Entire home
Hillside Villa in the Heart of Chianti
Villa in San Casciano in Val di Pesa with private pool and kitchen
Photo gallery for Hillside Villa in the Heart of Chianti
![Holiday Home Exterior [summer]](https://media.vrbo.com/lodging/20000000/19990000/19982700/19982601/eb774f9d.jpg?impolicy=resizecrop&rw=598&ra=fit)




Reviews
10 out of 10
Exceptional
7 bedrooms2+ bathroomsSleeps 13294 sq m
Popular amenities
Explore the area

- Place, Antinori nel Chianti Classico
- Place, Passignano Abbey
- Place, Verrazzano Castle
- Airport, Florence (FLR-Peretola)
Rooms & beds
7 bedrooms (sleeps 13)
Bedroom 1
1 King Bed and 1 Child Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Single Bed
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed and 1 Child Bed
Bedroom 6
1 King Bed
Bedroom 7
1 King Bed
2 bathrooms, 2 half bathrooms
Bathroom 1
Bathtub · Bidet
Bathroom 2
Bathtub · Bidet
Bathroom 3
Toilet
Bathroom 4
Toilet
Spaces
Kitchen
Garden
About this property
Hillside Villa in the Heart of Chianti
This villa in San Casciano in Val di Pesa offers a serene Tuscan escape in the heart of the Chianti countryside. Ideal for families or groups, the villa features a private garden with a barbecue area, a refreshing swimming pool (open June to September), and a spacious recreation room with billiards—perfect for relaxed evenings. A high chair and children's beds ensure a family-friendly stay, while pets are welcome to enjoy the open spaces alongside you.
Just 2 km away, local trattorias serve authentic Tuscan flavors like ribollita and Florentine steak—perfect for a leisurely evening meal. Not far, Sant'Andrea in Percussina hosts the famous Albergaccio estate where Niccolò Machiavelli penned The Prince. Today, the estate is a museum and wine bar, and some areas, including the gardens, are pet-friendly.
Outdoor lovers can explore scenic walking trails right from the villa’s doorstep. The Chianti Classico region is dotted with “ring routes” (percorsi ad anello) winding through vineyards, olive groves, and quiet woodlands—great for hiking or walking your leashed dog. Don’t miss the Calcinaia Ring Trail or the panoramic routes leading toward Greve and Montefiridolfi.
Florence, with its Renaissance treasures, lies just 24 km away, while medieval gems like Certaldo, Monteriggioni, and Siena are within easy reach. Whether you're sipping wine under the Tuscan sun or strolling historic towns, this villa offers an idyllic base for unforgettable experiences in central Italy.
Access the house you have to go through 60m of unpaved road
This holiday home is one of the Belvilla Award winners in: 2021,2023,2024
Layout: Ground floor: (Kitchen(fireplace, cooker(4 ring stoves), microwave, dishwasher, fridge-freezer, high chair), bedroom(double bed, children's bed), bedroom(double bed), bedroom(double bed), bedroom(single bed), bathroom(bath tub, 2x washbasin, toilet, bidet, washing machine), recreation room(TV(digital), radio, CD player, billiards), garden(private), garden furniture, BBQ, parking, swimming pool(private, 10 x 3 m., opened from Jun upto and including Sep))
On the 1st floor: (Living room(TV(digital), radio, CD player), Large kitchen(cooker(4 ring stoves), oven, microwave, dishwasher, high chair), bedroom(double bed, children's bed), bedroom(double bed), bedroom(double bed), bathroom(bath tub, washbasin, toilet, bidet, washing machine))
These costs are mandatory and charged on site. They are not included in the rental price.
Bed linen: Present (Beds made on arrival)
Pets: Max. 5; free of charge
Tourist tax: € 2.00 /person/night (Indication)
Optional services that you can arrange on site
Kitchen linen: Present
Heating: € 30.00/night
Wifi: Free
Just 2 km away, local trattorias serve authentic Tuscan flavors like ribollita and Florentine steak—perfect for a leisurely evening meal. Not far, Sant'Andrea in Percussina hosts the famous Albergaccio estate where Niccolò Machiavelli penned The Prince. Today, the estate is a museum and wine bar, and some areas, including the gardens, are pet-friendly.
Outdoor lovers can explore scenic walking trails right from the villa’s doorstep. The Chianti Classico region is dotted with “ring routes” (percorsi ad anello) winding through vineyards, olive groves, and quiet woodlands—great for hiking or walking your leashed dog. Don’t miss the Calcinaia Ring Trail or the panoramic routes leading toward Greve and Montefiridolfi.
Florence, with its Renaissance treasures, lies just 24 km away, while medieval gems like Certaldo, Monteriggioni, and Siena are within easy reach. Whether you're sipping wine under the Tuscan sun or strolling historic towns, this villa offers an idyllic base for unforgettable experiences in central Italy.
Access the house you have to go through 60m of unpaved road
This holiday home is one of the Belvilla Award winners in: 2021,2023,2024
Layout: Ground floor: (Kitchen(fireplace, cooker(4 ring stoves), microwave, dishwasher, fridge-freezer, high chair), bedroom(double bed, children's bed), bedroom(double bed), bedroom(double bed), bedroom(single bed), bathroom(bath tub, 2x washbasin, toilet, bidet, washing machine), recreation room(TV(digital), radio, CD player, billiards), garden(private), garden furniture, BBQ, parking, swimming pool(private, 10 x 3 m., opened from Jun upto and including Sep))
On the 1st floor: (Living room(TV(digital), radio, CD player), Large kitchen(cooker(4 ring stoves), oven, microwave, dishwasher, high chair), bedroom(double bed, children's bed), bedroom(double bed), bedroom(double bed), bathroom(bath tub, washbasin, toilet, bidet, washing machine))
These costs are mandatory and charged on site. They are not included in the rental price.
Bed linen: Present (Beds made on arrival)
Pets: Max. 5; free of charge
Tourist tax: € 2.00 /person/night (Indication)
Optional services that you can arrange on site
Kitchen linen: Present
Heating: € 30.00/night
Wifi: Free
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Pet-friendly
Free WiFi
Outdoor space
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House Rules
Check in after 5:00 PM
Minimum age to rent: 18
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
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
This property accepts credit cards and cash
Parties and events are allowed on site
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
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
Property Registration Number IT048038C2WIPA2N6C
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 EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is not required for transport to and from this property
About the area
San Casciano in Val di Pesa
Located in San Casciano in Val di Pesa, this villa is in a rural area. Uffizi Gallery and Pitti Palace are cultural highlights, and some of the area's notable landmarks include Ponte Vecchio and Cathedral of Santa Maria del Fiore. Borgo di Vescine - Tenute di Castelvecchi and Boboli Gardens are also worth visiting.

San Casciano in val di Pesa
What's nearby
- Antinori nel Chianti Classico - 6 min drive - 6.4 km
- Passignano Abbey - 12 min drive - 8.2 km
- Verrazzano Castle - 19 min drive - 13.5 km
- Ponte Vecchio - 31 min drive - 29.9 km
- Uffizi Gallery - 31 min drive - 29.9 km
Getting around
Restaurants
- Trattoria da Bule - 7 min drive
- La Cantinetta di Rignana - 22 min drive
- Bar Italia - 7 min drive
- Castello Vicchiomaggio - 17 min drive
- Macelleria Francini - 6 min drive
Frequently asked questions
About the host
Hosted by Belvilla by OYO
Languages:
English, French, Dutch
Premier Host
They consistently provide great experiences for their guests
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