Top Holiday homes in Chianti
Find the Top Holiday homes in Chianti – 70+ Quality Options from Leading Providers
21-40 out of 74 holiday homes
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Country house
2 adults
1 bedroom
1 bed
From
US$ 149
/night
- Tuscan dishes served on the terrace
- Individual room designs with original paintings
- Panoramic views from the outdoor pool
Farm stay
11 adults
5 bedrooms
5 beds
From
US$ 1 044
/night
- Historic farm stay with garden views
- Outdoor swimming pool with view
- Barbecue facilities for guests
Farm stay
- Outdoor pool
- Private gardens
- Cooking lessons
From
US$ 272
/night
- Surrounded by vineyards and olive groves
- Organic garden with fresh vegetables
- Family-friendly amenities and services
Country house
- Outdoor Pool
- Cooking Classes
- Restaurant
From
US$ 349
/night
- Traditional Tuscan cuisine restaurant
- Cooking classes available onsite
- Seasonal outdoor swimming pool
Country house
- Organic farm
- Wine cellar
- Cooking classes
From
US$ 545
/night
- Historic abbey with thousand-year-old charm
- Authentic Tuscan cooking classes available
- Stunning Italian gardens for relaxation
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
Farm stay
- Outdoor pool
- On-site restaurant
- Wine cellar
From
US$ 247
/night
- Charming villa with historic features
- On-site wine production and tasting tours
- Contemporary cuisine at Osteria 1126
Farm stay
- Outdoor Pool
- Garden Terrace
- Bike Rentals
From
US$ 137
/night
- Vineyard tours and wine tastings
- Olive oil and saffron production
- Seasonal saltwater pool
Country house
- Private Forest
- Cooking Workshops
- Open-Air Spa
From
US$ 165
/night
- 12th-century historical residence
- Medieval village atmosphere
- Tuscan cooking workshops available
Farm stay
- Outdoor Pools
- Ayurvedic Spa
- Cooking Classes
From
US$ 344
/night
- Produces own Chianti and olive oil
- On-site Ayurvedic massage available
- Renovated 11th-century villa rooms
Farm stay
- Panoramic pool
- Bicycle rental
- Traditional restaurant
From
US$ 196
/night
- Panoramic pool with castle views
- Traditional Tuscan cuisine restaurant
- Free bicycle rental for exploration
Farm stay
- Outdoor Pool
- On-site Restaurant
- Large Garden
From
US$ 243
/night
- Traditional Tuscan farmhouse experience
- Panoramic views of medieval towers
- On-site restaurant serving Tuscan dishes
Country house
- Outdoor pools
- Picnic area
- Fitness club
From
US$ 215
/night
- Historic vineyard experience since 1256
- Outdoor baths and stunning garden views
- On-site yoga and fitness classes offered
- Outdoor Pool
- Picnic Area
- Air Conditioning
From
US$ 167
/night
- Historic building with beautiful vineyard views
- Scenic outdoor picnic and garden area
- Seasonal outdoor pool with sun loungers
Farm stay
- Infinity pool
- On-site restaurant
- Wellness spa
From
US$ 274
/night
- Traditional Tuscan cuisine with own wines
- Infinity pool with panoramic views
- Spa with Turkish bath and massages
Farm stay
- Outdoor pool
- BBQ facilities
- Garden views
From
US$ 977
/night
- Yoga classes and outdoor spaces
- Scenic pool with view
- Facilities for disabled guests
Country house
- Outdoor Pool
- Family Rooms
- Pet Friendly
From
US$ 276
/night
- Saltwater pool with scenic views
- Family-friendly restaurant with Italian cuisine
- Cooking classes for all ages
Farm stay
- Private Pool
- Cooking Classes
- Sun Terrace
From
US$ 199
/night
- Private pool with garden views
- On-site cooking classes available
- Air-conditioned units with kitchenettes
Country house
- Outdoor pool
- Garden
- Spa services
From
US$ 142
/night
- Outdoor swimming pool with views
- Rustic-style rooms with garden access
- On-site spa services available
Farm stay
- Outdoor Pool
- Traditional Restaurant
- Bicycle Rental
From
US$ 165
/night
- Tuscan cuisine with local wines
- Outdoor pool with vineyard views
- Bicycle rental for exploring surroundings
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