Top Vacation homes in Siena Area

Find the Top Vacation homes in Siena Area – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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21-40 out of 204 vacation homes
5 adults
3 bedrooms
3 beds
From   US$ 239 /nightSelect
  • Seasonal outdoor swimming pool
  • Barbecue facilities in garden
  • Electric vehicle charging station
4 adults
2 bedrooms
2 beds
From   US$ 414 /nightSelect
  • Panoramic pool with vineyard views
  • Exclusive truffle hunting experience
  • On-site gourmet restaurant for guests
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
  • Infinity pool
  • On-site spa
  • Bicycle rental
From   US$ 156 /nightSelect
  • Panoramic views of Chianti hills
  • On-site wine production experience
  • Infinity pool with scenic views
  • Swimming pool
  • On-site restaurant
  • Pet-friendly
From   US$ 197 /nightSelect
  • Farm-to-table Tuscan dining experience
  • Authentic agriturismo in Tuscany countryside
  • Seasonal activities like olive picking
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
Farm stay
  • Organic Restaurant
  • Communal Dining
  • Panoramic Pool
From   US$ 515 /nightSelect
  • Authentic Tuscan communal dining experience
  • Premium organic extra virgin olive oil
  • Panoramic swimming pool with scenic views
  • 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
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
  • On-site restaurant
  • Spa & wellness
From   US$ 285 /nightSelect
  • Historic farmhouse in scenic Tuscany
  • Self-catering apartments with kitchens
  • Tuscany cuisine with local ingredients
  • Private Pool
  • Flat-screen TV
  • Pet Friendly
From   US$ 610 /nightSelect
  • Private pool with mountain views
  • On-site cooking classes available
  • Spacious villa with 5 bedrooms
Farm stay
  • Outdoor Pool
  • Wine Production
  • Cooking Classes
From   US$ 224 /nightSelect
  • Tuscan countryside wine production
  • Outdoor seasonal swimming pool
  • Cooking classes available on site
  • BBQ Area
  • Swimming Pool
  • Tennis Court
From   US$ 281 /nightSelect
  • Rustic apartments with panoramic views
  • Relaxing outdoor swimming pools
  • Ideal for hosting private events
  • Outdoor Pools
  • Tuscan Restaurant
  • Poolside Bar
From   US$ 145 /nightSelect
  • Seven interconnected outdoor pools
  • Tuscan cuisine with modern techniques
  • Terrace dining in garden setting
From   US$ 1 531 /nightSelect
Placed 4 km from the centre of Radicofani, the venue includes a swimming pool and a garden available to all guests.
  • Outdoor pool
  • Wine bar
  • Cooking classes
From   US$ 203 /nightSelect
  • Restored 15th-century rustic apartments
  • Wine tasting and cooking classes available
  • Surrounded by olive groves and vineyards
Country house
  • Infinity Pool
  • Tuscan Restaurant
  • Wine Cellar
From   US$ 272 /nightSelect
  • Travertine infinity pool with stunning views
  • Charming restaurant with local Tuscan cuisine
  • Beautiful gardens for peaceful retreats
  • On-site spa
  • Cycling activities
  • Sun terrace
From   US$ 166 /nightSelect
  • Adults-only accommodation for a tranquil stay
  • On-site restaurant with authentic Italian cuisine
  • Relaxing sun terrace for guests' enjoyment
  • Outdoor Pool
  • Family Rooms
  • Barbecue Area
From   US$ 110 /nightSelect
  • Outdoor pool with scenic views
  • Private entrances to all accommodations
  • Family-friendly barbecue facilities