Top Holiday homes in Siena Area

Find the Top Holiday homes in Siena Area – 90+ Quality Options from Leading Providers

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22 Guests, 1 Room
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81-91 out of 91 holiday homes
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4 adults
1 bedroom
3 beds
From   US$ 143 /nightSelect
  • Panoramic views of the Tuscan hills
  • Saltwater seasonal outdoor pool
  • Produces and sells own olive oil
4 adults
2 bedrooms
2 beds
From   US$ 200 /nightSelect
  • Private pool with seasonal access
  • Children's playground on-site
  • Darts and cycling activities available
Country house
  • Mediterranean Garden
  • Swimming Pool
  • Boutique Accommodations
From   US$ 183 /nightSelect
  • 14th-century restored watermill hotel
  • Extensive Mediterranean garden with pool
  • Daily buffet breakfast with local products
  • Natural Pool
  • Fitness Centre
  • Panoramic Views
From   US$ 298 /nightSelect
  • Organic fruits and vegetables dining
  • Natural swimming pool with views
  • Bicycle rental and cooking classes
Country house
  • Outdoor pool
  • Barbecue area
  • Picnic space
From   US$ 155 /nightSelect
  • Outdoor swimming pool with scenic views
  • Fully equipped kitchens in all units
  • Themed dinner nights and bike tours
Farm stay
  • Saltwater pool
  • Garden views
  • Barbecue area
From   US$ 150 /nightSelect
  • Stunning mountain view terrace
  • Saltwater seasonal swimming pool
  • Outdoor dining area with barbecue
  • Outdoor pool
  • Hiking trails
  • Family apartments
From   US$ 105 /nightSelect
  • Circular pool surrounded by gardens
  • Comfortable family and couple apartments
  • Hiking trails in natural surroundings
Country house
  • Outdoor pool
  • Bicycle rental
  • Private garden
From   US$ 107 /nightSelect
  • Rustic-style rooms with private patios
  • Expansive gardens and olive groves
  • Outdoor swimming pool with scenic views
  • BBQ Area
  • Tennis Court
  • On-site Spa
From   US$ 281 /nightSelect
  • Rustic apartments with panoramic views
  • Large swimming pool surrounded by nature
  • Ideal venue for private events
  • Outdoor pool
  • Wine cellar
  • Fine dining
From   US$ 235 /nightSelect
  • Wine tastings in historic Chianti cellar
  • Elegant restaurant with Tuscan cuisine
  • Historic medieval architecture on-site
  • Swimming Pool
  • Spacious Gardens
  • Comfortable Rooms
From   US$ 86 /nightSelect
  • Beautiful views of Chianti Hills
  • Surrounded by large park with wildlife
  • Seasonal outdoor swimming pool