Top Holiday homes in Tuscany

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

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
81-100 out of 306 holiday homes
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Country house
8.6
Great136 reviews
4 adults
1 bedroom
2 beds
From   US$ 368 /nightSelect
  • 17th-century renovated farmhouse charm
  • Surrounded by vineyards and olive groves
  • Outdoor swimming pool with scenic views
8.2
Great70 reviews
3 adults
1 bedroom
2 beds
From   US$ 286 /nightSelect
  • Seasonal outdoor pool with stunning views
  • Pet-friendly accommodations for families
  • On-site restaurant with enjoyable dining
  • Outdoor pool
  • On-site restaurant
  • Pet-friendly
From   US$ 300 /nightSelect
  • Farm-to-table Tuscan dining experiences
  • Wine and olive oil production on-site
  • Rustic-chic wedding venue options
  • Organic winery
  • Tuscan restaurant
  • Outdoor pool
From   US$ 172 /nightSelect
  • Organic wine production and tasting tours
  • Tuscan restaurant with advance booking only
  • Seasonal outdoor pool with panoramic views
8.6
Great106 reviews
  • Swimming Pools
  • Traditional Restaurant
  • Cooking Classes
From   US$ 162 /nightSelect
  • Organic vineyards and olive oil production
  • 17th-century villa with charming architecture
  • Thermal pools just 1 km away
Country house
8.6
Great82 reviews
  • Outdoor pool
  • Gourmet restaurant
  • Private villas
From   US$ 159 /nightSelect
  • Vineyard surrounded Tuscan-style accommodations
  • Gourmet restaurant offering local cuisine
  • Eco-friendly, plastic-free facilities
Holiday home
8.0
Great22 reviews
  • Private terrace
  • Swimming pool
  • Horse riding
From   US$ 183 /nightSelect
  • Panoramic views of Siena's Duomo
  • Large swimming pool with whirlpool
  • Charming Tuscan-style apartments
8.8
Great109 reviews
  • Outdoor pools
  • Tuscan restaurant
  • Wine cellar
From   US$ 127 /nightSelect
  • Elegant apartments in Tuscan style
  • Outdoor pools with vineyard views
  • Traditional Tuscan dining experience
Country house
8.4
Great40 reviews
  • Infinity pool
  • Outdoor jacuzzi
  • Cooking class
From   US$ 288 /nightSelect
  • Panoramic outdoor swimming pool
  • Tuscan-style air-conditioned rooms
  • Wine tasting tours available
8.4
Great86 reviews
  • Tuscan restaurant
  • Outdoor pools
  • On-site spa
From   US$ 385 /nightSelect
  • Traditional Tuscan restaurant with local cuisine
  • Multiple outdoor pools with scenic views
  • On-site spa with extensive wellness options
  • Outdoor pool
  • Wine farm
  • Game room
From   US$ 146 /nightSelect
  • Vineyard views from outdoor swimming pool
  • 17th-century villa with local cuisine
  • On-site bike rental and tours
Country house
  • Infinity Pool
  • On-site Restaurant
  • Wellness Spa
From   US$ 500 /nightSelect
  • Elegant rooms with stunning Tuscan views
  • On-site restaurant by Chef Jacopo Dionisi
  • Infinity pool overlooking surrounding valleys
Country house
  • Outdoor Pool
  • Hot Tub
  • Cooking Classes
From   US$ 315 /nightSelect
  • Outdoor pool with Brolio Castle views
  • Rustic rooms with cozy fireplaces
  • All-year-round hot tub with music
Farm stay
  • Heated Pool
  • Private Villas
  • SPA Treatments
From   US$ 250 /nightSelect
  • Tuscan cuisine at Larossa Restaurant
  • Exclusive SPA with heated pool
  • Private villas for families and friends
Country house
8.4
Great103 reviews
  • Outdoor pool
  • Family rooms
  • Private terrace
From   US$ 114 /nightSelect
  • Year-round outdoor swimming pool
  • Family-friendly outdoor play area
  • Italian breakfast with fresh pastries
8.8
Great81 reviews
  • Panoramic Pool
  • Cooking Lessons
  • eBike Rental
From   US$ 230 /nightSelect
  • Tuscan cooking lessons with local chef
  • Panoramic swimming pool with stunning views
  • Elegant rooms with handcrafted furniture
8.4
Great83 reviews
  • Outdoor pool
  • Garden
  • Bar area
From   US$ 145 /nightSelect
  • Historic estate dating back to the 1400s
  • Outdoor swimming pool with sun loungers
  • Dining on terrace with scenic views
Farm stay
8.6
Great89 reviews
  • Outdoor Pool
  • Fitness Centre
  • BBQ Area
From   US$ 264 /nightSelect
  • On-site wine, olive oil, and jams
  • Family-run farmhouse with classic-style rooms
  • Seasonal outdoor swimming pool
Country house
8.6
Great74 reviews
  • Outdoor Pool
  • Tennis Court
  • Spa
From   US$ 312 /nightSelect
  • Free spa and seasonal outdoor pool
  • On-site Brunello wine production
  • Tennis court and equipment available
Country house
  • Outdoor Pool
  • Cooking Classes
  • Bike Tours
From   US$ 187 /nightSelect
  • Outdoor pool with stunning views
  • Cooking classes for culinary enthusiasts
  • All ages welcome at outdoor pool