Top Vacation rentals in Chianti
Find the Top Vacation rentals in Chianti – 200+ Quality Options from Leading Providers
161-180 out of 202 vacation rentals
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Apartment
7 adults
3 bedrooms
5 beds
From
US$ 282
/night
- Infinity pool with scenic views
- Family-friendly Italian restaurant
- On-site massage services available
Apartment
7 adults
4 bedrooms
5 beds
From
US$ 177
/night
- Medieval village atmosphere
- Infinity pool with vineyard views
- On-site wine tastings available
Apartment
- Wellness spa
- Fitness centre
- Outdoor terrace
From
US$ 534
/night
- Outdoor pool with beautiful views
- Comprehensive wellness spa options
- Historic building with modern renovations
Farm stay
- Wine Cellar
- Cooking Classes
- Swimming Pool
From
US$ 203
/night
- High-quality Chianti wines and olive oil
- Secluded Tuscan countryside setting
- Cooking classes and wine tastings
Farm stay
- Infinity Pool
- Bike Rental
- Wine Tasting
From
US$ 400
/night
- Infinity pool with panoramic valley views
- Organic products from family-run farm
- Kids' playground and fun activities
Country house
- Outdoor pool
- Bicycle rental
- Furnished gardens
From
US$ 107
/night
- Rustic apartments with private gardens
- Outdoor swimming pool with panoramic views
- Access to 4 hectares of olive groves
- Wellness Spa
- Bicycle Rental
- Outdoor Pool
From
US$ 259
/night
- Wellness spa with diverse treatments
- Bicycle rental for local exploration
- Seasonal outdoor swimming pool
Apartment
- Outdoor Pool
- Garden
- Flat-screen TV
From
US$ 327
/night
- Seasonal outdoor swimming pool
- Fully equipped modern kitchen
- Private entrance for added privacy
- City Views
- Outdoor Dining
- Flat-Screen TV
From
US$ 827
/night
- Historic building with city views
- Private terrace for outdoor dining
- Located near hiking and activities
Farm stay
- Fitness classes
- Picnic area
- Outdoor pool
From
US$ 309
/night
- Outdoor swimming pool with scenic views
- On-site fitness classes and yoga sessions
- Picnic area with outdoor fireplace
Country house
- Open-air bath
- Sun terrace
- Family suites
From
US$ 111
/night
- Historic 16th-century villa charm
- Three panoramic outdoor swimming pools
- Luxury Family Suites with Tuscan views
Farm stay
- Outdoor pool
- Shared kitchen
- Italian restaurant
From
US$ 220
/night
- Outdoor swimming pool with garden views
- Traditional Italian restaurant on-site
- Cycling opportunities nearby
Apartment
- Family Rooms
- Garden
- Dishwasher
From
US$ 90
/night
- Garden views from all units
- Family-friendly with children's play area
- Hiking available nearby
Country house
- Outdoor pool
- Family rooms
- Private terrace
From
US$ 114
/night
- Year-round outdoor pool with views
- Family-friendly with outdoor play area
- Charming private patio for dining
Country house
- Outdoor pool
- Bicycle rentals
- BBQ area
From
US$ 335
/night
- Historic farmhouse with rustic design
- Outdoor swimming pool with countryside views
- Bicycle rental available for guests
Country house
- Swim-up bar
- Large gardens
- Sun terrace
From
US$ 86
/night
- Panoramic views of Chianti Hills
- Large gardens filled with wildlife
- Outdoor swimming pool with views
Farm stay
From
US$ 165
/night
Corbucci is 15 minutes by car from the Poggio Ai Legni Certaldo.
Apartment
- Private Entrance
- Soundproofing
- Kitchenette
From
US$ 189
/night
- Fully equipped kitchen for convenient meals
- Private entrance and soundproofing for privacy
- Flat-screen TV with satellite channels
Apartment
- Garden
- Barbecue
- Luggage storage
From
US$ 187
/night
- Historic building with garden
- Fully equipped kitchen
- Barbecue facilities available
Apartment
- Garden views
- Family rooms
- In-house bar
From
US$ 172
/night
- Historic building with garden views
- Family rooms available with amenities
- In-house bar and lounge area
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