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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

Pool
Fridge, microwave, oven, dishwasher
Exterior
Property grounds
Fridge, microwave, oven, dishwasher
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.

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms3 bathroomsSleeps 12294 sq m

Popular amenities

  • Pool
  • Parking available
  • Barbecue grill
  • Washer
  • Outdoor Space
  • Pet friendly

Add dates for prices

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

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Property grounds

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  • Kitchen
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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 neighborhood

Map
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

  • 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).

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Hillside Villa in the Heart of Chianti Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Fantastisch huis, alles aanwezig, mooi uitzicht. We hebben hier erg genoten van ...

Fantastisch huis, alles aanwezig, mooi uitzicht. We hebben hier erg genoten van onze vakantie met de hele familie!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

After a few years without going on holidays we booked Monte Nisa for a summer ho ...

After a few years without going on holidays we booked Monte Nisa for a summer holiday in Tuscany. We were looking forward to it for some time and when we arrived it was more than we expected. The house is a fantastic place to relax and to discover the beautiful region of Tuscany. It's nice and clean, big rooms, nice beds, fully equipped kitchen(oven, microwave, fridge, freezer, cooker, coffee maker, dish washer, ...), entertainment(pool, pool table, TV, wifi, netflix, ...), barbecue, ... I could go on, but basically everything is there what you need to enjoy your holiday(and even more). We were welcomed and guided through the house by Lucia and Filippo, the owners. Every few days they stop by to check/maintain the pool and to water the plants in the garden. They are very discreet, but when you look out for them, you can have a nice chat. They know the region, the good restaurants and wineries. So, if you want some suggestions/recommendations, just ask them, they are happy to help. You can also ask questions on Whatsapp anytime. I always thought that Tuscany was one of the nicest regions in Europe. Our stay in Monte Nisa made me reconsider this... It is the most beautiful region of Europe! Filippo and Lucia, thank you very much for providing such nice place to stay for a beautiful holiday. For sure we're coming back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Prachtige accommodatie, mooie omgeving en een zeer warm welkom.

Prachtige accommodatie, mooie omgeving en een zeer warm welkom.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Een bijzondere hartelijke ontvangst. Een fantastische villa met een grandioos ui ...

Een bijzondere hartelijke ontvangst. Een fantastische villa met een grandioos uitzicht. In één woord: prachtig!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

really warm welcome wonderful house with everything one needs for having a grea ...

really warm welcome wonderful house with everything one needs for having a great time quiet but perfect for trips to different cities in Toscany what a hospitality - really perfect!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Eigenlijk kan ik weinig negatieve zaken zeggen over deze accommodatie. De aankom ...

Eigenlijk kan ik weinig negatieve zaken zeggen over deze accommodatie. De aankomst was heel aangenaam. De eigenaars waren ontzettend vriendelijk en zorgden voor een geweldige ontvangst na de lange autorit. Ze hadden zelfs al een kleine basisvoorraad voor ons aangelegd dat we ons meteen thuis voelden. De accommodatie is Italië op zijn puurst en mooist. Hele ruime kamers waardoor en hoge plafonds die zorgden voor een grootse indruk. De omgeving zelf was gewoon pure rust en prachtig. Het uitzicht vanuit de woning en vanop het terras was adembenemend.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ontvangst erg hartelijk. Soepele sleuteloverdracht.

Ontvangst erg hartelijk. Soepele sleuteloverdracht.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Villa ancienne mais superbe, idéalement placée pour rayonner dans une région de ...

Villa ancienne mais superbe, idéalement placée pour rayonner dans une région de rêve. L'accueil et l'attention de la famille Ferrini est remarquable si vous avez le moindre souci ou question n'hésitez pas à les solliciter.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Wir hatten eine wunderbare Zeit in dieser herrschaftlichen Villa. Die Wohnungen ...

