Top Holiday homes in Tuscany

Find the Top Holiday homes in Tuscany – 300+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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121-140 out of 306 holiday homes
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Farm stay
8.6
Great17 reviews
From   US$ 182 /nightSelect
  • Historic building with private entrance
  • On-site restaurant serving Italian breakfast
  • Children's playground and hiking activities
8.4
Great127 reviews
4 adults
1 bedroom
2 beds
From   US$ 157 /nightSelect
  • Tuscan cuisine from local ingredients
  • Panoramic swimming pool with vineyard views
  • Tennis court in a serene garden
Farm stay
  • Outdoor fireplace
  • Barbecue facilities
  • Coffee shop
From   US$ 156 /nightSelect
  • On-site vineyard and wine tasting
  • Seasonal outdoor pool with mountain views
  • Tennis court and bike rentals available
  • 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
Farm stay
  • Organic farm
  • Cooking courses
  • Infinity pool
From   US$ 284 /nightSelect
  • Organic wine and olive oil produced onsite
  • Cooking classes for Tuscan specialties
  • Breathtaking views from every angle
Farm stay
  • 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
  • Outdoor pools
  • Spa services
  • Bicycle rental
From   US$ 455 /nightSelect
  • Unique Brunello wine estate experience
  • Idyllic gardens with outdoor pools
  • Family-run with personalized service
  • Outdoor Pool
  • Indoor Pool
  • Wellness Center
From   US$ 127 /nightSelect
  • Exclusive spa with Tuscan countryside views
  • Dishes made with on-site farm produce
  • Surrounded by vineyards and olive groves
Holiday home
  • BBQ area
  • Rustic apartments
  • Spacious park
From   US$ 215 /nightSelect
  • 18th-century elegant building charm
  • 1000 m^2 park with BBQ facilities
  • Rustic apartments with wooden beams
  • Organic Shop
  • Wine Cellar
  • Outdoor Pool
From   US$ 378 /nightSelect
  • Organic food and wine from local estate
  • D.O.C. wines and award-winning vintages
  • Historical Tuscan residence and ambiance
  • Outdoor Pool
  • On-site Restaurant
  • Large Garden
From   US$ 243 /nightSelect
  • Traditional Tuscan farmhouse experience
  • Panoramic views of medieval towers
  • On-site restaurant serving Tuscan dishes
  • Swimming Pool
  • Spacious Gardens
  • Comfortable Rooms
From   US$ 86 /nightSelect
  • Beautiful views of Chianti Hills
  • Surrounded by large park with wildlife
  • Seasonal outdoor swimming pool
8.4
Great40 reviews
  • Infinity pool
  • Wellness spa
  • Bike rental
From   US$ 274 /nightSelect
  • Infinity pool with stunning views
  • On-site wellness packages for rejuvenation
  • Historic building with modern amenities
8.6
Great37 reviews
  • On-site Spa
  • Seasonal Pool
  • Dining Area
From   US$ 344 /nightSelect
  • Horseback riding adventures available
  • On-site seasonal swimming pool
  • Culinary cooking classes offered
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
Farm stay
  • Outdoor pool
  • Picnic area
  • Air conditioning
From   US$ 310 /nightSelect
  • Seasonal outdoor swimming pool
  • Family-friendly picnic area
  • Air-conditioned rooms with private parking
  • Outdoor Pool
  • Trekking Paths
  • Wine Tastings
From   US$ 422 /nightSelect
  • Historic winery with exclusive tastings
  • Beautiful vineyard and olive grove views
  • On-site restaurant with Tuscan cuisine
  • Swimming Pool
  • Wine Tasting
  • Private Villa
From   US$ 471 /nightSelect
  • Wine production with unique artisanal methods
  • Relaxing pool with vineyard views
  • Authentic 14th-century farmhouse experience
  • Outdoor Pool
  • On-site Spa
  • À La Carte Restaurant
From   US$ 1 290 /nightSelect
  • Panoramic views from hilltop terrace
  • On-site wine and olive oil production
  • Diverse activities including archery
  • Infinity Pool
  • Spa Centre
  • Bicycle Rental
From   US$ 200 /nightSelect
  • Infinity pool with stunning views
  • On-site spa with wellness packages
  • Children's playground and bike rentals