Top Holiday rentals in Chianti
Find the Top Holiday rentals in Chianti – 100+ Quality Options from Leading Providers
81-100 out of 156 holiday rentals
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Farm stay
4 adults
2 bedrooms
3 beds
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
6 adults
3 bedrooms
3 beds
From
US$ 349
/night
- Traditional Tuscan cuisine restaurant
- Cooking classes available onsite
- Seasonal outdoor swimming pool
Farm stay
- Restaurant
- Seasonal Pool
- Bicycle Rentals
From
US$ 308
/night
- Seasonal outdoor pool with views
- Restaurant serving local Italian cuisine
- Bicycle rental and bike tours 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
Country house
- Private Forest
- Cooking Workshops
- Open-Air Spa
From
US$ 165
/night
- 12th-century historical residence
- Medieval village atmosphere
- Tuscan cooking workshops available
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
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
- BBQ facilities
- Garden views
From
US$ 977
/night
- Yoga classes and outdoor spaces
- Scenic pool with view
- Facilities for disabled 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
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
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
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
Farm stay
- Outdoor pool
- On-site restaurant
- Cooking class
From
US$ 249
/night
- Outdoor swimming pool with scenic views
- On-site cooking classes available
- Historic building with charm
Country house
- Panoramic pool
- Tennis court
- Restaurant
From
US$ 157
/night
- Tuscan cuisine from local ingredients
- Panoramic swimming pool with vineyard views
- Tennis court in a serene garden
Farm stay
- Saltwater Pools
- Children's Playground
- Event Space
From
US$ 244
/night
- Saltwater swimming pools with scenic views
- Surrounded by vineyards and olive groves
- On-site wine tasting and production
Apartment
- Private Garden
- Dishwasher
- Air Conditioning
From
US$ 134
/night
- 17th century refurbished villa
- Self-catering apartments with garden views
- Rustic Tuscan furnishings throughout apartments
Country house
From
US$ 224
/night
The Fattoria Casa Sola Guest House is set 2 km from San Donato In Poggio and around 15 minutes by car from Semifonte.
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
Farm stay
- Outdoor pool
- Table tennis
- Private parking
From
US$ 249
/night
- Seasonal outdoor pool with stunning views
- Farm stay with outdoor dining areas
- Table tennis for family fun
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