Top Holiday homes in Chianti
Find the Top Holiday homes in Chianti – 70+ Quality Options from Leading Providers
61-74 out of 74 holiday homes
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Farm stay
12 adults
6 bedrooms
6 beds
From
US$ 531
/night
- Seasonal outdoor pool with stunning views
- On-site spa offering various massages
- Garden with barbecue facilities for guests
Farm stay
6 adults
1 bedroom
3 beds
From
US$ 402
/night
- Historic estate with Renaissance charm
- Infinity pool with stunning views
- On-site vineyard and wine tastings
Country house
- Outdoor pool
- Garden
- Bar area
From
US$ 143
/night
- Historic estate dating back to the 1400s
- Outdoor swimming pool with sun loungers
- Dining on terrace with scenic views
Farm stay
- Infinity pool
- Organic vineyards
- Playground
From
US$ 400
/night
- Infinity pool with stunning valley views
- Organic wine tasting experiences available
- Family-friendly with playground and pet-friendly
Farm stay
- Outdoor pool
- Bike rental
- Cooking classes
From
US$ 144
/night
- 16th-century villa with traditional style
- Surrounded by vineyards and olive groves
- Outdoor swimming pool with sun loungers
Farm stay
- Cooking Classes
- Organic Winery
- Saltwater Pool
From
US$ 301
/night
- Organic Chianti Classico wine tastings
- Cooking classes with local ingredients
- Saltwater panoramic swimming pool
Farm stay
- Infinity pool
- Cooking class
- On-site restaurant
From
US$ 241
/night
- Organic extra virgin olive oil production
- Panoramic infinity hydro-massage pool
- Authentic Tuscan cooking classes
Country house
- Outdoor pool
- Barbecue area
- Picnic space
From
US$ 155
/night
- Outdoor swimming pool with scenic views
- Fully equipped kitchens in all units
- Themed dinner nights and bike tours
Farm stay
- Saltwater pool
- Garden views
- Barbecue area
From
US$ 150
/night
- Stunning mountain view terrace
- Saltwater seasonal swimming pool
- Outdoor dining area with barbecue
Farm stay
- Outdoor pool
- Hiking trails
- Family apartments
From
US$ 105
/night
- Circular pool surrounded by gardens
- Comfortable family and couple apartments
- Hiking trails in natural surroundings
Country house
- Panoramic pools
- Open-air bath
- Family suites
From
US$ 111
/night
- 16th-century villa surrounded by vineyards
- Three panoramic swimming pools available
- Allergy-free accommodation options offered
Country house
- Outdoor pool
- Bicycle rental
- Private garden
From
US$ 107
/night
- Rustic-style rooms with private patios
- Expansive gardens and olive groves
- Outdoor swimming pool with scenic views
Farm stay
- Outdoor pool
- Wine cellar
- Fine dining
From
US$ 235
/night
- Wine tastings in historic Chianti cellar
- Elegant restaurant with Tuscan cuisine
- Historic medieval architecture on-site
Country house
- Swimming Pool
- Spacious Gardens
- Comfortable Rooms
From
US$ 86
/night
- Beautiful views of Chianti Hills
- Surrounded by large park with wildlife
- Seasonal outdoor swimming pool
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