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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101-120 out of 198 vacation homes
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2 adults
1 bedroom
1 bed
From   US$ 97 /nightSelect
  • Panoramic views of Chianti Hills
  • Cooking school and Tuscan meals
  • Organic farm shop with local products
7 adults
4 bedrooms
4 beds
From   US$ 375 /nightSelect
  • Historic building with modern amenities
  • Outdoor fireplace and picnic area
  • Seasonal outdoor swimming pool
  • Bicycle rental
  • Picnic area
  • Private terrace
From   US$ 137 /nightSelect
  • Bicycle rental and guided bike tours
  • Outdoor dining area for picnics
  • Private terrace with garden views
Country house
  • Outdoor Pool
  • On-site Restaurant
  • On-site Spa
From   US$ 153 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site restaurant with local cuisine
  • On-site spa for relaxation
  • Organic Vineyard
  • Swimming Pool
  • Family Rooms
From   US$ 127 /nightSelect
  • Organic wine production on-site
  • Traditional Tuscan home-cooked meals
  • Family-run, welcoming atmosphere
Country house
  • Infinity pool
  • On-site spa
  • Bicycle rental
From   US$ 128 /nightSelect
  • Panoramic views of the Sienese hills
  • Infinity pool with outdoor terrace
  • Restaurant serving traditional Tuscan dishes
  • Outdoor dining
  • Picnic area
  • Yoga classes
From   US$ 144 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site yoga classes available
  • Picnic area with tables
Farm stay
  • Outdoor pool
  • Yoga classes
  • Garden area
From   US$ 362 /nightSelect
  • Pool with a view for relaxation
  • In-house yoga classes offered
  • Pet-friendly accommodations available
  • 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
Holiday home
  • Private garden
  • Yoga classes
  • Barbecue facilities
From   US$ 204 /nightSelect
  • Yoga classes and massage services
  • Private garden with barbecue facilities
  • Air-conditioned units with flat-screen TVs
  • 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
  • Outdoor Pool
  • Wine Tasting
  • Private Gardens
From   US$ 238 /nightSelect
  • Panoramic vineyard views
  • Award-winning wine production
  • Private gardens with seating
  • Outdoor jacuzzi
  • Bicycle rental
  • Children's play area
From   US$ 234 /nightSelect
  • Seasonal pool with scenic views
  • On-site traditional restaurant with local cuisine
  • Variety of outdoor activities for families
Country house
  • Outdoor pool
  • Playground
  • Spa services
From   US$ 278 /nightSelect
  • Country house with pool and mountain views
  • On-site restaurant and coffee shop available
  • Diverse activities like cycling and fishing
Farm stay
  • Organic garden
  • Swimming pool
  • Private parking
From   US$ 245 /nightSelect
  • Scenic countryside with vineyards and olive groves
  • Organic garden supplying fresh vegetables daily
  • Family-friendly with swimming pool facilities
Farm stay
  • In-house Restaurant
  • Children's Playground
  • Private Entrance
From   US$ 193 /nightSelect
  • Historic building with modern amenities
  • In-house restaurant with local cuisine
  • Children's playground for family fun
Country house
  • Cooking classes
  • Open-Air Spa
  • Historical architecture
From   US$ 165 /nightSelect
  • Historical 11th-century building
  • Authentic Tuscan cooking classes
  • Private forest with vineyard views
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
  • Dining room
  • Olive groves
  • Panoramic terraces
From   US$ 162 /nightSelect
  • UNESCO World Heritage Site views
  • Tuscan dining with homemade pasta
  • On-site olive oil production
Country house
  • Outdoor pool
  • Picnic area
  • Baby safety gate
From   US$ 145 /nightSelect
  • Scenic pool with stunning garden views
  • Fully equipped kitchens in accommodations
  • Family-friendly facilities and activities