Top Vacation rentals in Chianti
Find the Top Vacation rentals in Chianti – 200+ Quality Options from Leading Providers
101-120 out of 202 vacation rentals
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Farm stay
2 adults
1 bedroom
1 bed
From
US$ 97
/night
- Panoramic views of Chianti Hills
- Cooking school and Tuscan meals
- Organic farm shop with local products
Farm stay
5 adults
3 bedrooms
3 beds
From
US$ 116
/night
- Self-catering apartments with rustic charm
- Outdoor swimming pool and garden area
- Wine and olive oil tastings available
Farm stay
- Stone Villas
- Private BBQ
- Outdoor Play Area
From
US$ 256
/night
- Exclusive stone swimming pool
- Sustainable farming practices
- Beautiful panoramic views
Farm stay
- Outdoor pools
- Tuscan restaurant
- Wine cellar
From
US$ 127
/night
- Traditional Tuscan brasserie restaurant
- Two stylish outdoor swimming pools
- Elegant apartments with rustic decor
Farm stay
- Wine tastings
- Outdoor pool
- Horseback riding
From
US$ 250
/night
- Medieval castle with historical charm
- Wine tastings in Chianti vineyards
- Outdoor swimming pool with scenic views
Farm stay
- Open-air bath
- Garden views
- BBQ facilities
From
US$ 977
/night
- Scenic outdoor swimming pool
- Yoga classes in tranquil setting
- Pet-friendly accommodations available
Farm stay
- Swimming Pool
- Playground
- Bar Area
From
US$ 260
/night
- Expansive gardens with swimming pool
- Tuscan-style apartments with full kitchens
- Homemade olive oil available for purchase
Country house
- Outdoor Pool
- Wine Shop
- Restaurant
From
US$ 173
/night
- Authentic Tuscan dining experience
- Beautiful apartments with panoramic views
- On-site winery for Chianti Classico
Country house
- Outdoor Pool
- Cooking Classes
- Wine Tours
From
US$ 149
/night
- Tuscan-style rooms with air conditioning
- Outdoor swimming pool with Chianti views
- Cooking lessons featuring Italian recipes
Farm stay
- Bicycle rental
- Picnic area
- Private terrace
From
US$ 137
/night
- Bicycle rental and guided bike tours
- Outdoor dining area for picnics
- Private terrace with garden views
Holiday home
- Swimming Pool
- Private Terrace
- Mountain Biking
From
US$ 183
/night
- Panoramic view of Siena's Duomo
- Large swimming pool with whirlpool
- Tuscan-style apartments with private terraces
Farm stay
- Outdoor Pool
- Wine Tasting
- Private Gardens
From
US$ 238
/night
- Panoramic vineyard views
- Award-winning wine production
- Private gardens with seating
Farm stay
- Cooking School
- Horseback Riding
- Infinity Pool
From
US$ 154
/night
- Tuscan cuisine with on-site wine
- Equestrian facilities for horseback riding
- Outdoor swimming pool with views
Farm stay
- Saltwater pool
- Organic garden
- Self-catering cottage
From
US$ 385
/night
- Organic olive oil and wine tasting
- Sustainable agritourism in Tuscany
- Cooking classes featuring local cuisine
Farm stay
- Outdoor Pool
- Yoga Classes
- Bicycle Rental
From
US$ 1 167
/night
- Scenic outdoor swimming pool
- Yoga and fitness classes available
- Packaged lunches for excursions
Holiday home
- Outdoor dining
- Barbecue grill
- Children's playground
From
US$ 266
/night
- Mountain view accommodations with garden
- Child-friendly playground and picnic area
- Game console in spacious living room
Holiday home
- Infinity pool
- Spa services
- Cycling rentals
From
US$ 340
/night
- Infinity pool with mountain views
- On-site spa and wellness options
- Barbecue facilities in the garden
Farm stay
- Infinity pool
- Fitness centre
- Children's playground
From
US$ 313
/night
- Infinity pool with scenic views
- Family-friendly children's playground
- On-site cooking classes available
Country house
- Outdoor Pool
- Restaurant
- Cooking Classes
From
US$ 349
/night
- Tuscan cuisine with cooking classes available
- Country-style apartments with scenic views
- Seasonal outdoor swimming pool for relaxation
Country house
- Saltwater pool
- Open-air bath
- Relaxation room
From
US$ 103
/night
- Saltwater pool with sunbathing area
- Guided excursions and taxi service
- Open-air bath for relaxation
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