[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Hillside Villa in the Heart of Chianti Villa in San Casciano in Val di Pesa with private pool and kitchen ![Pool](https://images.trvl-media.com/lodging/20000000/19990000/19982700/19982601/3d7621ea.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/20000000/19990000/19982700/19982601/75b9e19c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/20000000/19990000/19982700/19982601/765e432b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/20000000/19990000/19982700/19982601/f9766484.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19990000/19982700/19982601/66b6e3aa.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled in the heart of Tuscany, this charming holiday home offers a serene retreat for families and small groups. Unwind in the private swimming pool, enjoy a barbecue under the stars, or explore Chianti town just a short drive away. With children’s furniture and billiards on site, there’s something for everyone to enjoy. 10 Exceptional ### Entire home 7 bedrooms3 bathroomsSleeps 123165 sq ft ## Popular amenities - Pool - Barbecue grill - Parking available - Pet-friendly - Washer - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### 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 ## Property amenities ### Pool/Spa - Private pool ### Internet - Available in the villa: WiFi ### Parking and transportation - Car not required - Parking on site ### Kitchen - Dishwasher - Microwave - Oven - Refrigerator ### Bedrooms - 7 bedrooms ### Bathroom - 3 bathrooms - Bathtub - Bidet ### Living spaces - Fireplace - Living room ### Entertainment - TV ### Outdoor areas - Barbecue grill - Garden - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Location highlights - In a rural location ### Things to do - Billiards/pool table ### 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 - Unit size: 3,165 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/49000000/48660000/48653500/48653438/70b4c42d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful villa for 12 guests with WIFI, private pool, TV, terrace, pets allowed and panoramic ... 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Air Bubble Massage Pool - WiFi - max.14peopl Greve in Chianti (Firenze) - Pool - Hot tub - Kitchen - Washer 10 Exceptional 42 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=27478003&PinnedHotelID=27478003&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 5:00 PM Minimum check-in age: 18 ### Check-out Check-out before 12:00 PM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events Events allowed ### Smoking Smoking is not permitted ### Property payment types ## 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 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 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 information in the booking confirmation A car is not required for transportation to and from this property ### Property is also known as Beautiful Manor House Overlooking Hills Chianti Classico Villa Beautiful Manor House Overlooking Hills Chianti Classico Beautiful Manor House Overlooking Hills Chianti Classico Villa Beautiful Manor House Overlooking Hills Chianti Classico Villa Beautiful Manor House Overlooking Hills Chianti Classico IT-50020-231 Peaceful Holiday Home With Pool in Montefiridolfi Italy Villa Beautiful Manor House Overlooking the Hills of Chianti Classico ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.60129%2C11.22296&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=vD5eP5-lnEuJT-R0q1DOKD7iyFw=) 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 - 30 min drive - 29.9 km - Uffizi Gallery - 30 min drive - 29.9 km #### Getting around - Barberino Val d'Elsa Station - 22 min drive - Florence Airport, Peretola (FLR) - 34 min drive #### Restaurants - ‪Trattoria da Bule - ‬7 min drive - ‪La Cantinetta di Rignana - ‬22 min drive - ‪Bar Italia - ‬8 min drive - ‪Castello Vicchiomaggio - ‬17 min drive - ‪Macelleria Francini - ‬6 min drive ## Frequently asked questions ### Is Hillside Villa in the Heart of Chianti pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Hillside Villa in the Heart of Chianti? > Check-in begins at 5:00 PM. ### What time is check-out at Hillside Villa in the Heart of Chianti? > Check-out is at 12:00 PM. ### Where is Hillside Villa in the Heart of Chianti located? > Situated in a rural location, this villa is 2.8 mi (4.5 km) from Antinori nel Chianti Classico and 3.1 mi (4.9 km) from Passignano Abbey. Monastary of Sorelle Clarisse and Casa Sola - Chianti Winery are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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