Top Holiday rentals in Chianti
Find the Top Holiday rentals in Chianti – 80+ Quality Options from Leading Providers
61-80 out of 81 holiday rentals
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Country house
2 adults
1 bedroom
1 bed
From
US$ 266
/night
- Saltwater seasonal outdoor pool
- In-house traditional restaurant
- Billiards and tennis facilities
Country house
4 adults
1 bedroom
2 beds
From
US$ 157
/night
- Tuscan cuisine from local ingredients
- Panoramic swimming pool with vineyard views
- Tennis court in a serene garden
Farm stay
- Outdoor pool
- Restaurant
- Children's play area
From
US$ 278
/night
- Traditional Italian restaurant with diverse menus
- Outdoor swimming pool with scenic views
- Activities like cooking classes and hiking
Farm stay
- Outdoor pool
- BBQ facilities
- Bicycle rental
From
US$ 449
/night
- Outdoor seasonal pool with stunning views
- Self-catering apartments with private balconies
- Activities like cycling and hiking available
Country house
- Winter Garden
- Children's Playground
- Panoramic Terrace
From
US$ 190
/night
- Gourmet Tuscan cuisine with seasonal flavors
- Scenic outdoor terrace and winter garden
- Family-friendly with children's playground
Apartment
- Family rooms
- Garden views
- Hiking access
From
US$ 90
/night
- Family-friendly garden with play area
- Dishwasher and kitchen available
- Free outdoor play equipment for children
Country house
- Mediterranean Garden
- Swimming Pool
- Boutique Accommodations
From
US$ 183
/night
- 14th-century restored watermill hotel
- Extensive Mediterranean garden with pool
- Daily buffet breakfast with local products
Farm stay
- Outdoor Pool
- Garden
- Spa Services
From
US$ 531
/night
- Seasonal outdoor pool with stunning views
- On-site spa offering various massages
- Garden with barbecue facilities for guests
Farm stay
- Infinity Pool
- Wine Tastings
- Family-Friendly Restaurant
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
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