Top Holiday homes in Tuscany

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

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Rooms & Guests
22 Guests, 1 Room
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81-100 out of 164 holiday homes
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9 adults
4 bedrooms
5 beds
From   US$ 505 /nightSelect
  • Authentic Florentine castle experience
  • Stunning Tuscan garden views
  • Ideal romantic wedding venue
Country house
4 adults
2 bedrooms
2 beds
From   US$ 315 /nightSelect
  • Outdoor pool with Brolio Castle views
  • Rustic rooms with cozy fireplaces
  • All-year-round hot tub with music
8.2
Great23 reviews
  • Restaurant
  • Billiards
  • Bar
From   US$ 108 /nightSelect
  • On-site traditional restaurant with dinner service
  • Bicycle rental and hiking available on-site
  • Family rooms with private bathrooms provided
8.4
Great34 reviews
  • Panoramic Pool
  • On-site Spa
  • Gourmet Restaurant
From   US$ 497 /nightSelect
  • Luxurious suites with historical charm
  • Exclusive gastronomic experiences for guests
  • Panoramic pool overlooking vineyards
8.4
Great15 reviews
  • Infinity Pool
  • Horse Stables
  • Organic Restaurant
From   US$ 152 /nightSelect
  • Luxurious saltwater infinity pool
  • Authentic Tuscan dining experiences
  • On-site horseback riding stables
8.8
Great68 reviews
  • Air Conditioning
  • Golf Course
  • Patio Views
From   US$ 128 /nightSelect
  • Homemade cakes for breakfast
  • Produces own olive oil and wine
  • Discounts at nearby thermal spa
8.8
Great30 reviews
  • Massage services
  • Horse riding
  • Children's playground
From   US$ 170 /nightSelect
  • Historic farming hamlet from the 1700s
  • On-site massage services available
  • Children's playground for family fun
Country house
8.4
Great103 reviews
  • Outdoor pool
  • Family rooms
  • Private terrace
From   US$ 114 /nightSelect
  • Year-round outdoor swimming pool
  • Family-friendly outdoor play area
  • Italian breakfast with fresh pastries
Country house
8.4
Great68 reviews
  • Outdoor pool
  • Private villa
  • Traditional restaurant
From   US$ 160 /nightSelect
  • Historic castle with wine production
  • Ancient farmhouses restored with care
  • Cooking classes with local cuisine
Farm stay
8.6
Great90 reviews
  • Outdoor Pool
  • Farm Produce
  • Historic Accommodations
From   US$ 295 /nightSelect
  • Historic farm producing local wines and olive oil
  • Surrounded by forests and vineyards
  • Seasonal outdoor swimming pool
9.0
Perfect27 reviews
  • Infinity pool
  • Cooking classes
  • Organic farm
From   US$ 130 /nightSelect
  • Traditional pasta made on-site
  • Infinity pool with stunning views
  • Organic breakfast with local ingredients
Holiday home
8.2
Great33 reviews
  • Private entrance
  • Sun terrace
  • Barbecue area
From   US$ 240 /nightSelect
  • On-site yoga classes for relaxation
  • Private garden with barbecue facilities
  • Local tours and cooking classes available
8.2
Great70 reviews
  • Outdoor Pool
  • On-site Restaurant
  • Playground
From   US$ 286 /nightSelect
  • Seasonal outdoor pool with stunning views
  • Pet-friendly accommodations for families
  • On-site restaurant with enjoyable dining
Country house
8.6
Great28 reviews
  • Outdoor pool
  • Playground
  • Sun terrace
From   US$ 136 /nightSelect
  • Idyllic Tuscan countryside views
  • Shabby chic restored countryside house
  • Accessible apartment for disabilities
  • Outdoor pool
  • Tennis court
  • Spa services
From   US$ 301 /nightSelect
  • Traditional restaurant with local specialties
  • On-site vineyard producing quality wines
  • Relaxing outdoor pool with panoramic views
Farm stay
8.6
Great68 reviews
  • Swimming Pool
  • On-site Restaurant
  • Free Shuttle
From   US$ 144 /nightSelect
  • Outdoor swimming pool with sun loungers
  • On-site restaurant with buffet options
  • Free shuttle service for guests
Farm stay
8.4
Great80 reviews
  • Infinity Pool
  • Tasting Room
  • Private Church
From   US$ 515 /nightSelect
  • Vineyard-overlook rooms with medieval style
  • Private wine tasting experiences available
  • Infinity pool with stunning countryside views
8.6
Great57 reviews
  • Kids' Pool
  • Open-air Bath
  • Bicycle Rental
From   US$ 168 /nightSelect
  • Wellness packages for rejuvenation
  • Family-friendly with kids' pool
  • Outdoor dining area with scenic views
8.6
Great32 reviews
  • Italian restaurant
  • Cooking classes
  • Picnic area
From   US$ 232 /nightSelect
  • Italian cuisine restaurant on-site
  • Cooking classes available for guests
  • Scenic picnic area with garden views
Farm stay
  • Infinity Pool
  • Wine Tasting
  • Cooking Classes
From   US$ 165 /nightSelect
  • Organic, chemical-free farming practices
  • Infinity pool with stunning valley views
  • Historic estate with traditional charm