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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81-100 out of 198 vacation homes
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Farm stay
2 adults
1 bedroom
1 bed
From   US$ 208 /nightSelect
  • Serene adults-only environment
  • Relaxing spa with hot tub
  • Seasonal outdoor pool with views
4 adults
2 bedrooms
2 beds
From   US$ 706 /nightSelect
  • Private swimming pool for exclusive use
  • Complementary wine selection in each room
  • Private transfers and concierge services
  • Infinity pool
  • Hot tub
  • Bicycle rental
From   US$ 153 /nightSelect
  • Infinity pool with stunning views
  • On-site hot tub and spa services
  • Local specialties at breakfast buffet
Farm stay
  • Outdoor Pools
  • Wellness Spa
  • Tuscan Restaurant
From   US$ 195 /nightSelect
  • Two panoramic outdoor swimming pools
  • Authentic Tuscan dining experiences
  • Wellness haven with spa facilities
Country house
  • Infinity pool
  • Children's playground
  • In-house BBQ
From   US$ 416 /nightSelect
  • Stunning infinity pool with valley views
  • 18th-century farmhouse surrounded by nature
  • On-site hot tub and massage services
  • Saltwater Pool
  • Spa Services
  • Horse Stables
From   US$ 177 /nightSelect
  • Rustic apartments with Tuscan countryside views
  • Saltwater pool with scenic surroundings
  • Home-baked breakfast options available
  • Infinity Pool
  • Bike Rental
  • Outdoor Playground
From   US$ 154 /nightSelect
  • Infinity pool with scenic views
  • Cycling and hiking opportunities available
  • Buffet breakfast with local specialties
  • 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
  • Wine Shop
  • Restaurant
From   US$ 173 /nightSelect
  • Authentic Tuscan dining experience
  • Beautiful apartments with panoramic views
  • On-site winery for Chianti Classico
  • Infinity Pool
  • Garden Views
  • Outdoor Dining
From   US$ 183 /nightSelect
  • Seasonal outdoor infinity pool
  • Historic building with garden views
  • Pet-friendly with outdoor dining
  • 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
From   US$ 141 /nightSelect
Pieve di Sant'Andreino alle Cave is 700 metres of the Appartamento La Cantina Rapolano Terme, while Archaeological Museum is 6 km away.
  • 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
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
  • Outdoor Pools
  • Bike Rental
  • Cooking Classes
From   US$ 120 /nightSelect
  • Self-catering apartments with kitchenettes
  • Two outdoor pools with scenic views
  • On-site bicycle rental for guests
  • Swimming Pool
  • BBQ Facilities
  • Fully Equipped Kitchenette
From   US$ 116 /nightSelect
  • Self-catering apartments with rustic charm
  • Outdoor swimming pool and garden area
  • Wine and olive oil tastings available
  • Massage services
  • Children's playground
  • Horse riding
From   US$ 170 /nightSelect
  • Historic 1700s farming hamlet setting
  • On-site children's playground facilities
  • Family-friendly atmosphere and warmth
Country house
  • Infinity pool
  • Private parking
  • Outdoor terrace
From   US$ 169 /nightSelect
  • Stunning hilltop views of historic Siena
  • Infinity pool overlooking the Tuscan countryside
  • Charming 18th-century farmhouse ambiance
  • Outdoor Dining
  • Garden
  • Seasonal Pool
From   US$ 130 /nightSelect
  • Tuscan-style rustic rooms
  • On-site Vernaccia and Chianti production
  • Seasonal outdoor pool with views
Country house
  • Outdoor pool
  • Children's playground
  • Fully equipped kitchen
From   US$ 136 /nightSelect
  • Historic farmhouse with Shabby Chic decor
  • On-site outdoor swimming pool
  • Accessible apartment for disabled guests