Top Holiday homes in Tuscany

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

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22 Guests, 1 Room
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21-40 out of 306 holiday homes
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Holiday home
14 adults
7 bedrooms
7 beds
From   US$ 281 /nightSelect
  • Family-friendly restaurant with vegan options
  • Two outdoor pools with stunning views
  • Children's playground and game room available
Country house
8.4
Great137 reviews
4 adults
1 bedroom
2 beds
From   US$ 272 /nightSelect
  • Travertine infinity pool with Tuscan views
  • Elegant dining with local culinary traditions
  • Romantic private dining experiences available
8.2
Great147 reviews
  • Outdoor Pool
  • Wine Cellar
  • Cooking Classes
From   US$ 384 /nightSelect
  • Historic 14th-century medieval residence
  • Tuscan cuisine at La Cantina restaurant
  • Private outdoor pool with sunset views
8.0
Great115 reviews
  • Wine baths
  • Outdoor pool
  • Tennis court
From   US$ 235 /nightSelect
  • Vineyard-surrounded accommodations
  • Wine therapy and massages available
  • Panoramic pool with vineyard views
Holiday home
From   US$ 264 /nightSelect
While staying at the Casa Nonna Dora Villa Camaiore you are invited to discover Chiesa San Pantaleone Pieve a Elici, set 15 minutes away by car, or Pieve dei Santi Giovanni e Felicita, which is around 3.9 km away.
Country house
8.6
Great42 reviews
  • Outdoor Pool
  • On-site Spa
  • Cooking Classes
From   US$ 311 /nightSelect
  • Traditional Tuscan cooking classes available
  • Stunning views of Val d'Orcia hills
  • Private dinners with on-site chef
9.0
Perfect15 reviews
  • Wellness Spa
  • Infinity Pool
  • Kids' Club
From   US$ 499 /nightSelect
  • Eco-friendly wellness spa services
  • Locally sourced regional cuisine restaurant
  • Children's club with engaging activities
Farm stay
8.4
Great118 reviews
  • Outdoor Pool
  • Air Conditioning
  • Spa Services
From   US$ 224 /nightSelect
  • Tuscan countryside wine production
  • Outdoor pool with views of Orcia Valley
  • Cooking classes and bike tours available
Country house
8.8
Great22 reviews
  • Outdoor Tennis
  • On-site Spa
  • Seasonal Pool
From   US$ 119 /nightSelect
  • Seasonal outdoor pool and sun loungers
  • Outdoor tennis court and billiard tables
  • On-site spa and wellness services
8.4
Great8 reviews
From   US$ 151 /nightSelect
Located within 4 km of Azienda Agricola Case Basse Di Soldera Gianfranco, the Agriturismo Il Poggione Villa Montalcino boasts a swimming pool.
  • Infinity Pool
  • Bicycle Rental
  • On-site Restaurant
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  • Saltwater infinity pool with stunning views
  • On-site cooking classes with local cuisine
  • Pet-friendly accommodations available
Farm stay
8.6
Great105 reviews
  • Culinary Restaurant
  • Panoramic Pool
  • Wellness Area
From   US$ 306 /nightSelect
  • Culinary experiences at communal dining tables
  • Organic olive oil from ancient trees
  • Panoramic views of Val D'Orcia hills
Farm stay
8.4
Great68 reviews
  • Heated pool
  • Cooking classes
  • Bicycle rental
From   US$ 289 /nightSelect
  • Award-winning winery tours available
  • Renovated medieval country estate
  • Private garden villas for couples
8.4
Great75 reviews
  • Indoor pool
  • Hot tub
  • Playground
From   US$ 281 /nightSelect
  • Scenic indoor pool with open windows
  • Relaxing hot tub and garden playground
  • Wrought-iron beds with beamed ceilings
Farm stay
9.0
Perfect25 reviews
  • Infinity Pool
  • Wine Tasting
  • Cooking Classes
From   US$ 1 782 /nightSelect
  • Stunning panoramic views of Tuscany
  • Delicious Tuscan cuisine from local ingredients
  • Infinity pool overlooking picturesque valleys
Country house
8.4
Great343 reviews
  • Outdoor Pool
  • Tennis Courts
  • Cooking Classes
From   US$ 251 /nightSelect
  • Historic venue with ancient charm
  • Gourmet dining in historic halls
  • Beautiful gardens and terraces
8.2
Great52 reviews
  • Outdoor pool
  • Wine bar
  • Cooking classes
From   US$ 259 /nightSelect
  • 15th-century restored apartments
  • On-site wine tasting sessions
  • Saltwater seasonal pool
6.8
Nice8 reviews
  • Hot tub
  • Spa services
  • Bicycle rental
From   US$ 234 /nightSelect
  • On-site traditional restaurant with dinner options
  • Pool with a view and seasonal opening
  • Outdoor play area for children
Farm stay
8.2
Great1 review
  • Wine Tasting
  • Swimming Pool
  • Tennis Court
From   US$ 344 /nightSelect
  • Historic former convent accommodations
  • Extensive wine tour and tasting experiences
  • Outdoor swimming pools with stunning views
Farm stay
8.4
Great80 reviews
  • Infinity Pool
  • Tasting Room
  • Private Church
From   US$ 515 /nightSelect
  • Vineyard-overlook rooms with medieval style
  • Private wine tasting experiences available
  • Infinity pool with stunning countryside views