Top Vacation homes in Chianti
Find the Top Vacation homes in Chianti – 100+ Quality Options from Leading Providers
41-60 out of 185 vacation homes
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Farm stay
8 adults
3 bedrooms
4 beds
From
US$ 554
/night
- Olive oil produced on-site
- Scenic views of Florence
- Outdoor pool with sun loungers
Villa
8 adults
5 bedrooms
5 beds
From
US$ 545
/night
- Private pool with garden views
- Five spacious bedrooms for families
- Outdoor barbecue facilities available
Farm stay
- Outdoor pool
- Tennis court
- Wine cellar
From
US$ 344
/night
- Wine tours and tastings of local varieties
- Family-friendly with kids' play area
- Historic village with serene atmosphere
Country house
- Outdoor Pool
- On-site Restaurant
- On-site Spa
From
US$ 153
/night
- Seasonal outdoor swimming pool
- On-site restaurant with local cuisine
- On-site spa for relaxation
Farm stay
- Outdoor Pool
- Italian Restaurant
- Cycling Activities
From
US$ 278
/night
- On-site Italian restaurant with diverse options
- Inviting outdoor swimming pool with views
- Outdoor play equipment for children
Farm stay
- Outdoor Pool
- On-site Restaurant
- Sun Terrace
From
US$ 144
/night
- Outdoor swimming pool with sun terrace
- On-site restaurant with fresh breakfast
- Free shuttle service for convenience
Country house
- Outdoor pool
- Open-air bath
- On-site dining
From
US$ 368
/night
- 17th-century farmhouse with Tuscan charm
- Breathtaking views of rolling hills
- Seasonal outdoor pool with sun loungers
Country house
- Outdoor Pool
- Tennis Courts
- Wine Cellar
From
US$ 251
/night
- Historic 14th-century villa experience
- Gourmet dining at Il Tributo restaurant
- Scenic gardens and terraces for relaxation
Farm stay
- Outdoor Pools
- Wellness Spa
- Tuscan Restaurant
From
US$ 195
/night
- Two panoramic outdoor swimming pools
- Authentic Tuscan dining experiences
- Wellness haven with spa facilities
Farm stay
- Outdoor Pool
- On-site Restaurant
- Massages Available
From
US$ 198
/night
- Tuscan-style rooms with rustic charm
- Restaurant serving local specialties
- Outdoor pool with countryside views
Farm stay
- Wine Tasting
- Tuscan Restaurant
- Outdoor Pool
From
US$ 172
/night
- Organic wines and olive oil production
- Traditional Tuscan restaurant on-site
- Seasonal outdoor swimming pool
Farm stay
- Outdoor pool
- Children's playground
- Picnic area
From
US$ 121
/night
- Scenic outdoor swimming pool
- Family-friendly playground on-site
- Garden area with picnic facilities
Farm stay
- Outdoor Pool
- Garden Terrace
- Wine Tasting
From
US$ 137
/night
- Olive oil, saffron, and wine production
- Options for hiking and bike tours
- Seasonal saltwater outdoor pool
Country house
- Large pool
- Mediterranean garden
- On-site dining
From
US$ 183
/night
- 14th-century restored watermill charm
- Extensive Mediterranean garden and pool
- Culinary experiences with Tuscan dinners
Country house
- Cooking School
- Vineyard Pool
- Spa Centre
From
US$ 369
/night
- Cooking classes with local ingredients
- Scenic pool overlooking vineyards
- Historical chapel for private ceremonies
Farm stay
- Outdoor pool
- on-site winery
- Wine baths
From
US$ 235
/night
- Vineyard-surrounded wellness treatments
- Panoramic pool with vineyard views
- Seasonal Tuscan cuisine restaurant
Farm stay
- Outdoor pool
- Private gardens
- Yoga classes
From
US$ 289
/night
- Private hilltop vineyard estate
- Award-winning winery tours available
- Exclusive venue for romantic weddings
Country house
- Outdoor pool
- Garden lounge
- Barbecue area
From
US$ 166
/night
- Seasonal outdoor swimming pool
- Adults-only relaxation atmosphere
- Complimentary on-site barbecue facilities
Farm stay
- Swimming pool
- On-site restaurant
- Pet-friendly
From
US$ 300
/night
- Farm-to-table Tuscan dining experience
- Authentic agriturismo in Tuscany countryside
- Seasonal activities like olive picking
Country house
- Outdoor pool
- Picnic area
- Baby safety gate
From
US$ 155
/night
- Scenic pool with stunning garden views
- Fully equipped kitchens in accommodations
- Family-friendly facilities and activities
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