Top Vacation homes in Siena Area

Find the Top Vacation homes in Siena Area – 100+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 196 vacation homes
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4 adults
2 bedrooms
2 beds
From   US$ 497 /nightSelect
  • Panoramic pool with vineyard views
  • Exclusive truffle hunting experience
  • On-site gourmet restaurant for guests
2 adults
1 bedroom
2 beds
From   US$ 170 /nightSelect
  • Family-friendly restaurant with diverse menus
  • Bicycle rental for exploring nearby trails
  • Historic building with scenic garden views
  • Outdoor Pool
  • BBQ Area
  • EV Charging
From   US$ 151 /nightSelect
  • Seasonal outdoor swimming pool
  • Barbecue facilities in garden
  • Electric vehicle charging station
Farm stay
  • Infinity Pool
  • Spa Centre
  • Bicycle Rental
From   US$ 566 /nightSelect
  • Infinity pool with stunning views
  • On-site spa and wellness centre
  • Bicycle rental and local tours
Farm stay
  • Infinity Pool
  • Organic Farm
  • Cooking Classes
From   US$ 185 /nightSelect
  • Organic wine and olive oil production
  • Infinity pool with vineyard views
  • Traditional Tuscan cooking classes
Farm stay
  • Wine shop
  • Sun terrace
  • Bicycle rental
From   US$ 99 /nightSelect
  • Former noble residence with winery tours
  • Elegant rooms with Tuscan art furnishings
  • Seasonal outdoor pool with sun terrace
  • Outdoor pool
  • On-site restaurant
  • Spa & wellness
From   US$ 222 /nightSelect
  • Historic farmhouse in scenic Tuscany
  • Self-catering apartments with kitchens
  • Tuscany cuisine with local ingredients
  • Yoga classes
  • Electric vehicle charging
  • Sun terrace
From   US$ 204 /nightSelect
  • Wellness options with yoga classes
  • Italian restaurant with local cuisine
  • Bicycle rental and bike tours available
  • Outdoor Pool
  • Cooking Class
  • Sports Court
From   US$ 384 /nightSelect
  • Medieval atmosphere with modern comforts
  • Delicious Tuscan cuisine restaurant on-site
  • Private swimming pool under Tuscan hills
  • Swimming Pool
  • Bicycle Rental
  • BBQ Area
From   US$ 143 /nightSelect
  • 360° views of Val d'Orcia countryside
  • Working farmhouse producing olive oil
  • Natural spring water swimming pool
  • Swimming pool
  • On-site restaurant
  • Pet-friendly
From   US$ 300 /nightSelect
  • Farm-to-table Tuscan dining experience
  • Authentic agriturismo in Tuscany countryside
  • Seasonal activities like olive picking
Farm stay
  • Organic Restaurant
  • Communal Dining
  • Panoramic Pool
From   US$ 317 /nightSelect
  • Authentic Tuscan communal dining experience
  • Premium organic extra virgin olive oil
  • Panoramic swimming pool with scenic views
Country house
  • Saltwater pool
  • Bicycle rental
  • Massage services
From   US$ 292 /nightSelect
  • Saltwater pool with sun loungers
  • Outdoor activities like cycling available
  • Traditional Italian breakfast options
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  • Wine Bar
  • Outdoor Pool
  • Fine Dining
From   US$ 288 /nightSelect
  • On-site wine tastings and tours
  • Elegant rooms with rustic Tuscan charm
  • Gourmet restaurant with local cuisine
Farm stay
  • Infinity Pool
  • Sauna
  • Restaurant
From   US$ 274 /nightSelect
  • Traditional Tuscan cuisine with house wines
  • Infinity pool with panoramic views
  • On-site olive oil and wine tastings
  • Outdoor pool
  • Wine bar
  • Cooking classes
From   US$ 359 /nightSelect
  • Restored 15th-century rustic apartments
  • Wine tasting and cooking classes available
  • Surrounded by olive groves and vineyards
  • Outdoor pool
  • On-site restaurant
  • Vineyard tours
From   US$ 247 /nightSelect
  • Charming medieval hamlet atmosphere
  • Wine tasting and vineyard tours
  • On-site restaurant with local cuisine
  • Saltwater Pool
  • Italian Restaurant
  • Electric Charging
From   US$ 266 /nightSelect
  • Outdoor saltwater swimming pool
  • On-site traditional Italian restaurant
  • Electric vehicle charging station available
Farm stay
  • Outdoor pool
  • Fitness centre
  • Children's playground
From   US$ 264 /nightSelect
  • On-site wine and olive oil production
  • Seasonal outdoor pool with views
  • Family-friendly activities available