Top Holiday homes in Chianti

Find the Top Holiday homes in Chianti – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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101-114 out of 114 holiday homes
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From   US$ 173 /nightSelect
  • Private garden with outdoor dining
  • Fully equipped kitchenette for home cooking
  • Cozy fireplace in living area
From   US$ 220 /nightSelect
  • Outdoor dining with garden views
  • Seasonal outdoor pool with sun loungers
  • On-site themed dinner nights
  • Wine Cellars
  • Table Tennis
  • Barbecue Area
From   US$ 258 /nightSelect
  • Chianti Classico wine tastings
  • Traditional Tuscan-style accommodations
  • Scenic outdoor swimming pool
Villa
  • Picnic area
  • Hot tub
  • Plunge pool
From   US$ 259 /nightSelect
  • Relaxing hot tub and open-air bath
  • Picturesque picnic area in garden
  • Cooking classes for culinary enthusiasts
Holiday home
  • Sun terrace
  • Private parking
  • Children's play area
From   US$ 140 /nightSelect
  • Private entrance with full-day security
  • Garden views from outdoor dining area
  • Bike rentals and local culture tours
  • Outdoor pool
  • Yoga classes
  • Cooking classes
From   US$ 259 /nightSelect
  • Historic building with swimming pool
  • Wellness options including hot tub
  • Bicycle rental for local exploration
  • Saltwater pool
  • Bicycle rental
  • Children's playground
From   US$ 171 /nightSelect
  • Saltwater pool with stunning views
  • Family-friendly with playground facilities
  • On-site bicycle rental available
  • Outdoor Pool
  • Sun Loungers
  • Table Tennis
From   US$ 155 /nightSelect
  • Outdoor swimming pool with scenic views
  • Table tennis for guest entertainment
  • Spacious outdoor dining area
  • Outdoor pool
  • Garden views
  • Seating area
From   US$ 129 /nightSelect
  • Seasonal outdoor swimming pools with views
  • Spacious units with fully equipped kitchens
  • Pet-friendly accommodations available
  • Saltwater Pools
  • Children's Playground
  • Event Space
From   US$ 244 /nightSelect
  • Saltwater swimming pools with scenic views
  • Surrounded by vineyards and olive groves
  • On-site wine tasting and production
  • Outdoor pool
  • Barbecue area
  • Private terrace
From   US$ 137 /nightSelect
  • Pool with stunning mountain views
  • Family-friendly with outdoor activities
  • Facilities for disabled guests available
Farm stay
  • Saltwater pool
  • Garden views
  • Barbecue area
From   US$ 150 /nightSelect
  • Stunning mountain view terrace
  • Saltwater seasonal swimming pool
  • Outdoor dining area with barbecue
Country house
  • Outdoor pool
  • Cooking classes
  • Bicycle rental
From   US$ 123 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Cooking classes for immersive experiences
  • Pets allowed to enjoy your stay together
Farm stay
  • Wellness Areas
  • Outdoor Pools
  • Tuscan Restaurant
From   US$ 195 /nightSelect
  • Panoramic outdoor swimming pools
  • Authentic Tuscan cuisine restaurant
  • Wellness areas with Jacuzzis