Top Holiday rentals in Chianti
Find the Top Holiday rentals in Chianti – 100+ Quality Options from Leading Providers
61-80 out of 127 holiday rentals
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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
6 adults
3 bedrooms
4 beds
From
US$ 156
/night
- On-site vineyard and wine tasting
- Seasonal outdoor pool with mountain views
- Tennis court and bike rentals available
Farm stay
- Outdoor Pool
- Farm Produce
- Historic Accommodations
From
US$ 295
/night
- Historic farm producing local wines and olive oil
- Surrounded by forests and vineyards
- Seasonal outdoor swimming pool
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
Apartment
- Infinity pool
- Outdoor dining
- Wine tastings
From
US$ 177
/night
- Carefully renovated medieval village ambiance
- Panoramic barbecue area with stunning views
- Infinity pool overlooking Tuscan vineyards
Country house
- Swimming Pool
- Spacious Gardens
- Comfortable Rooms
From
US$ 86
/night
- Beautiful views of Chianti Hills
- Surrounded by large park with wildlife
- Seasonal outdoor swimming pool
Farm stay
- Kids' Pool
- Open-air Bath
- Bicycle Rental
From
US$ 168
/night
- Wellness packages for rejuvenation
- Family-friendly with kids' pool
- Outdoor dining area with scenic views
Farm stay
- Outdoor Pool
- Trekking Paths
- Wine Tastings
From
US$ 422
/night
- Historic winery with exclusive tastings
- Beautiful vineyard and olive grove views
- On-site restaurant with Tuscan cuisine
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 pool
- Organic restaurant
- Bicycle rental
From
US$ 517
/night
- Organic Tuscan cuisine using local ingredients
- Private swimming pool with countryside views
- Idyllic setting among Chianti's rolling hills
- Private entrance
- Outdoor terrace
- Fully equipped kitchen
From
US$ 185
/night
- Private entrance for added privacy
- Outdoor dining terrace with garden views
- Activities like cycling and hiking available
Farm stay
- Outdoor dining
- Garden views
- Fully equipped kitchen
From
US$ 172
/night
- Outdoor picnic area for leisure time
- Themed dinner nights for entertainment
- Pet-friendly accommodations available
Villa
- Ecological pool
- Large garden
- Open-air spa
From
US$ 441
/night
- 15th-century farmhouse with historic charm
- Ecological pool surrounded by nature
- Complimentary bike rentals for exploration
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
- 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
Apartment
- Infinity Pool
- Family Restaurant
- On-site Spa
From
US$ 282
/night
- Infinity pool with stunning views
- Family-friendly restaurant with local dishes
- On-site massages and wellness spa
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
- Wine Tasting
- Cooking Classes
- Outdoor Pool
From
US$ 203
/night
- Premium Chianti wine and olive oil production
- Charming Tuscan farmhouse amidst olive trees
- Cooking classes and local culinary experiences
Country house
- Outdoor pool
- Bicycle rentals
- Large garden
From
US$ 162
/night
- Colonial house with Tuscan architecture
- Large garden with outdoor pool
- Free parking and bicycle rentals
Country house
- Bicycle rental
- Cooking class
- Swimming pool
From
US$ 259
/night
- Bicycle rental and guided tours available
- Engaging cooking classes offered onsite
- Refreshing swimming pool for relaxation
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