Top Holiday homes in Siena Area

Find the Top Holiday 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 171 holiday homes
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2 adults
1 bedroom
1 bed
From   US$ 162 /nightSelect
  • Tuscan-style dining with homemade meals
  • Panoramic views over rolling hills
  • Self-produced extra-virgin olive oil
Country house
8 adults
4 bedrooms
6 beds
From   US$ 145 /nightSelect
  • Outdoor swimming pool with scenic views
  • Fully equipped kitchens in all units
  • Themed dinner nights and bike tours
Holiday home
  • Private terrace
  • Swimming pool
  • Horse riding
From   US$ 166 /nightSelect
  • Panoramic views of Siena's Duomo
  • Large swimming pool with whirlpool
  • Charming Tuscan-style apartments
  • Infinity Pool
  • Mountain Bikes
  • Cooking Classes
From   US$ 314 /nightSelect
  • Private cooking lessons with local chef
  • Breath-taking views of San Gimignano
  • Electric vehicle charging available
  • Outdoor pool
  • Children's playground
  • Pet-friendly area
From   US$ 118 /nightSelect
  • 19th-century country house charm
  • Traditional Tuscan dining experience
  • Seasonal outdoor swimming pool
From   US$ 275 /nightSelect
Set 3.8 km from Piazza Pio II, this countryside property features an outdoor swimming pool.
Farm stay
  • Private parking
  • Garden views
  • Flat-screen TV
From   US$ 250 /nightSelect
  • Air-conditioned units with private bathrooms
  • Buffet breakfast with fresh pastries
  • Free private parking on-site
  • Saltwater Pool
  • Outdoor Garden
  • Bicycle Rental
From   US$ 255 /nightSelect
  • Farm producing own olive oil
  • Scenic seasonal saltwater pool
  • Spacious garden with outdoor dining
  • Outdoor pool
  • BBQ facilities
  • Garden views
From   US$ 331 /nightSelect
  • Yoga classes and outdoor spaces
  • Scenic pool with view
  • Facilities for disabled guests
Holiday home
  • Outdoor pool
  • Solarium
  • Electric vehicle charging
From   US$ 269 /nightSelect
  • Pool with a view
  • On-site open-air bath
  • Garden-view private patios
  • Outdoor Pool
  • Cooking Classes
  • Restaurant
From   US$ 263 /nightSelect
  • Traditional Tuscan cuisine restaurant
  • Cooking classes available onsite
  • Seasonal outdoor swimming pool
  • Game room
  • Children's play area
  • Hiking trails
From   US$ 536 /nightSelect
  • Historic building with private entrance
  • Bicycle rental and local culture classes
  • Outdoor dining and picnic areas
From   US$ 109 /nightSelect
The Agriturismo Cognanello Villa Montepulciano is located 80 km from Sant'Egidio airport and 650 metres from LFI bus stop.
Country house
  • Outdoor pool
  • Bicycle rental
  • Barbecue facilities
From   US$ 102 /nightSelect
  • Outdoor pool with scenic views
  • Fully equipped kitchens in units
  • Bicycle rental for local exploration
Holiday home
  • Outdoor Pools
  • Children's Playground
  • Picnic Area
From   US$ 281 /nightSelect
  • Family-friendly restaurant with vegan options
  • Two outdoor pools with stunning views
  • Children's playground and game room available
  • 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
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
From   US$ 263 /nightSelect
Offering an outdoor swimming pool together with 22 rooms, the Agriturismo La Pietriccia Villa is positioned near a boat dock.
Country house
  • Infinity Pool
  • On-site Restaurant
  • Wellness Spa
From   US$ 500 /nightSelect
  • Elegant rooms with stunning Tuscan views
  • On-site restaurant by Chef Jacopo Dionisi
  • Infinity pool overlooking surrounding valleys
Farm stay
  • Private Pool
  • Cooking Class
  • Infinity Pool
From   US$ 840 /nightSelect
  • Private pool with mountain views
  • Outdoor barbecue facilities available
  • Cooking classes on-site