Top Holiday rentals in Siena Area

Find the Top Holiday rentals in Siena Area – 100+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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61-80 out of 159 holiday rentals
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3 adults
1 bedroom
2 beds
From   US$ 230 /nightSelect
  • Tuscan cooking lessons with local chef
  • Panoramic swimming pool with stunning views
  • Elegant rooms with handcrafted furniture
Farm stay
6 adults
3 bedrooms
3 beds
From   US$ 264 /nightSelect
  • On-site wine, olive oil, and jams
  • Family-run farmhouse with classic-style rooms
  • Seasonal outdoor swimming pool
Country house
  • Outdoor Pool
  • Tennis Court
  • Spa
From   US$ 312 /nightSelect
  • Free spa and seasonal outdoor pool
  • On-site Brunello wine production
  • Tennis court and equipment available
Apartment
  • Private Garden
  • Dishwasher
  • Air Conditioning
From   US$ 134 /nightSelect
  • 17th century refurbished villa
  • Self-catering apartments with garden views
  • Rustic Tuscan furnishings throughout apartments
Country house
  • Outdoor Pool
  • Cooking Classes
  • Bike Tours
From   US$ 187 /nightSelect
  • Outdoor pool with stunning views
  • Cooking classes for culinary enthusiasts
  • All ages welcome at outdoor pool
  • Outdoor Pool
  • Picnic Area
  • Air Conditioning
From   US$ 167 /nightSelect
  • Historic building with beautiful vineyard views
  • Scenic outdoor picnic and garden area
  • Seasonal outdoor pool with sun loungers
Apartment
  • Wellness Spa
  • Fitness Centre
  • Outdoor Pool
From   US$ 534 /nightSelect
  • Outdoor swimming pool with views
  • Spa and wellness centre available
  • In-house fitness centre access
Country house
  • Outdoor pool
  • Garden
  • Spa services
From   US$ 142 /nightSelect
  • Outdoor swimming pool with views
  • Rustic-style rooms with garden access
  • On-site spa services available
Farm stay
  • Outdoor Pool
  • Garden Terrace
  • Bike Rentals
From   US$ 137 /nightSelect
  • Vineyard tours and wine tastings
  • Olive oil and saffron production
  • Seasonal saltwater pool
  • BBQ Area
  • Tennis Court
  • On-site Spa
From   US$ 281 /nightSelect
  • Rustic apartments with panoramic views
  • Large swimming pool surrounded by nature
  • Ideal venue for private events
  • Garden
  • Shared Lounge
  • Sun Terrace
From   US$ 194 /nightSelect
  • Adults-only accommodation for a peaceful stay
  • Italian cuisine restaurant with local specialties
  • On-site cooking classes enhance local culture
  • Family rooms
  • Garden views
  • Hiking access
From   US$ 90 /nightSelect
  • Family-friendly garden with play area
  • Dishwasher and kitchen available
  • Free outdoor play equipment for children
  • Saltwater Pool
  • Outdoor Garden
  • Bicycle Rental
From   US$ 227 /nightSelect
  • Farm producing own olive oil
  • Scenic seasonal saltwater pool
  • Spacious garden with outdoor dining
  • Natural Pool
  • Fitness Centre
  • Panoramic Views
From   US$ 298 /nightSelect
  • Organic fruits and vegetables dining
  • Natural swimming pool with views
  • Bicycle rental and cooking classes
Farm stay
  • Outdoor pool
  • On-site spa
  • Private parking
From   US$ 210 /nightSelect
  • Outdoor swimming pool with garden views
  • Adults-only retreat for relaxation
  • On-site spa with various treatments
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
  • Gourmet Restaurant
  • Swimming Pool
  • Spa Services
From   US$ 310 /nightSelect
  • Scenic main pool overlooking the valley
  • Gourmet restaurant with local cuisine
  • On-site yoga classes available
Farm stay
  • Infinity Pool
  • Organic Farm
  • Cooking Classes
From   US$ 185 /nightSelect
  • Organic farm with wine and olive oil
  • Infinity pool with vineyard views
  • Authentic Tuscan cooking classes
Farm stay
  • In-house restaurant
  • Air conditioning
  • Children's playground
From   US$ 182 /nightSelect
  • Historic building with private entrance
  • On-site restaurant serving Italian breakfast
  • Children's playground and hiking activities
  • Italian cuisine
  • On-site spa
  • Outdoor pool
From   US$ 248 /nightSelect
  • Italian cuisine with vegan options
  • On-site spa with diverse treatments
  • Outdoor pool with sun loungers