Top Vacation homes in Chianti
Find the Top Vacation homes in Chianti – 100+ Quality Options from Leading Providers
21-40 out of 185 vacation homes
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Country house
4 adults
2 bedrooms
2 beds
From
US$ 315
/night
- Scenic outdoor pool with castle views
- Relaxing hot tub with essential oils
- Rustic rooms with stone walls
Country house
2 adults
1 bedroom
1 bed
From
US$ 288
/night
- Panoramic outdoor swimming pool
- Tuscan-style air-conditioned rooms
- Cooking class available
Farm stay
- Private pool
- Barbecue area
- Disabled access
From
US$ 112
/night
- Private pool with garden views
- Barbecue facilities in the garden
- Facility for disabled guests
Farm stay
- Outdoor pool
- Barbecue area
- Cooking class
From
US$ 1 044
/night
- Historic farm stay with outdoor pool
- Five-bedroom accommodation for families
- Outdoor dining area and barbecue facilities
Farm stay
- Hot tub
- Table tennis
- Barbecue area
From
US$ 129
/night
- Outdoor swimming pool with scenic views
- Historic building with private entrance
- On-site children's playground available
Farm stay
- Outdoor pool
- On-site restaurant
- Vineyard tours
From
US$ 247
/night
- Charming medieval hamlet atmosphere
- Wine tasting and vineyard tours
- On-site restaurant with local cuisine
Farm stay
- Yoga classes
- Electric vehicle charging
- Sun terrace
From
US$ 204
/night
- Wellness options with yoga classes
- Italian restaurant with local cuisine
- Bicycle rental and bike tours available
Farm stay
- Outdoor Pool
- Wine Tours
- Cooking Class
From
US$ 220
/night
- Historic building with charming ambiance
- On-site winery with local wines
- Outdoor swimming pool with views
Country house
- Outdoor pool
- Family restaurant
- Cooking classes
From
US$ 276
/night
- Saltwater outdoor pools with scenic views
- Family-friendly restaurant serving Italian cuisine
- Engaging activities like cooking classes
Farm stay
- Outdoor pool
- Wine cellar
- Family rooms
From
US$ 115
/night
- Exceptional Chianti classico wines
- Panoramic views from spacious suites
- On-site wine and oil tasting tours
Farm stay
- Infinity pool
- On-site spa
- Bicycle rental
From
US$ 156
/night
- Panoramic views of Chianti hills
- On-site wine production experience
- Infinity pool with scenic views
Country house
- Cooking Classes
- Historic Cellars
- Italian Garden
From
US$ 545
/night
- Award-winning organic Chianti Classico wines
- Authentic Tuscan cooking classes offered
- Historic abbey with unique architecture
Country house
- Outdoor pool
- Massage services
- Bicycle rental
From
US$ 138
/night
- Traditional Tuscan cuisine on-site
- Outdoor pool with scenic views
- Family-run with personalized service
Country house
- Outdoor pools
- Picnic area
- Yoga classes
From
US$ 215
/night
- Historic castle with breathtaking views
- Vineyards nurturing sustainable practices
- Wellness offerings with outdoor pools
Country house
- Cocktail Terrace
- Winter Garden
- Children's Playground
From
US$ 190
/night
- Panoramic terrace with stunning views
- Tuscan cuisine with seasonal flavors
- Bicycle rental for exploring Tuscany
Farm stay
- Outdoor pool
- Shared kitchen
- Spa services
From
US$ 531
/night
- Seasonal outdoor pool and sun loungers
- On-site spa with various massage options
- Cooking class with local cultural insights
Farm stay
- Infinity Pool
- Wine Tastings
- Bicycle Rental
From
US$ 402
/night
- Historic estate dating back to 1427
- Infinity pool with stunning Tuscan views
- Family-friendly restaurant offering local cuisine
Country house
- Saltwater Pool
- Italian Restaurant
- Electric Charging
From
US$ 351
/night
- Outdoor saltwater swimming pool
- On-site traditional Italian restaurant
- Electric vehicle charging station available
Farm stay
- Organic Winery
- Cooking Classes
- Saltwater Pool
From
US$ 301
/night
- Organic Chianti Classico wines production
- Romantic cooking classes available
- Scenic saltwater outdoor pool
Farm stay
- Outdoor pool
- Wine bar
- Cooking classes
From
US$ 259
/night
- Restored 15th-century rustic apartments
- Wine tasting and cooking classes available
- Surrounded by olive groves and vineyards
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