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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181-200 out of 501 vacation homes
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Farm stay
18 adults
5 bedrooms
5 beds
From   US$ 348 /nightSelect
  • Infinity pool with stunning views
  • Family-friendly amenities and spaces
  • Outdoor cooking classes available
2 adults
1 bedroom
1 bed
From   US$ 132 /nightSelect
  • Infinity pool with scenic views
  • Cycling and hiking opportunities available
  • Buffet breakfast with local specialties
  • Outdoor Pool
  • Wine Shop
  • Restaurant
From   US$ 153 /nightSelect
  • Authentic Tuscan dining experience
  • Beautiful apartments with panoramic views
  • On-site winery for Chianti Classico
  • Outdoor Pool
  • Table Tennis
  • Cooking Class
From   US$ 375 /nightSelect
  • Historic building with modern amenities
  • Outdoor fireplace and picnic area
  • Seasonal outdoor swimming pool
Country house
  • Infinity pool
  • Private parking
  • Outdoor terrace
From   US$ 169 /nightSelect
  • Stunning hilltop views of historic Siena
  • Infinity pool overlooking the Tuscan countryside
  • Charming 18th-century farmhouse ambiance
  • Organic Winery
  • Cooking Classes
  • Saltwater Pool
From   US$ 301 /nightSelect
  • Organic Chianti Classico wines production
  • Romantic cooking classes available
  • Scenic saltwater outdoor pool
  • Outdoor Pools
  • Cooking Class
  • Weddings Area
From   US$ 162 /nightSelect
  • Unique vineyards and olive groves views
  • Restored historic farmhouses for guests
  • Outdoor swimming pools with scenic landscapes
Country house
  • Outdoor Pool
  • Bicycle Rental
  • Sun Loungers
From   US$ 146 /nightSelect
  • Panoramic views of Tuscan countryside
  • Seasonal outdoor swimming pool
  • On-site bicycle rental available
  • Outdoor dining
  • Picnic area
  • Yoga classes
From   US$ 144 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site yoga classes available
  • Picnic area with tables
Farm stay
  • Outdoor pool
  • Private gardens
  • Yoga classes
From   US$ 430 /nightSelect
  • Private hilltop vineyard estate
  • Award-winning winery tours available
  • Exclusive venue for romantic weddings
  • Outdoor Pool
  • Private Entrance
  • BBQ Facilities
From   US$ 168 /nightSelect
  • Organic wines and extra virgin olive oil
  • Scenic seasonal outdoor pool with view
  • Yoga classes and spa services available
  • Organic vineyard
  • Cooking classes
  • Infinity pools
From   US$ 2 809 /nightSelect
  • Organic vineyard and olive grove estate
  • Award-winning Tuscan cooking classes
  • Fairy-tale castle setting for events
  • Organic Vineyard
  • Swimming Pool
  • Family Rooms
From   US$ 127 /nightSelect
  • Organic wine production on-site
  • Traditional Tuscan home-cooked meals
  • Family-run, welcoming atmosphere
Country house
  • Swimming Pool
  • Wine Tasting
  • On-site Restaurant
From   US$ 120 /nightSelect
  • Tuscan-style dining with Florentine steak
  • Vineyard views and relaxing gardens
  • Family-friendly accommodations with rustic charm
  • Infinity pool
  • Outdoor fireplace
  • Coffee shop
From   US$ 251 /nightSelect
  • Infinity pool with scenic garden views
  • Family-friendly with outdoor fireplace
  • On-site coffee shop and BBQ facilities
Country house
  • Infinity Pool
  • On-site Restaurant
  • Private Terraces
From   US$ 384 /nightSelect
  • Authentic Tuscan cuisine and tasting menu
  • 7x14 meter swimming pool with Jacuzzi
  • Stunning views of San Gimignano
Farm stay
  • Infinity Pool
  • Yoga Classes
  • Bicycle Rental
From   US$ 272 /nightSelect
  • Infinity pool with mountain views
  • On-site yoga classes available
  • Bicycle rental and tours offered
  • Swimming Pool
  • BBQ Facilities
  • Fully Equipped Kitchenette
From   US$ 116 /nightSelect
  • Self-catering apartments with rustic charm
  • Outdoor swimming pool and garden area
  • Wine and olive oil tastings available
Country house
  • Infinity pool
  • On-site spa
  • Bicycle rental
From   US$ 128 /nightSelect
  • Panoramic views of the Sienese hills
  • Infinity pool with outdoor terrace
  • Restaurant serving traditional Tuscan dishes
Country house
  • Outdoor pool
  • Playground
  • Spa services
From   US$ 278 /nightSelect
  • Country house with pool and mountain views
  • On-site restaurant and coffee shop available
  • Diverse activities like cycling and fishing