Chianti Hillside
8 guests
-
4 bedrooms, 5 beds
4 bathrooms
sq/ft
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Do you have a question about this home or the local area?
At the top of a winding private road, past the beautiful orchards and fields of cypress trees typical of the Chianti region, this hilltop villa awaits. Over 500 years old and beautifully restored, this remarkable home offers plenty of home comforts both indoors and out – two living rooms, a spacious kitchen and four bedrooms each with an ensuite bathroom are evident inside, while multiple outdoor living spaces, a pool and a large private garden feature prominently outside. Local wineries, scenic hikes and historic villages are all around, waiting for you when you’re ready to venture out – or if you’re up for a longer journey, Siena and Florence are both an hour’s drive away.
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Ask the host anything
Do you have a question about this home or the local area?
What to expect
Highlights

Take a scenic drive to the historic hilltop town of Radda in Chianti

Dine alfresco with a gorgeous view of the Tuscan landscape

Take a refreshing dip in the pool, complete with a waterfall feature
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Home truths
This home is not suitable for infants or children under ten years old.
Due to this home's location, we recommend hiring a car to get the most out of your stay. Please note, the approach road to reach the home is unpaved and uneven with many steep uphill periods. A high clearance vehicle with an experienced driver is recommended. There is private parking available onsite.
The pool is open from May to September.
About this stay
Amenities
Outdoor seating
Wi-fi
Air conditioning
Parking available
Washing machine
Dryer
Private pool
Garden
Bedrooms & bathrooms
4 bedrooms, 5 beds
4 bathrooms
Extras
VIP services
Airport pick up
Arrange a chef
Tickets and experience booking
Additional fees
Your host can arrange a variety of services and experiences for an additional fee, including private chefs, extra cleanings, personal drivers and airport transfers, guided tours, children's cooking classes, and walking and cycling excursions.
Additional fees subject to a 3.5% handling charge.
Extras are subject to availability. Please enquire with your host.
Local guide
About Chianti
Chianti is a region situated in the heart of Tuscany, known for its picturesque rolling hills and sun-drenched landscape. Discover and enjoy locally produced wines while exploring the charming vineyards and family-owned wineries. You’ll find plenty of scenic towns and villages – from Montefioralle to Castellina, which are not to be missed. Here you can wander the narrow Medieval streets, and explore historic churches and impressive castles. Immerse yourself in the...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Explore Albola Castle and its vineyards
Immerse yourself in the breathtaking beauty of Albola Castle and its vineyards in the heart of Chianti. Take a guided tour of the castle, vineyards, and gardens, followed by a delightful wine-tasting and lunch experience. A must-visit for wine enthusiasts and nature lovers alike.

Taste the wine at Il Molino di Grace
Indulge in a delightful wine tasting experience at Il Molino di Grace, where you'll be greeted by friendly staff, breathtaking views of Chianti, and an extensive selection of delicious wines.

Feast at La Vin'Osteria
This family-run restaurant in the Chianti region offers impeccable food, including classic dishes and unique plates. The warm and authentic atmosphere, along with the friendly staff, make it a must-visit for a delicious Tuscan dining experience.
Get around
Airport
Amerigo Vespucci
1 hr 14 min
Pisa International
1 hr 50 min
Bologna Guglielmo Marconi
2 hr 8 min
Train station
Badesse
44 min
Bus stop
P.Te Ceperano
21 min
Local shops & services
Convenience store
34 min
Cafe
8 min
Pharmacy
9 min
Booking policies
House Rules
Not suitable for children under age 12
Not suitable for infants under age 1
No pets
No parties or events
No smoking
Good to know
Arrival from 16:00
Departure before 10:00
Air con
Wifi
Cancellation policy
Up until
60
days
Cancel at least 60 days before your check-in date for a 50% refund.
Not eligible for a refund once your check-in date is under 60 days away.
Host
This home is managed by Emily
This home is managed directly by a business. A member of their staff will be your point of contact before and during your stay. Emily and her team strive to give their guests the perfect Tuscan holiday. From their portfolio of incredible homes and villas to the tailor-made experiences they've curated, this professional team is all about Italian hospitality.
This home is nominated for the Plum Guide Award.
- Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.
The Plum Promise
- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
- Peace of mind in the rare event your host cancels.
- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.