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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21-40 out of 163 holiday homes
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8.4
Great134 reviews
7 adults
4 bedrooms
4 beds
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
2 adults
1 bedroom
2 beds
From   US$ 394 /nightSelect
  • Restored 11th-century medieval castle
  • Seasonal outdoor pool with stunning views
  • On-site restaurant serving traditional Tuscan dishes
7.8
Very good3 reviews
  • Outdoor pool
  • Kids' area
  • Picnic area
From   US$ 172 /nightSelect
  • Seasonal outdoor pools with sun loungers
  • Kids' play area and children's pool
  • Private garden for relaxing moments
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
  • Outdoor pool
  • Yoga classes
  • Private parking
From   US$ 456 /nightSelect
  • Outdoor pool with scenic countryside views
  • In-house yoga classes for relaxation
  • Heat-controlled air-conditioned units
8.2
Great234 reviews
  • Organic winery
  • Tuscan restaurant
  • Outdoor pool
From   US$ 172 /nightSelect
  • Organic wine production and tasting tours
  • Tuscan restaurant with advance booking only
  • Seasonal outdoor pool with panoramic views
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
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
8.6
Great47 reviews
  • Outdoor pools
  • Spa services
  • Bicycle rental
From   US$ 455 /nightSelect
  • Unique Brunello wine estate experience
  • Idyllic gardens with outdoor pools
  • Family-run with personalized service
Farm stay
8.0
Great155 reviews
  • Infinity Pool
  • Organic Farm
  • Cooking Classes
From   US$ 185 /nightSelect
  • Organic farm with wine and olive oil
  • Infinity pool with vineyard views
  • Authentic Tuscan cooking classes
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
Great14 reviews
  • Hot tub
  • Sauna
  • Garden
From   US$ 257 /nightSelect
  • Hot tub and sauna on-site
  • Temporary art galleries available
  • Garden views throughout property
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
  • Infinity Pool
  • Mountain Bikes
  • Cooking Classes
From   US$ 314 /nightSelect
  • Private cooking lessons with local chef
  • Breath-taking views of San Gimignano
  • Electric vehicle charging available
Farm stay
  • Hot tub
  • Yoga classes
  • Bicycle rental
From   US$ 180 /nightSelect
  • On-site wellness spa and hot tub
  • Outdoor dining area with mountain views
  • Bicycle rental for exploring nature
8.6
Great17 reviews
  • Outdoor pool
  • On-site restaurant
  • Family rooms
From   US$ 158 /nightSelect
  • Seasonal outdoor pool with views
  • On-site restaurant with outdoor dining
  • Activities like cycling and cooking classes
Holiday home
8.0
Great22 reviews
  • Private terrace
  • Swimming pool
  • Horse riding
From   US$ 183 /nightSelect
  • Panoramic views of Siena's Duomo
  • Large swimming pool with whirlpool
  • Charming Tuscan-style apartments
Farm stay
8.6
Great16 reviews
  • Spa Centre
  • Outdoor Pool
  • Fitness Area
From   US$ 786 /nightSelect
  • On-site spa and wellness centre
  • Outdoor swimming pool with sun loungers
  • Traditional on-site restaurant
  • Infinity Pool
  • Cooking Classes
  • Horseback Riding
From   US$ 808 /nightSelect
  • Vineyard views from elegant rooms
  • Traditional Tuscan cuisine restaurant
  • Outdoor infinity swimming pool