Top Vacation rentals in Siena Area

Find the Top Vacation rentals 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 198 vacation rentals
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Country house
3 adults
1 bedroom
1 bed
From   US$ 265 /nightSelect
  • Free on-site spa and wellness treatments
  • Homemade breakfast with local ingredients
  • Tennis court with equipment available
4 adults
2 bedrooms
3 beds
From   US$ 169 /nightSelect
  • Mountain and river views
  • Local pastries and Italian breakfast
  • Children's play area on-site
Farm stay
From   US$ 209 /nightSelect
Located only 0.9 miles from Via di Gracciano nel Corso, this villa offers 6 rooms along with a solarium, a Jacuzzi and an outdoor swimming pool.
  • Infinity pool
  • Spa services
  • Private gardens
From   US$ 455 /nightSelect
  • On-site Brunello wine production
  • Immersive hillside gardens
  • Two outdoor infinity pools
  • Private bathroom
  • Electric vehicle charging
  • Continental breakfast
From   US$ 323 /nightSelect
  • Bicycle rental service available
  • Mountain and garden views
  • Sun terrace for relaxing
  • Outdoor Pool
  • On-site Restaurant
  • Sun Terrace
From   US$ 144 /nightSelect
  • Outdoor swimming pool with sun terrace
  • On-site restaurant with fresh breakfast
  • Free shuttle service for convenience
  • 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
  • Italian Restaurant
  • Cycling Activities
From   US$ 278 /nightSelect
  • On-site Italian restaurant with diverse options
  • Inviting outdoor swimming pool with views
  • Outdoor play equipment for children
  • 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
Holiday home
  • Outdoor pool
  • Picnic area
  • Private parking
From   US$ 175 /nightSelect
  • Seasonal outdoor pool with scenic views
  • Renovated rooms with private entrances
  • Picnic area amidst tranquil gardens
  • Outdoor pool
  • Picnic area
  • Garden
From   US$ 141 /nightSelect
  • Historic building with vineyard views
  • Seasonal outdoor pool with views
  • Cycling and local cultural tours available
Country house
From   US$ 110 /nightSelect
Placed a 10-minute walk from the city center, this 8-room villa features chaise longues and barbecue.
Country house
  • Outdoor pool
  • Open-air bath
  • On-site dining
From   US$ 543 /nightSelect
  • 17th-century farmhouse with Tuscan charm
  • Breathtaking views of rolling hills
  • Seasonal outdoor pool with sun loungers
  • Outdoor Pool
  • Garden
  • Parking
From   US$ 102 /nightSelect
  • Restored 12th-century Tuscan farmhouses
  • Circular outdoor swimming pool
  • Garden with outdoor dining areas
  • 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
Farm stay
From   US$ 394 /nightSelect
Abbey of Sant'Antimo is within 3.6 miles of the Tenuta San Filippo, while Castello di Montalcino is about 2.1 miles away.
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
Farm stay
  • Outdoor pool
  • Private gardens
  • Yoga classes
From   US$ 430 /nightSelect
  • Private hilltop vineyard estate
  • Award-winning winery tours available
  • Exclusive venue for romantic weddings
  • Infinity Pool
  • Cooking Class
  • Organic Breakfast
From   US$ 130 /nightSelect
  • Organic farm with fresh local produce
  • Ancient grange for pasta production
  • Infinity pool with panoramic views
  • On-site Spa
  • Seasonal Pool
  • Antique Furnishings
From   US$ 237 /nightSelect
  • Breathtaking views of Tuscan countryside
  • Innovative local cuisine by chef Bruno Staccioli
  • Organic wines from estate's vineyards