Top Vacation homes in Tuscany

Find the Top Vacation homes in Tuscany – 500+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 510 vacation homes
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9.0
Perfect15 reviews
3 adults
1 bedroom
2 beds
From   US$ 499 /nightSelect
  • Tuscan cuisine from local ingredients
  • Eco-friendly wellness centre and spa
  • Children's club with educational activities
Country house
8.8
Great22 reviews
5 adults
1 bedroom
2 beds
From   US$ 119 /nightSelect
  • Seasonal outdoor pool and sun loungers
  • On-site activities include tennis courts
  • Billiard tables for leisure and fun
8.2
Great33 reviews
  • Bicycle rental
  • Picnic area
  • Coffee shop
From   US$ 124 /nightSelect
  • Bicycle rental and tour desk available
  • Picnic area with barbecue facilities
  • Pets allowed on the property
8.6
Great94 reviews
  • Infinity pool
  • Wine tours
  • Cooking classes
From   US$ 248 /nightSelect
  • Historic castle with on-site Chianti vineyard
  • Elegant rooms with classic Tuscan style
  • Renaissance-style restaurant for traditional cuisine
Farm stay
9.0
Perfect25 reviews
  • Open Kitchen
  • Infinity Pool
  • E-bike Rentals
From   US$ 1 782 /nightSelect
  • Open kitchen serving seasonal Tuscan dishes
  • Infinity pool with breathtaking countryside views
  • E-bike tours through stunning landscapes
Farm stay
8.4
Great54 reviews
  • Outdoor pool
  • On-site restaurant
  • Bicycle rental
From   US$ 394 /nightSelect
  • 11th-century castle with stunning views
  • Traditional Tuscan dining experiences
  • Outdoor swimming pool with panoramic views
Farm stay
8.4
Great2 reviews
  • Outdoor pool
  • On-site restaurant
  • Bicycle rental
From   US$ 280 /nightSelect
  • Historic building with garden views
  • Farm stay with on-site restaurant
  • Outdoor swimming pool with sun loungers
8.4
Great42 reviews
  • Private villas
  • Outdoor swimming pool
  • Wine estate
From   US$ 252 /nightSelect
  • 11th century Medici villa experience
  • Exclusive wine and olive oil tasting
  • Stunning gardens and terraces
8.6
Great21 reviews
  • Outdoor pool
  • Restaurant
  • Spacious gardens
From   US$ 505 /nightSelect
  • Authentic medieval castle experience
  • Gorgeous Tuscan hill views
  • On-site Italian restaurant serving local cuisine
Farm stay
7.2
Very good3 reviews
  • Swimming Pool
  • Cooking Class
  • Bicycle Rentals
From   US$ 336 /nightSelect
  • Outdoor swimming pool with scenic views
  • Family-friendly accommodations available
  • On-site cooking class experience
8.6
Great110 reviews
  • Wine cellar
  • Tuscan restaurant
  • Bicycle rental
From   US$ 348 /nightSelect
  • Guided wine cellar tours available
  • Authentic Tuscan cuisine restaurant
  • Historic medieval country village setting
8.6
Great89 reviews
  • Panoramic Pools
  • On-site Restaurant
  • Lounge Bar
From   US$ 410 /nightSelect
  • Breathtaking Chianti Classico views
  • Refined Tuscan dining experience
  • Exclusive D'Wine Club access
9.2
Perfect8 reviews
  • Hot tub
  • Table tennis
  • Barbecue area
From   US$ 129 /nightSelect
  • Outdoor swimming pool with scenic views
  • Historic building with private entrance
  • On-site children's playground available
Country house
8.4
Great137 reviews
  • Infinity Pool
  • Tuscan Restaurant
  • Wine Cellar
From   US$ 272 /nightSelect
  • Travertine infinity pool with stunning views
  • Charming restaurant with local Tuscan cuisine
  • Beautiful gardens for peaceful retreats
8.4
Great15 reviews
  • Infinity Pool
  • Horse Stables
  • Organic Farm
From   US$ 152 /nightSelect
  • Private saltwater infinity pool
  • Authentic Tuscan cuisine restaurant
  • Horseback riding through stunning landscapes
Holiday home
  • Outdoor pool
  • Children's playground
  • On-site restaurant
From   US$ 281 /nightSelect
  • Family-friendly dining options available
  • Scenic outdoor pool with views
  • On-site massage treatments offered
Country house
8.4
Great134 reviews
  • Outdoor pools
  • Picnic area
  • Yoga classes
From   US$ 215 /nightSelect
  • Historic castle with breathtaking views
  • Vineyards nurturing sustainable practices
  • Wellness offerings with outdoor pools
8.8
Great81 reviews
  • Panoramic Pool
  • Cooking Classes
  • eBike Rental
From   US$ 230 /nightSelect
  • Panoramic terrace dining with local cuisine
  • Elegant rooms with antique Tuscan decor
  • Cooking lessons with expert chef Paolo
Farm stay
8.4
Great80 reviews
  • Infinity Pool
  • Wine Bar
  • On-site Spa
From   US$ 515 /nightSelect
  • Infinity pool with stunning vineyard views
  • On-site wine tastings with expert guidance
  • Adults-only atmosphere for tranquil retreats
Farm stay
8.0
Great155 reviews
  • Infinity Pool
  • Organic Farm
  • Cooking Classes
From   US$ 185 /nightSelect
  • Organic wine and olive oil production
  • Infinity pool with vineyard views
  • Traditional Tuscan cooking classes