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Charming Tuscany Villa with magical Garden, shared pool, Chianti Area
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Reviews
9.6 out of 10
Exceptional
2 bedrooms3 bathroomsSleeps 6
Popular amenities
Explore the area

Castelnuovo Berardenga, Siena
- Place, Vittorio Alfieri Theater7 min drive
- Place, Felsina8 min drive
- Place, Piazza Marconi9 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
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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Pretty farmhouse with terrace
Pretty farmhouse with terrace
- Kitchen
- Washing machine
- Pet-friendly
- Outdoor space
9.4 out of 10, Exceptional, (9 reviews)
House Rules
Check in after 3:00 PM
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
25€ per week for pet
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
We should mention
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed USD 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is required for transport to and from this property
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.

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
Restaurants
- Pizzeria La Morina - 11 min drive
- La Taverna della Berardenga - 9 min drive
- Quei 2 - Bar Ristorante Gastronomia - 10 min drive
- L'Asinello Ristorante - 9 min drive
- Bengodi Enoteca & Cucina - 12 min drive
Frequently asked questions
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 window9.2/10
Cleanliness
9.4/10
Check-in
9.4/10
Communication
10/10
Location
9.4/10
Listing accuracy
Reviews
Verified
30 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jun 2024
Verified
8/10 Good
nancy c.
15 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and beautiful oasis in Tuscany
nancy c.
Stayed 3 nights in Sep 2024
Verified
10/10 Excellent
Alison M.
2 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway
Alison M.
Stayed 4 nights in Jun 2025
Verified
10/10 Excellent
Valent G.
21 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
For those who want to experience the taste of life in Tuscany
Valent G.
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Alexandra C.
14 September 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Tuscany
Alexandra C.
Stayed 4 nights in Sep 2024
Verified
10/10 Excellent
Mary S.
21 August 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
It was like being in an art filled environment surrounded by vineyards.
Mary S.
Stayed 5 nights in Jun 2019
Verified
8/10 Good
Sandra W.
12 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location
Sandra W.
Stayed 3 nights in Jun 2023
Verified
10/10 Excellent
Jane G.
12 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tuscan Idyll
Jane G.
Stayed 5 nights in Jul 2023
Verified
10/10 Excellent
Robin S.
16 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great views!
Robin S.
Stayed 3 nights in May 2023
Verified
10/10 Excellent
Leslie L.
4 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
A gorgeous spot
Leslie L.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
George & Lise B.
18 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tuscany Beauty
George & Lise B.
Stayed 14 nights in Sep 2023
Verified
10/10 Excellent
Terisa
22 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rustic Charm in Tuscany
Terisa
Stayed 3 nights in May 2023
Verified
10/10 Excellent
Sara S.
18 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sara S.
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
Julian H.
12 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Villa
Julian H.
Stayed 3 nights in May 2024
Verified
8/10 Good
Laird C.
22 November 2023
Liked: Cleanliness, location, listing accuracy
Disliked: Communication
Tuscan vacation villa
Laird C.
Stayed 8 nights in Nov 2023
Verified
10/10 Excellent
Susan R.
3 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing!
Susan R.
Stayed 5 nights in May 2023
Verified
8/10 Good
Drew C.
30 September 2024
Liked: Cleanliness, location
Disliked: Listing accuracy
Nice but a little disappointed....
Drew C.
Stayed 5 nights in Sep 2024
Verified
10/10 Excellent
Chris B.
15 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chris B.
Stayed 10 nights in Sep 2025
Verified
10/10 Excellent
Bettina K.
14 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy




Bettina K.
Stayed 8 nights in Jul 2025
Verified
10/10 Excellent
MARYLINE M.
6 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
MARYLINE M.
Stayed 7 nights in May 2025
Verified
10/10 Excellent
Martina W.
17 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Erholsamer Urlaub in wunderschöner Gegend
Martina W.
Stayed 7 nights in Aug 2024
Verified
6/10 Okay
Manuela R.
14 August 2024
Liked: Check-in, communication, location, listing accuracy
Die Umgebung ist sehr schön
Manuela R.
Stayed 5 nights in Aug 2024
Verified
4/10 Poor
Marcus R.
4 August 2024
Liked: Cleanliness, location
Disliked: Communication, listing accuracy
Schönes Haus, doch wichtige Informationen fehlten in Anzeige
Marcus R.
Stayed 14 nights in Jul 2024
Verified
10/10 Excellent
Caroline L.
3 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Décor de rêve
Caroline L.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Verified traveller
17 October 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Your Dream Villa Realized
Verified traveller
Stayed 11 nights in Oct 2022
About the host
Hosted by Bianca Maria Gigli
Why they chose this property
What makes this property unique
Premier Host
They consistently provide great experiences for their guests
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