Top Holiday homes in Tuscany

Find the Top Holiday homes in Tuscany – 30+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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21-38 out of 38 holiday homes
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4 adults
2 bedrooms
3 beds
From   US$ 112 /nightSelect
  • Private pool with beautiful garden views
  • Italian breakfast with local ingredients
  • Seasonal outdoor swimming pool
Farm stay
8.6
Great105 reviews
2 adults
1 bedroom
2 beds
From   US$ 306 /nightSelect
  • Culinary experiences at communal dining tables
  • Organic olive oil from ancient trees
  • Panoramic views of Val D'Orcia hills
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
8.8
Great23 reviews
  • Golf course
  • Sun loungers
  • Picnic area
From   US$ 100 /nightSelect
  • Organic olive oil and wine production
  • Discounts for Terme di Saturnia spa
  • Rustic accommodations with air conditioning
8.6
Great102 reviews
  • Infinity Pool
  • Organic Farm
  • Wedding Chapel
From   US$ 193 /nightSelect
  • Infinity pool with stunning nature views
  • Organic farm producing local delicacies
  • Ancient chapel for intimate ceremonies
Country house
8.6
Great42 reviews
  • Outdoor Pool
  • On-site Spa
  • Cooking Classes
From   US$ 373 /nightSelect
  • Traditional Tuscan cooking classes available
  • Stunning views of Val d'Orcia hills
  • Private dinners with on-site chef
8.6
Great93 reviews
From   US$ 23 /nightSelect
Within a 10-minute drive of Church of Santa Maria, the Agriturismo Il Colombaio B&B includes 10 rooms.
8.4
Great59 reviews
  • Outdoor pool
  • Cozy restaurant
  • On-site spa
From   US$ 274 /nightSelect
  • Innovatively traditional local cuisine
  • Scenic views of Tuscany's rolling hills
  • Organic wines crafted on-site
8.8
Great30 reviews
  • Massage services
  • Horse riding
  • Children's playground
From   US$ 170 /nightSelect
  • Historic farming hamlet from the 1700s
  • On-site massage services available
  • Children's playground for family fun
8.4
Great46 reviews
  • Infinity pool
  • Italian restaurant
  • Cooking classes
From   US$ 1 009 /nightSelect
  • Infinity pool with stunning garden views
  • Traditional Italian cuisine restaurant onsite
  • On-site cooking classes available for guests
8.0
Great62 reviews
  • Salt-water pool
  • Cooking classes
  • Bicycle rental
From   US$ 380 /nightSelect
  • Organic Chianti Classico wine production
  • Panoramic views of Tuscan vineyards
  • Outdoor salt-water swimming pool
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
  • Infinity Pools
  • Cooking Classes
  • Organic Garden
From   US$ 2 175 /nightSelect
  • Organic vineyards and olive groves
  • Award-winning Tuscan cuisine
  • Fairy-tale castle atmosphere
  • Infinity Pool
  • Cooking Classes
  • Horseback Riding
From   US$ 808 /nightSelect
  • Vineyard views from elegant rooms
  • Traditional Tuscan cuisine restaurant
  • Outdoor infinity swimming pool
From   US$ 173 /nightSelect
Offering a fully-fitted kitchen equipped with a microwave oven, an electric kettle and a dishwasher, this villa is set near Eremo Le Celle.
8.6
Great23 reviews
From   US$ 160 /nightSelect
Set 6 km from Castello di Monterinaldi, the rooms in the Podere Terreno Alla Via Della Volpaia Villa Radda in Chianti have views of garden.
Country house
8.2
Great38 reviews
  • Outdoor Pool
  • BBQ Facilities
  • Sun Terrace
From   US$ 124 /nightSelect
  • Panoramic views of Tuscan countryside
  • Outdoor swimming pool with sun loungers
  • Private entrance apartments with kitchenettes
Holiday home
8.2
Great37 reviews
  • Outdoor pool
  • Garden views
  • Bicycle rental
From   US$ 123 /nightSelect
  • Outdoor swimming pool with sun terrace
  • Historic building with garden views
  • Bicycle rental and table tennis
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