Top Holiday homes in Chianti
Find the Top Holiday homes in Chianti – 100+ Quality Options from Leading Providers
61-80 out of 136 holiday homes
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Farm stay
4 adults
1 bedroom
2 beds
From
US$ 237
/night
- Innovatively traditional local cuisine
- Scenic views of Tuscany's rolling hills
- Organic wines crafted on-site
Farm stay
3 adults
1 bedroom
2 beds
From
US$ 105
/night
- Circular pool surrounded by gardens
- Comfortable family and couple apartments
- Hiking trails in natural surroundings
Farm stay
- Wellness Areas
- Outdoor Pools
- Tuscan Restaurant
From
US$ 195
/night
- Panoramic outdoor swimming pools
- Authentic Tuscan cuisine restaurant
- Wellness areas with Jacuzzis
Farm stay
- Private Pool
- Cooking Classes
- Sun Terrace
From
US$ 150
/night
- Private pool with garden views
- On-site cooking classes available
- Air-conditioned units with kitchenettes
Farm stay
- Kids' Pool
- Open-air Bath
- Bicycle Rental
From
US$ 366
/night
- Wellness packages for rejuvenation
- Family-friendly with kids' pool
- Outdoor dining area with scenic views
Farm stay
- Heated pool
- Cooking classes
- Bicycle rental
From
US$ 430
/night
- Award-winning winery tours available
- Renovated medieval country estate
- Private garden villas for couples
Farm stay
- Outdoor Pool
- Farm Produce
- Historic Accommodations
From
US$ 301
/night
- Historic farm producing local wines and olive oil
- Surrounded by forests and vineyards
- Seasonal outdoor swimming pool
Farm stay
- Infinity pool
- Bicycle rental
- Outdoor spa
From
US$ 154
/night
- Infinity pool with stunning views
- Family-friendly activities on-site
- Local cuisine breakfast options available
Country house
- Infinity pool
- Outdoor terrace
- Tuscan cuisine
From
US$ 169
/night
- Infinity pool with stunning Siena views
- Historic 18th-century restored farmhouse
- Locally sourced breakfast with homemade jams
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
- Outdoor Pools
- Kitchenette
- English Garden
From
US$ 162
/night
- Restored ancient farmhouses with vineyard views
- Two outdoor pools surrounded by nature
- Cooking classes focusing on Tuscan cuisine
Farm stay
- Outdoor pool
- Private gardens
- Cooking lessons
From
US$ 399
/night
- Surrounded by vineyards and olive groves
- Organic garden with fresh vegetables
- Family-friendly amenities and services
Country house
- Outdoor pool
- Cookery courses
- Billiards tables
From
US$ 149
/night
- Tuscan dishes served on the terrace
- Individual room designs with original paintings
- Panoramic views from the outdoor pool
Holiday home
- Private terrace
- Swimming pool
- Horse riding
From
US$ 175
/night
- Panoramic views of Siena's Duomo
- Large swimming pool with whirlpool
- Charming Tuscan-style apartments
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
- Infinity Pool
- Mountain Bikes
- Cooking Classes
From
US$ 314
/night
- Private cooking lessons with local chef
- Breath-taking views of San Gimignano
- Electric vehicle charging available
Farm stay
- Outdoor pools
- Tuscan restaurant
- Wine cellar
From
US$ 127
/night
- Elegant apartments in Tuscan style
- Outdoor pools with vineyard views
- Traditional Tuscan dining experience
Farm stay
- Bicycle Rental
- Picnic Area
- Air Conditioning
From
US$ 137
/night
- Bicycle rental and guided bike tours
- Relaxing picnic area with garden views
- Accessible rooms with soundproofing
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
From
US$ 237
/night
Located 4.5 km from Piazza della Cisterna, this villa offers 7 rooms.
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