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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61-80 out of 185 vacation homes
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2 adults
1 bedroom
1 bed
From   US$ 130 /nightSelect
  • Organic farm with fresh local produce
  • Ancient grange for pasta production
  • Infinity pool with panoramic views
5 adults
1 bedroom
3 beds
From   US$ 120 /nightSelect
  • Self-catering apartments with kitchenettes
  • Two outdoor pools with scenic views
  • On-site bicycle rental for guests
  • Outdoor pool
  • Family rooms
  • On-site restaurant
From   US$ 158 /nightSelect
  • Seasonal outdoor pool with scenic views
  • On-site restaurant with fresh local cuisine
  • Family-friendly amenities, like barbecue areas
  • Outdoor Pool
  • Table Tennis
  • Cooking Class
From   US$ 375 /nightSelect
  • Historic building with modern amenities
  • Outdoor fireplace and picnic area
  • Seasonal outdoor swimming pool
  • Outdoor Pools
  • Cooking Class
  • Weddings Area
From   US$ 162 /nightSelect
  • Unique vineyards and olive groves views
  • Restored historic farmhouses for guests
  • Outdoor swimming pools with scenic landscapes
Farm stay
  • Outdoor Pool
  • Working Farm
  • Local Antiques
From   US$ 271 /nightSelect
  • Historic accommodation in Chianti Hills
  • Working farm producing wines and olive oil
  • Location near wineries and fine dining
  • Sun terrace
  • Bicycle rental
  • Private parking
From   US$ 190 /nightSelect
  • 19th-century farmhouse with vineyards
  • Panoramic sun terrace views
  • On-site bike rentals and tours
  • Outdoor Pool
  • Restaurant
  • Garden
From   US$ 196 /nightSelect
  • Panoramic views of medieval towers
  • Traditional Tuscan cuisine restaurant
  • Outdoor swimming pool with a view
  • 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
  • Private Gardens
  • Outdoor Dining
  • Spa Services
From   US$ 706 /nightSelect
  • Private swimming pool for exclusive use
  • Complementary wine selection in each room
  • Private transfers and concierge services
  • Wine tastings
  • Outdoor pool
  • Horseback riding
From   US$ 235 /nightSelect
  • Medieval castle with historical charm
  • Wine tastings in Chianti vineyards
  • Outdoor swimming pool with scenic views
  • Outdoor Pool
  • Garden
  • Parking
From   US$ 105 /nightSelect
  • Restored 12th-century Tuscan farmhouses
  • Circular outdoor swimming pool
  • Garden with outdoor dining areas
  • Infinity pool
  • Outdoor fireplace
  • Coffee shop
From   US$ 2 813 /nightSelect
  • Infinity pool with scenic garden views
  • Family-friendly with outdoor fireplace
  • On-site coffee shop and BBQ facilities
Country house
  • Infinity Pool
  • On-site Restaurant
  • Private Terraces
From   US$ 184 /nightSelect
  • Authentic Tuscan cuisine and tasting menu
  • 7x14 meter swimming pool with Jacuzzi
  • Stunning views of San Gimignano
Farm stay
  • Outdoor pool
  • On-site restaurant
  • Children's playground
From   US$ 155 /nightSelect
  • On-site wine and olive oil production
  • Outdoor seasonal pool with scenic views
  • Variety of outdoor activities available
  • Infinity Pool
  • Garden Views
  • Outdoor Dining
From   US$ 209 /nightSelect
  • Seasonal outdoor infinity pool
  • Historic building with garden views
  • Pet-friendly with outdoor dining
  • Outdoor pool
  • Children's playground
  • Free parking
From   US$ 274 /nightSelect
  • Working farm with olive oil and wine
  • Rustic apartments in antique buildings
  • Infinity pool with scenic views
Farm stay
  • Spa and wellness
  • Outdoor pool
  • Fitness centre
From   US$ 735 /nightSelect
  • On-site spa and wellness centre
  • Outdoor swimming pool with sun loungers
  • Traditional on-site restaurant
  • Organic Farm
  • Swimming Pools
  • Traditional Restaurant
From   US$ 154 /nightSelect
  • Organic vineyard and olive oil production
  • Secluded gardens with two swimming pools
  • 17th-century villa with historical charm
Country house
From   US$ 110 /nightSelect
Placed a 10-minute walk from the city center, this 8-room villa features chaise longues and barbecue.