Top Vacation homes in Tuscany

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

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
1-20 out of 391 vacation homes
4 adults
2 bedrooms
2 beds
From   US$ 281 /nightSelect
  • Indoor pool with seasonal options
  • Hot tub for relaxation and wellness
  • Garden playground for kids
4 adults
1 bedroom
3 beds
From   US$ 248 /nightSelect
  • Historic castle with on-site Chianti vineyard
  • Elegant rooms with classic Tuscan style
  • Renaissance-style restaurant for traditional cuisine
  • 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
Country house
  • Outdoor pools
  • Picnic area
  • Yoga classes
From   US$ 215 /nightSelect
  • Historic castle with breathtaking views
  • Vineyards nurturing sustainable practices
  • Wellness offerings with outdoor pools
  • Wine cellar
  • Tuscan restaurant
  • Bicycle rental
From   US$ 341 /nightSelect
  • Guided wine cellar tours available
  • Authentic Tuscan cuisine restaurant
  • Historic medieval country village setting
Country house
  • Cocktail Terrace
  • Winter Garden
  • Children's Playground
From   US$ 207 /nightSelect
  • Panoramic terrace with stunning views
  • Tuscan cuisine with seasonal flavors
  • Bicycle rental for exploring Tuscany
  • Infinity Pool
  • Tuscan Restaurant
  • On-site Spa
From   US$ 808 /nightSelect
  • Elegant rooms with vineyard views
  • Traditional Tuscan cuisine restaurant
  • On-site wine-tasting and cookery courses
  • Outdoor pool
  • Children's playground
  • Private parking
From   US$ 251 /nightSelect
  • Seasonal outdoor pool with views
  • Family rooms and children's playground
  • Barbecue facilities for guest use
  • Private villas
  • Outdoor swimming pool
  • Wine estate
From   US$ 280 /nightSelect
  • 11th century Medici villa experience
  • Exclusive wine and olive oil tasting
  • Stunning gardens and terraces
Farm stay
  • Outdoor pool
  • On-site restaurant
  • Bicycle rental
From   US$ 387 /nightSelect
  • 11th-century castle with stunning views
  • Traditional Tuscan dining experiences
  • Outdoor swimming pool with panoramic views
Farm stay
  • Wine cellar
  • Heated hot tub
  • Cooking class
From   US$ 165 /nightSelect
  • Wine tasting in a private cellar
  • Heated external hot tub available
  • Cooking classes and bike tours offered
Farm stay
  • Open Kitchen
  • Infinity Pool
  • E-bike Rentals
From   US$ 2 182 /nightSelect
  • Open kitchen serving seasonal Tuscan dishes
  • Infinity pool with breathtaking countryside views
  • E-bike tours through stunning landscapes
  • Cooking Classes
  • Historic Cellars
  • Italian Garden
From   US$ 634 /nightSelect
  • Award-winning organic Chianti Classico wines
  • Authentic Tuscan cooking classes offered
  • Historic abbey with unique architecture
  • Panoramic Pools
  • On-site Restaurant
  • Lounge Bar
From   US$ 889 /nightSelect
  • Breathtaking Chianti Classico views
  • Refined Tuscan dining experience
  • Exclusive D'Wine Club access
Country house
  • Equestrian Center
  • Restaurant
  • Swimming Pools
From   US$ 73 /nightSelect
  • Cooking school with professional courses
  • 15th-century historic country residence
  • Panoramic views of Chianti landscapes
  • Organic restaurant
  • Historic estate
  • Outdoor pool
From   US$ 506 /nightSelect
  • Historic estate with organic produce
  • Elegant rooms with Jacuzzis and views
  • On-site wine and olive oil tasting
Farm stay
  • Heated Pool
  • Private Villas
  • On-site Restaurant
From   US$ 250 /nightSelect
  • Luxury spa with heated pools
  • Tuscan farm-to-table dining experience
  • Set in scenic olive groves
  • Private pool
  • Barbecue area
  • Disabled access
From   US$ 113 /nightSelect
  • Private pool with garden views
  • Barbecue facilities in the garden
  • Facility for disabled guests
Country house
  • Swimming pool
  • Wellness center
  • Children's playground
From   US$ 434 /nightSelect
  • Elegant apartments with private entrances
  • Large swimming pool with hydro-massage area
  • On-site spa and wellness center
  • Hot tub
  • Sauna
  • Garden
From   US$ 257 /nightSelect
  • On-site hot tub and sauna amenities
  • Garden views in a serene setting
  • Pet-friendly accommodations available