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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121-140 out of 171 holiday homes
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Country house
4 adults
1 bedroom
2 beds
From   US$ 162 /nightSelect
  • Colonial house with Tuscan architecture
  • Large garden with outdoor pool
  • Free parking and bicycle rentals
3 adults
1 bedroom
1 bed
From   US$ 298 /nightSelect
  • Organic fruits and vegetables dining
  • Natural swimming pool with views
  • Bicycle rental and cooking classes
  • Saltwater pool
  • Sun terrace
  • Game room
From   US$ 143 /nightSelect
  • Panoramic views of the Tuscan hills
  • Saltwater seasonal outdoor pool
  • Produces and sells own olive oil
  • Panoramic pool
  • Tennis court
  • Restaurant
From   US$ 157 /nightSelect
  • Tuscan cuisine from local ingredients
  • Panoramic swimming pool with vineyard views
  • Tennis court in a serene garden
  • Outdoor pool
  • Garden views
  • Italian breakfast
From   US$ 113 /nightSelect
  • Outdoor swimming pool with views
  • Picturesque garden surroundings
  • Authentic Italian breakfast served
  • Outdoor Pool
  • Traditional Restaurant
  • Air Conditioning
From   US$ 178 /nightSelect
  • Charming historic building ambiance
  • Seasonal outdoor pool with garden views
  • On-site traditional restaurant offerings
  • Outdoor pool
  • Bicycle rental
  • Massage services
From   US$ 159 /nightSelect
  • Seasonal outdoor pool with scenic views
  • Free bicycle rental for exploring surroundings
  • On-site massage services available
  • Outdoor pool
  • Wine farm
  • Game room
From   US$ 146 /nightSelect
  • Vineyard views from outdoor swimming pool
  • 17th-century villa with local cuisine
  • On-site bike rental and tours
Country house
  • Outdoor pool
  • Cycling area
  • Game room
From   US$ 226 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site cycling and hiking activities
  • Family-friendly accommodations available
Country house
  • Outdoor pool
  • Family rooms
  • Private terrace
From   US$ 114 /nightSelect
  • Year-round outdoor swimming pool
  • Family-friendly outdoor play area
  • Italian breakfast with fresh pastries
From   US$ 248 /nightSelect
Farm stay
  • Infinity pool
  • Children's playground
  • Bicycle rental
From   US$ 252 /nightSelect
  • Infinity pool with stunning views
  • Yoga classes for wellness enthusiasts
  • Children's playground and baby safety gate
Farm stay
From   US$ 95 /nightSelect
Staying at the Le Piane Villa Castiglione d'Orcia means you will be within 4.3 km of Mastrojanni S R L Societa 'Agricola, while enjoying an outdoor swimming pool onsite.
From   US$ 179 /nightSelect
Featuring amazing views over Tuscan Hills, the property offers a seasonal outdoor pool and cots, a play area and a playground for kids.
Country house
  • Outdoor pool
  • Cooking classes
  • Bicycle rental
From   US$ 123 /nightSelect
  • Outdoor swimming pool with sun loungers
  • Cooking classes for immersive experiences
  • Pets allowed to enjoy your stay together
Country house
  • Swimming Pool
  • Tennis Court
  • Billiards Room
From   US$ 125 /nightSelect
  • Ancient farmhouse with rustic Tuscan style
  • Scenic circular pool with countryside views
  • Mountain bikes available for guest use
  • Private Pool
  • Garden
  • Outdoor Fireplace
From   US$ 193 /nightSelect
  • Seasonal outdoor pool with view
  • Private garden for relaxation
  • Family-friendly outdoor fireplace
From   US$ 198 /nightSelect
Set 6 km from Castello di Monterinaldi, the rooms in the Podere Terreno Alla Via Della Volpaia Villa Radda in Chianti have views of garden.
  • Outdoor Pool
  • Wine Tasting
  • Private Patios
From   US$ 139 /nightSelect
  • Tuscan-style apartments with fireplaces
  • Outdoor pool with scenic views
  • Wine tasting experiences available
From   US$ 286 /nightSelect
Located within 7 km of Museo Civico, the Palazzo Massaini - Le Scuderie Pienza features a buffet breakfast.