Wir hatten eine wunderbare Zeit in dieser herrschaftlichen Villa. Die Wohnungen sind sauber, bestens ausgestattet und die einzelnen Schlafzimmer gemütlich eingerichtet. Besonders genutzt wurde von uns der großzügige Wohnbereich mit dem Billardtisch im Erdgeschoss des Hauses. Die Vermieter sind überaus freundlich, kommunikativ und hilfsbereit. Sie haben den für den Winter schon abgedeckten Pool extra für uns noch einmal geöffnet, gereinigt und gewartet. Überdies haben sie uns eine Tischtennisplatte zur Verfügung gestellt und uns mit Schlägern und Bällen ausgestattet. Auch wurde uns nach einer Ferienwoche ein kompletter Wäschewechsel (Bettwäsche, Hand- und Geschirrtücher) angeboten. Haus, Anlage und Service waren also zu unserer vollsten Zufriedenheit. Wir kommen jederzeit gerne wieder!

10/10 Excellent

Maren H.

Es war großartig, mit sehr aufmerksamen und zuvorkommenden Vermietern.

Tolle Lage, grosszügig ausgestattet, charmantes Haus, eigener Wald (wo gibt's denn so was) und sehr sehr freundlichen, aufmerksamen Vermietern. Wir würden sofort wieder hinfahren.
Stayed 14 nights in Oct 2018
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

We verbleven met de familie (16jr tot 82jr) voor 14 dagen in dit prachtig huis e ...

We verbleven met de familie (16jr tot 82jr) voor 14 dagen in dit prachtig huis en werden ontvangen als koningen. Super vriendelijke eigenaars! Er was zelfs fruit en drank voorzien als welkom! Ook voor de hondjes waren er drinkkommen en manen voorzien. Hele mooie villa en zwembad die goed onderhouden werden. Eigenaars vlot bereikbaar en ik kreeg snel antwoord op al onze vragen. Top vakantieplaats!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

nous étions attendus par les propriétaires à nôtre arrivée, accueil de rêve , vi ...

nous étions attendus par les propriétaires à nôtre arrivée, accueil de rêve , visite des lieux avec à chaque étage des présents de grande qualité, plateaux de fruits, boissons fraîches, et aussi les meilleurs vins de Chianti et j'en passe!!... que du bonheur, des gens adorables qui vous font passer les sentiments vrais avant le (Business). Bravo et un grand merci. On va le chanter sur tous les toits. la famille Yvon Lambure de Bayonne.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Accueil chaleureux. Maison pleine de charme et spacieux. Grand terrain arboré tr ...

Accueil chaleureux. Maison pleine de charme et spacieux. Grand terrain arboré très agréable. Magnifique vue sur la campagne du chianti
This review was submitted before 2018 and has not been verified.

10/10 Excellent

We stayed at Monte Nisa with a group of friends. We were 8 in total and rented b ...

We stayed at Monte Nisa with a group of friends. We were 8 in total and rented both appartments. First, Monte Nisa is ideally located. 30 minutes from Florence, and 45 minutes from Siena. Other villages worth visiting, such as San Gimignano and Volterra are not too far either. There is no supermarket in Montefiridolfi, but nearby in the village of Mercatale there is a Coop market and a (very good) bakery! The owners of the House, Lucia, Filippo and their father are very friendly and keen to provide you with any necessary information about the surroundings. The house is very spacious, with 7 bedrooms (one single one) and 2 bathrooms. The house was built in 1934 but has all modern facilities. The kitchens are both very well equipped. Unlike other holiday houses that we have visited with the same group, this house has it all. Enough glasses, enough cutlery. A toaster, a modern cooking plate, a microwave, an oven, mixer, perculator. The hosts suprised us with fresh fruit from the region upon arrival. In total there were 10 beds at the pool. The pool is very spacious 10 meters diameter, about 1,20 deep ... perfect to cool down on a hot tuscan summer day. Depending on the season you might want to consider bringing insect repellent spray. (As you should anyway if you go anywhere in tuscany) . It's very quiet at night! We would definitely recommend this house for families or other groups!