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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121-136 out of 136 holiday homes
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Country house
4 adults
2 bedrooms
2 beds
From   US$ 163 /nightSelect
  • Infinity pool with mountain views
  • Family-friendly indoor play area
  • Outdoor picnic area with barbecue
5 adults
2 bedrooms
3 beds
From   US$ 385 /nightSelect
  • Organic and sustainable agritourism
  • Private self-catering villa options
  • Cooking classes with local ingredients
Holiday home
  • Infinity Pool
  • Barbecue Area
  • Play Equipment
From   US$ 148 /nightSelect
  • Infinity pool with stunning views
  • Family-friendly with play areas
  • Barbecue facilities for outdoor dining
  • Swimming pool
  • Private lake
  • Barbecue area
From   US$ 163 /nightSelect
  • Weekly Chianti wine tastings available
  • Private lake for fishing and relaxation
  • Organic vineyards and olive groves onsite
  • 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
Holiday home
  • Swimming Pool
  • Garden
  • Terrace
From   US$ 248 /nightSelect
  • Scenic mountain view terraces
  • Seasonal outdoor swimming pool
  • Barbecue facilities for gatherings
Holiday home
  • Private Pool
  • Outdoor Dining
  • On-site Spa
From   US$ 227 /nightSelect
  • Private pool with garden views
  • On-site spa with various massages
  • Outdoor dining area for gatherings
  • Private Pool
  • Garden
  • Bike Hire
From   US$ 200 /nightSelect
  • Exclusive use outdoor swimming pool
  • Fully equipped kitchen for self-catering
  • Spacious villa with 5 bedrooms
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
Country house
  • Private pool
  • Picnic area
  • Yoga classes
From   US$ 950 /nightSelect
  • Private pool with garden views
  • Fully equipped kitchens in accommodations
  • Diverse activities including cooking classes
From   US$ 424 /nightSelect
Located 4.7 km from Porta Fredda, this countryside villa features a terrace and an outdoor pool.
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Located 7 km from Passignano Abbey, villa offers a Jacuzzi, a sauna and an outdoor swimming pool.
Holiday home
From   US$ 223 /nightSelect
Located 50 km from Bagno Vignoni, the family villa consists of 3 bedrooms, a kitchenette and 2 bathrooms equipped with a walk-in shower and a bidet.
  • Private parking
  • Outdoor terrace
  • Fireplace area
From   US$ 173 /nightSelect
  • Private garden with outdoor dining
  • Fully equipped kitchenette for home cooking
  • Cozy fireplace in living area
From   US$ 1 245 /nightSelect
The Villa La Casina Castellina in Chianti with a private swimming pool is a 10-minute ride from Necropolis of Poggino.
  • Outdoor Pool
  • Tennis Court
  • Cooking Classes
From   US$ 3 691 /nightSelect
  • Outdoor pool with scenic views
  • Tennis court and equipment available
  • On-site cooking classes offered