive away and we also visited Montepulciano, San Gimigianno and Florence which were all within a 1 hour drive. There are also wineries to visit and even two Michelin star restaurants in the town of Villa a Sesta just 5-10 minutes away. Or, you can rent bicycles, walk the vineyards or just relax at the villa. One final note about our trip is that Bianca was a gem to work with throughout our trip. She was very responsive to our inquiries right from the start and was truly indispensable during our stay. She met us in San Gusme to guide us to the villa and showed us around when we arrived. We had trouble with lost luggage and she went out of her way to assist us with the courier company who delivered the bags (not so easy to find the villa even for them especially when there truck breaks down halfway in route). Bianca had many recommendations for activities and sights to see. She recommended a friend of hers (Kathy) for a guided tour of Siena, which was one of the highlights of our trip. I'm not usually a big fan of guided tours, but Kathy's was fantastic and well worth the money spent. Overall I give Bianca a gold star for customer service. All in all, we truly enjoyed our stay at San Donato and would love to return again sometime in the future. Thank you Bianca very much!
Stayed 7 nights in May 2019

10/10 Excellent

Cathy P.

Absolutely fabulous
This is a beautiful home with gorgeous vistas from every window and angle. Garden areas are truly magical. We loved Quei2 restaurant in Castelnuovo Berardenga and visited several times. Best part of our stay was spent enjoying the gardens. We spotted three wild boar! Highly recommend this property😍😍😍

10/10 Excellent

Sandy K., Montreal, Canada

A Gem in Tuscany
This beautiful home is off the beaten track, literally off a dirt road...we weren't sure what to expect as we followed the owner on this windy dirt road to the house. What a lovely, lovely surprise, better than the pictures online! The home and gardens are filled with picturesque little nooks to curl up with a book and a cup of tea. The views are stunning, even the pool was a very nice addition on hot summer afternoons. I was a little worried about not having air conditioning in July, but between the thick stone walls and constant breeze, the house stayed cool. We will hopefully come back one day!

10/10 Excellent

Martina W., Berlin

Liked: Cleanliness
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

6/10 Okay

Manuela R.

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

4/10 Poor

Marcus R.

Liked: Cleanliness
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

10/10 Excellent

Caroline L.

Liked: Cleanliness
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

10/10 Excellent

Frank G.

Ruhig. Angenehm. Abgelegen.
Sehr liebevoll eingerichtet.
Stayed 9 nights in Sep 2018