Top Vacation homes in Tuscany

Find the Top Vacation homes in Tuscany – 400+ 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 441 vacation homes
8.2
Great33 reviews
4 adults
1 bedroom
3 beds
From   US$ 124 /nightSelect
  • Bicycle rental and tour desk available
  • Picnic area with barbecue facilities
  • Pets allowed on the property
8.4
Great75 reviews
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
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
Country house
  • Infinity pool
  • Organic farm
  • Botanic garden
From   US$ 702 /nightSelect
  • Gold Medal award-winning olive oil
  • Largest botanical garden in Italy
  • Family-friendly activities with farm animals
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
  • 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
8.4
Great25 reviews
  • Outdoor pool
  • Children's playground
  • Private parking
From   US$ 197 /nightSelect
  • Seasonal outdoor pool with views
  • Family rooms and children's playground
  • Barbecue facilities for guest use
8.6
Great110 reviews
  • Wine cellar
  • Tuscan restaurant
  • Bicycle rental
From   US$ 337 /nightSelect
  • Guided wine cellar tours available
  • Authentic Tuscan cuisine restaurant
  • Historic medieval country village setting
Country house
8.4
Great25 reviews
  • Cocktail Terrace
  • Winter Garden
  • Children's Playground
From   US$ 200 /nightSelect
  • Panoramic terrace with stunning views
  • Tuscan cuisine with seasonal flavors
  • Bicycle rental for exploring Tuscany
8.6
Great89 reviews
  • Panoramic Pools
  • On-site Restaurant
  • Lounge Bar
From   US$ 483 /nightSelect
  • Breathtaking Chianti Classico views
  • Refined Tuscan dining experience
  • Exclusive D'Wine Club access
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
8.4
Great134 reviews
  • Cooking Classes
  • Historic Cellars
  • Italian Garden
From   US$ 265 /nightSelect
  • Award-winning organic Chianti Classico wines
  • Authentic Tuscan cooking classes offered
  • Historic abbey with unique architecture
8.4
Great42 reviews
  • 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
9.0
Perfect25 reviews
  • Open Kitchen
  • Infinity Pool
  • E-bike Rentals
From   US$ 2 391 /nightSelect
  • Open kitchen serving seasonal Tuscan dishes
  • Infinity pool with breathtaking countryside views
  • E-bike tours through stunning landscapes
Country house
8.4
Great123 reviews
  • Equestrian Center
  • Restaurant
  • Swimming Pools
From   US$ 73 /nightSelect
  • Cooking school with professional courses
  • 15th-century historic country residence
  • Panoramic views of Chianti landscapes
9.0
Perfect15 reviews
  • Outdoor Pool
  • Kids' Club
  • Wellness Centre
From   US$ 499 /nightSelect
  • Tuscan cuisine from local ingredients
  • Eco-friendly wellness centre and spa
  • Children's club with educational activities
Farm stay
8.6
Great98 reviews
  • 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
Country house
8.6
Great147 reviews
  • Swimming pool
  • Wellness center
  • Children's playground
From   US$ 241 /nightSelect
  • Elegant apartments with private entrances
  • Large swimming pool with hydro-massage area
  • On-site spa and wellness center
8.4
Great42 reviews
  • Swimming Pool
  • Bicycle Rental
  • BBQ Area
From   US$ 143 /nightSelect
  • 360° views of Val d'Orcia countryside
  • Working farmhouse producing olive oil
  • Natural spring water swimming pool
From   US$ 1 825 /nightSelect