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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241-260 out of 306 holiday homes
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3 adults
1 bedroom
2 beds
From   US$ 105 /nightSelect
  • Circular pool surrounded by gardens
  • Comfortable family and couple apartments
  • Hiking trails in natural surroundings
5 adults
2 bedrooms
3 beds
From   US$ 1 167 /nightSelect
  • Outdoor swimming pool with views
  • Yoga and fitness classes available
  • Activities like cycling and cooking classes
  • Outdoor Pool
  • BBQ Facilities
  • Spacious Patios
From   US$ 960 /nightSelect
  • Eighteenth-century Tuscan farmhouse
  • Modern apartments with outdoor patios
  • Access to wellness at COMO Castello
  • Infinity Pools
  • Cooking Classes
  • Organic Garden
From   US$ 2 175 /nightSelect
  • Organic vineyards and olive groves
  • Award-winning Tuscan cuisine
  • Fairy-tale castle atmosphere
  • Outdoor Pool
  • Wine Tasting
  • Private Patios
From   US$ 139 /nightSelect
  • Tuscan-style apartments with fireplaces
  • Outdoor pool with scenic views
  • Wine tasting experiences available
  • Tennis Court
  • Horse Riding
  • Hot Tub
From   US$ 233 /nightSelect
  • Panoramic pools with stunning Tuscan views
  • Ecological farm using sustainable practices
  • Horse riding lessons for all skill levels
  • Outdoor Pool
  • Tennis Court
  • On-site Restaurant
From   US$ 172 /nightSelect
  • Outdoor swimming pool for relaxation
  • Themed dinner nights for entertainment
  • Tennis court for active families
  • Outdoor pool
  • Wine cellar
  • Fine dining
From   US$ 202 /nightSelect
  • Wine tastings in historic Chianti cellar
  • Elegant restaurant with Tuscan cuisine
  • Historic medieval architecture on-site
Holiday home
  • Private pool
  • Outdoor dining
  • Barbecue area
From   US$ 1 910 /nightSelect
  • Private pool with garden views
  • Outdoor dining area and barbecue
  • 9 spacious bedrooms for large groups
  • Private Pool
  • Garden
  • Outdoor Fireplace
From   US$ 214 /nightSelect
  • Seasonal outdoor pool with view
  • Private garden for relaxation
  • Family-friendly outdoor fireplace
Holiday home
  • Swimming Pool
  • Garden
  • Terrace
From   US$ 248 /nightSelect
  • Scenic mountain view terraces
  • Seasonal outdoor swimming pool
  • Barbecue facilities 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
Holiday home
8.2
Great14 reviews
  • Flat-screen TV
  • Family Rooms
  • Private Entrance
From   US$ 67 /nightSelect
  • Private entrance for added convenience
  • Flat-screen TV with satellite channels
  • Family rooms available for comfortable stays
  • 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
Holiday home
  • Sea views
  • Private entrance
  • Outdoor patio
From   US$ 196 /nightSelect
  • Private terrace with sea views
  • Fully equipped kitchen for self-catering
  • Outdoor dining on balcony
8.8
Great14 reviews
  • Outdoor pool
  • Garden views
  • Italian breakfast
From   US$ 113 /nightSelect
  • Outdoor swimming pool with views
  • Picturesque garden surroundings
  • Authentic Italian breakfast served
  • Outdoor pool
  • Shared kitchen
  • Italian restaurant
From   US$ 220 /nightSelect
  • Outdoor dining with garden views
  • Seasonal outdoor pool with sun loungers
  • On-site themed dinner nights
  • Game room
  • Children's play area
  • Hiking trails
From   US$ 536 /nightSelect
  • Historic building with private entrance
  • Bicycle rental and local culture classes
  • Outdoor dining and picnic areas
  • Wine Cellars
  • Table Tennis
  • Barbecue Area
From   US$ 258 /nightSelect
  • Chianti Classico wine tastings
  • Traditional Tuscan-style accommodations
  • Scenic outdoor swimming pool
9.2
Perfect6 reviews
  • On-site restaurant
  • Private entrance
  • Air conditioning
From   US$ 79 /nightSelect
  • On-site restaurant with local cuisine
  • Private entrance for guest privacy
  • Activities like cycling and walking tours