Top Holiday homes in Tuscany

Find the Top Holiday homes in Tuscany – 100+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 163 holiday homes
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8.4
Great414 reviews
4 adults
1 bedroom
2 beds
From   US$ 166 /nightSelect
  • Seasonal outdoor swimming pool
  • Pet-friendly accommodations available
  • Daily continental breakfast options
8.2
Great30 reviews
8 adults
2 bedrooms
4 beds
From   US$ 181 /nightSelect
  • Tuscan cuisine with organic ingredients
  • Wine tasting and vineyard tours available
  • Beautiful countryside pool views
8.6
Great76 reviews
  • Saltwater pool
  • On-site restaurant
  • Working farm
From   US$ 186 /nightSelect
  • Traditional Tuscan cuisine using local ingredients
  • Outdoor pool with stunning countryside views
  • Rooms in a 13th-century farmhouse
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
9.2
Perfect5 reviews
  • Infinity pool
  • Italian restaurant
  • Outdoor garden
From   US$ 261 /nightSelect
  • Seasonal outdoor infinity pool
  • Italian cuisine restaurant
  • Garden with relaxing atmosphere
  • Outdoor Pool
  • Garden Views
  • Cooking Class
From   US$ 1 044 /nightSelect
  • Historic farm stay with garden views
  • Outdoor swimming pool with view
  • Barbecue facilities for guests
7.4
Very good9 reviews
  • Outdoor Pool
  • Cooking Classes
  • Restaurant
From   US$ 349 /nightSelect
  • Traditional Tuscan cuisine restaurant
  • Cooking classes available onsite
  • Seasonal outdoor swimming pool
8.2
Great64 reviews
  • Outdoor Pool
  • Fully Fitted Kitchen
  • Tennis Court
From   US$ 79 /nightSelect
  • Outdoor pool with slides and hot tub
  • En suite rooms with kitchens and gardens
  • Daily Tuscan dining at on-site restaurant
Villa
From   US$ 464 /nightSelect
Situated 4 km from Hannibal's Journey, this property features a seasonal outdoor swimming pool and a garden.
  • Infinity Pools
  • Cooking Classes
  • Organic Garden
From   US$ 2 175 /nightSelect
  • Organic vineyards and olive groves
  • Award-winning Tuscan cuisine
  • Fairy-tale castle atmosphere
Farm stay
8.8
Great148 reviews
  • Wine shop
  • Outdoor pool
  • Sun terrace
From   US$ 99 /nightSelect
  • Elegant rooms with Tuscan art furnishings
  • On-site winery visits and tastings offered
  • Outdoor swimming pool with sun terrace
8.4
Great131 reviews
  • Infinity pool
  • Bicycle rental
  • Outdoor spa
From   US$ 119 /nightSelect
  • Infinity pool with stunning views
  • Family-friendly activities on-site
  • Local cuisine breakfast options available
8.8
Great112 reviews
  • Outdoor pool
  • On-site restaurant
  • Wine cellar
From   US$ 247 /nightSelect
  • Charming villa with historic features
  • On-site wine production and tasting tours
  • Contemporary cuisine at Osteria 1126
Farm stay
8.6
Great105 reviews
  • Outdoor Pool
  • Garden Terrace
  • Bike Rentals
From   US$ 137 /nightSelect
  • Vineyard tours and wine tastings
  • Olive oil and saffron production
  • Seasonal saltwater pool
Country house
8.2
Great113 reviews
  • Private Forest
  • Cooking Workshops
  • Open-Air Spa
From   US$ 165 /nightSelect
  • 12th-century historical residence
  • Medieval village atmosphere
  • Tuscan cooking workshops available
Holiday home
8.2
Great33 reviews
  • Outdoor Pool
  • Garden
  • Sun Terrace
From   US$ 289 /nightSelect
  • Seasonal outdoor pool with stunning views
  • Air-conditioned rooms with private entrance
  • Spacious picnic area for guests
Farm stay
8.6
Great110 reviews
  • Outdoor Pools
  • Ayurvedic Spa
  • Cooking Classes
From   US$ 344 /nightSelect
  • Produces own Chianti and olive oil
  • On-site Ayurvedic massage available
  • Renovated 11th-century villa rooms
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
8.6
Great30 reviews
  • Outdoor Pool
  • Yoga Classes
  • Picnic Area
From   US$ 144 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site yoga classes available
  • Picnic area with outdoor dining
8.8
Great120 reviews
  • Panoramic pool
  • Bicycle rental
  • Traditional restaurant
From   US$ 196 /nightSelect
  • Panoramic pool with castle views
  • Traditional Tuscan cuisine restaurant
  • Free bicycle rental for exploration