Top Vacation rentals in Chianti

Find the Top Vacation rentals in Chianti – 200+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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181-200 out of 202 vacation rentals
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10 adults
5 bedrooms
5 beds
From   US$ 205 /nightSelect
  • Historic building with modern amenities
  • Two outdoor pools with scenic views
  • Fully equipped kitchens in every unit
9 adults
4 bedrooms
5 beds
From   US$ 303 /nightSelect
  • Seasonal outdoor swimming pool
  • Bicycle rental and car rental services
  • Private entrance for guests
Farm stay
  • Outdoor Pool
  • Restaurant
  • Bicycle Rental
From   US$ 308 /nightSelect
  • Seasonal outdoor swimming pool
  • Local Italian cuisine restaurant
  • Bicycle rental and tours
Farm stay
  • Saltwater Pool
  • Picnic Area
  • Private Parking
From   US$ 168 /nightSelect
  • Saltwater pool with stunning views
  • Fully equipped kitchens in every unit
  • Outdoor play area for children
Country house
  • Outdoor pool
  • Yoga classes
  • Coffee shop
From   US$ 224 /nightSelect
  • Outdoor swimming pool with views
  • Yoga classes on site
  • On-site coffee shop available
Holiday home
  • Private Pool
  • Outdoor Dining
  • Air Conditioning
From   US$ 227 /nightSelect
  • Private pool with garden views
  • Fully equipped kitchen and dining area
  • Spa services including various massages
Country house
  • Infinity Pool
  • Private Pool
  • Game Room
From   US$ 163 /nightSelect
  • Infinity pool with stunning mountain views
  • Family-friendly with indoor play area
  • Private pool for exclusive relaxation
Country house
  • Cooking Classes
  • Bicycle Rental
  • Swimming Pool
From   US$ 259 /nightSelect
  • Engaging cooking classes available
  • Bicycle rental for exploring
  • Swimming pool for relaxation
  • Private Entrance
  • Shared Kitchen
  • Garden Access
From   US$ 222 /nightSelect
  • Private entrance for added privacy
  • Shared kitchen for guest cooking
  • Garden access for outdoor activities
  • Private entrance
  • Fully equipped kitchen
  • Outdoor dining area
From   US$ 185 /nightSelect
  • Private entrance and outdoor dining balcony
  • Luggage storage and VIP check-in service
  • Biking and hiking activities nearby
Farm stay
  • Outdoor dining
  • Picnic area
  • Themed dinners
From   US$ 172 /nightSelect
  • Themed dinner nights for enjoyable dining
  • Outdoor dining area with garden views
  • Picnic area for outdoor leisure activities
Apartment
  • Fully equipped kitchen
  • Private entrance
  • Soundproofing
From   US$ 136 /nightSelect
  • Private entrance and soundproofing
  • Fully equipped kitchen with dishwasher
  • Pets allowed for your convenience
Apartment
From   US$ 236 /nightSelect
Guests of this 1-bedroom property will benefit from the location in San Gimignano, as Mura di San Gimignano is only 10 minutes' walk away.
  • Infinity pool
  • On-site spa
  • Bicycle rental
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  • Infinity pool with garden views
  • On-site spa with multiple treatments
  • 10-bedroom villa for large groups
Holiday home
  • Infinity Pool
  • Outdoor Dining
  • Free Parking
From   US$ 148 /nightSelect
  • Infinity pool with stunning views
  • Family-friendly accommodations available
  • Outdoor barbecue facilities for guests
Holiday home
  • Sun terrace
  • Bicycle rental
  • Garden area
From   US$ 140 /nightSelect
  • Historical building with private entrance
  • Garden view with outdoor dining area
  • 24-hour reception and security services
  • Private pool
  • Garden
  • Horse riding
From   US$ 424 /nightSelect
  • Private pool with garden views
  • Fully equipped kitchen available
  • Horseback riding activities on-site
Holiday home
  • Flat-screen TV
  • Private terrace
  • Fully equipped kitchen
From   US$ 223 /nightSelect
  • Private entrance with spacious terrace
  • Fully equipped kitchen for self-catering
  • On-site bike tours and cycling activities
  • Outdoor Pool
  • Family Rooms
  • Free Parking
From   US$ 137 /nightSelect
  • Scenic outdoor swimming pool
  • Fully equipped kitchen available
  • Barbecue facilities on the terrace
Farm stay
  • Salt-water pool
  • Outdoor dining
  • Private parking
From   US$ 150 /nightSelect
  • Salt-water seasonal pool with stunning views
  • Fully equipped kitchen in every unit
  • Outdoor dining area with mountain views