Top Holiday homes in Tuscany
Find the Top Holiday homes in Tuscany – 30+ Quality Options from Leading Providers
1-20 out of 38 holiday homes
Sort by:
high popularity
- Price: low to high
- Price: high to low
- Guest rating: high to low
- Popularity: high to low
Farm stay
9.0
Perfect2525 reviews10
2 adults
2 bedrooms
2 beds
From
US$ 1 782
/night
- Stunning panoramic views of Tuscany
- Delicious Tuscan cuisine from local ingredients
- Infinity pool overlooking picturesque valleys
Country house
8.4
Great134134 reviews10
6 adults
3 bedrooms
3 beds
From
US$ 215
/night
- Historic vineyard experience since 1256
- Outdoor baths and stunning garden views
- On-site yoga and fitness classes offered
Farm stay
8.6
Great9494 reviews10
- Infinity pool
- Traditional restaurant
- Cooking classes
From
US$ 248
/night
- Historic castle with wine production
- Elegant rooms with classic style
- Infinity pool with valley views
Farm stay
8.2
Great5252 reviews10
- Outdoor pool
- Wine bar
- Cooking classes
From
US$ 259
/night
- 15th-century restored apartments
- On-site wine tasting sessions
- Saltwater seasonal pool
Country house
8.2
Great147147 reviews10
- Outdoor Pool
- Wine Cellar
- Cooking Classes
From
US$ 384
/night
- Historic 14th-century medieval residence
- Tuscan cuisine at La Cantina restaurant
- Private outdoor pool with sunset views
Farm stay
- Outdoor pool
- Table tennis
- Private parking
From
US$ 249
/night
- Seasonal outdoor pool with stunning views
- Farm stay with outdoor dining areas
- Table tennis for family fun
Farm stay
8.0
Great3131 reviews10
- Outdoor pool
- On-site restaurant
- Cooking class
From
US$ 220
/night
- Outdoor swimming pool with scenic views
- On-site cooking classes available
- Historic building with charm
Farm stay
8.6
Great239239 reviews10
- Outdoor Pool
- Massage Services
- Bicycle Rental
From
US$ 198
/night
- Tuscan-style en suite accommodation
- Outdoor pool with Tuscan countryside views
- Restaurant serving local specialties
Farm stay
From
US$ 246
/night
Located 4.5 km from Piazza della Cisterna, this villa offers 7 rooms.
Farm stay
7.8
Very good33 reviews10
- Outdoor pool
- Kids' area
- Picnic area
From
US$ 172
/night
- Seasonal outdoor pools with sun loungers
- Kids' play area and children's pool
- Private garden for relaxing moments
Country house
8.6
Great8989 reviews10
- Panoramic pools
- Wine shop
- Lounge bar
From
US$ 410
/night
- Breathtaking views of Chianti hills
- Exclusive D'Wine Club access
- Tuscan cuisine with fresh local ingredients
Country house
8.4
Great11 review10
From
US$ 160
/night
Located just 2.5 km from Museo Cassioli in Asciano, this villa offers a patio and a tennis court.
Holiday home
8.6
Great4343 reviews10
- Outdoor Pool
- BBQ Facilities
- Spacious Patios
From
US$ 751
/night
- Eighteenth-century Tuscan farmhouse
- Modern apartments with outdoor patios
- Access to wellness at COMO Castello
Country house
8.4
Great134134 reviews10
- Organic farm
- Wine cellar
- Cooking classes
From
US$ 584
/night
- Historic abbey with thousand-year-old charm
- Authentic Tuscan cooking classes available
- Stunning Italian gardens for relaxation
Country house
8.6
Great110110 reviews10
- Wine cellar
- Tuscan restaurant
- Bicycle rental
From
US$ 348
/night
- Guided wine cellar tours available
- Traditional Tuscan cuisine restaurant
- Elegant rooms in separate buildings
Farm stay
8.4
Great118118 reviews10
- Outdoor Pool
- Air Conditioning
- Spa Services
From
US$ 224
/night
- Tuscan countryside wine production
- Outdoor pool with views of Orcia Valley
- Cooking classes and bike tours available
Country house
8.4
Great137137 reviews10
- Infinity Pool
- Wine Cellar
- Cooking Classes
From
US$ 272
/night
- Travertine infinity pool with Tuscan views
- Elegant dining with local culinary traditions
- Romantic private dining experiences available
Farm stay
8.4
Great5454 reviews10
- Outdoor pool
- Restaurant
- Bicycle rental
From
US$ 394
/night
- Restored 11th-century medieval castle
- Seasonal outdoor pool with stunning views
- On-site restaurant serving traditional Tuscan dishes
Farm stay
8.4
Great7575 reviews10
- Indoor pool
- Hot tub
- Playground
From
US$ 281
/night
- Scenic indoor pool with open windows
- Relaxing hot tub and garden playground
- Wrought-iron beds with beamed ceilings
Farm stay
8.4
Great3434 reviews10
- Panoramic Pool
- On-site Spa
- Gourmet Restaurant
From
US$ 438
/night
- Luxurious suites with historical charm
- Exclusive gastronomic experiences for guests
- Panoramic pool overlooking vineyards
- 1
- 2
Saved
Save
