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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1-20 out of 311 holiday homes
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8.2
Great33 reviews
4 adults
1 bedroom
3 beds
From   US$ 124 /nightSelect
  • Bicycle rental for exploring countryside
  • Picnic area surrounded by beautiful gardens
  • Buffet or continental breakfast available
8.2
Great147 reviews
6 adults
3 bedrooms
4 beds
From   US$ 384 /nightSelect
  • Historic 14th-century medieval residence
  • Tuscan cuisine at La Cantina restaurant
  • Private outdoor pool with sunset views
Holiday home
  • Outdoor Pools
  • Children's Playground
  • Picnic Area
From   US$ 281 /nightSelect
  • Family-friendly restaurant with vegan options
  • Two outdoor pools with stunning views
  • Children's playground and game room available
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.
8.0
Great31 reviews
  • Outdoor pool
  • On-site restaurant
  • Cooking class
From   US$ 220 /nightSelect
  • Outdoor swimming pool with scenic views
  • On-site cooking classes available
  • Historic building with charm
Country house
8.4
Great134 reviews
  • Outdoor pools
  • Picnic area
  • Fitness club
From   US$ 215 /nightSelect
  • Historic vineyard experience since 1256
  • Outdoor baths and stunning garden views
  • On-site yoga and fitness classes offered
  • Infinity Pool
  • Cooking Classes
  • Horseback Riding
From   US$ 808 /nightSelect
  • Vineyard views from elegant rooms
  • Traditional Tuscan cuisine restaurant
  • Outdoor infinity swimming pool
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
Great134 reviews
  • Organic farm
  • Wine cellar
  • Cooking classes
From   US$ 584 /nightSelect
  • Historic abbey with thousand-year-old charm
  • Authentic Tuscan cooking classes available
  • Stunning Italian gardens for relaxation
Farm stay
8.4
Great54 reviews
  • Outdoor pool
  • Restaurant
  • Bicycle rental
From   US$ 394 /nightSelect
  • Restored 11th-century medieval castle
  • Seasonal outdoor pool with stunning views
  • On-site restaurant serving traditional Tuscan dishes
Farm stay
  • Outdoor Pool
  • Bicycle Rental
  • Children's Play
From   US$ 562 /nightSelect
  • Italian cuisine with vegetarian options
  • Heated outdoor swimming pool
  • Kids pool and outdoor play area
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
From   US$ 286 /nightSelect
Located within 7 km of Museo Civico, the Palazzo Massaini - Le Scuderie Pienza features a buffet breakfast.
Holiday home
  • Outdoor Pool
  • Horseback Riding
  • Cycling Trails
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  • Seasonal outdoor pool available
  • On-site horseback riding activities
  • Seasonal cycling opportunities
8.6
Great89 reviews
  • Panoramic pools
  • Wine shop
  • Lounge bar
From   US$ 410 /nightSelect
  • Breathtaking views of Chianti hills
  • Exclusive D'Wine Club access
  • Tuscan cuisine with fresh local ingredients
Farm stay
7.0
Very good2 reviews
  • Outdoor pool
  • Private gardens
  • Cooking lessons
From   US$ 272 /nightSelect
  • Surrounded by vineyards and olive groves
  • Organic garden with fresh vegetables
  • Family-friendly amenities and services
8.6
Great110 reviews
  • Wine cellar
  • Tuscan restaurant
  • Bicycle rental
From   US$ 348 /nightSelect
  • Guided wine cellar tours available
  • Traditional Tuscan cuisine restaurant
  • Elegant rooms in separate buildings
8.6
Great94 reviews
  • Infinity pool
  • Traditional restaurant
  • Cooking classes
From   US$ 248 /nightSelect
  • Historic castle with wine production
  • Elegant rooms with classic style
  • Infinity pool with valley views
Country house
8.2
Great132 reviews
  • Outdoor pool
  • Wellness spa
  • Tuscan-style rooms
From   US$ 248 /nightSelect
  • Medieval castle charm and comfort
  • Wellness spa with massages available
  • Outdoor pool with panoramic views
Holiday home
  • Outdoor pool
  • Solarium
  • Electric vehicle charging
From   US$ 269 /nightSelect
  • Pool with a view
  • On-site open-air bath
  • Garden-view private patios