Top Holiday rentals in Siena Area

Find the Top Holiday rentals in Siena Area – 90+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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41-60 out of 99 holiday rentals
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10 adults
4 bedrooms
7 beds
From   US$ 124 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site yoga classes available
  • Picnic area with outdoor dining
Apartment
6 adults
3 bedrooms
3 beds
From   US$ 440 /nightSelect
  • Infinity pool with stunning views
  • Rustic-style apartments with terraces
  • On-site spa with various treatments
  • 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
  • Outdoor Pool
  • On-site Restaurant
  • Large Garden
From   US$ 243 /nightSelect
  • Traditional Tuscan farmhouse experience
  • Panoramic views of medieval towers
  • On-site restaurant serving Tuscan dishes
  • 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
Country house
  • Outdoor pools
  • Picnic area
  • Fitness club
From   US$ 171 /nightSelect
  • Historic vineyard experience since 1256
  • Outdoor baths and stunning garden views
  • On-site yoga and fitness classes offered
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
  • 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
  • Private entrance
  • Garden
  • Air conditioning
From   US$ 219 /nightSelect
  • Historic building with private entrance
  • Air-conditioned units with fully equipped kitchen
  • Garden with picnic area and terrace
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
Farm stay
  • Infinity pool
  • On-site restaurant
  • Wellness spa
From   US$ 274 /nightSelect
  • Traditional Tuscan cuisine with own wines
  • Infinity pool with panoramic views
  • Spa with Turkish bath and massages
  • 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
Farm stay
  • Infinity pool
  • On-site spa
  • Bicycle rental
From   US$ 566 /nightSelect
  • Infinity pool with scenic views
  • On-site spa with hammam and relaxation area
  • Bicycle rental and local tours available
  • 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
  • Swimming Pools
  • Traditional Restaurant
  • Cooking Classes
From   US$ 162 /nightSelect
  • Organic vineyards and olive oil production
  • 17th-century villa with charming architecture
  • Thermal pools just 1 km away
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
  • Infinity Pool
  • Spa Centre
  • Bicycle Rental
From   US$ 200 /nightSelect
  • Infinity pool with stunning views
  • On-site spa with wellness packages
  • Children's playground and bike rentals
Country house
  • Outdoor Pool
  • Hot Tub
  • Cooking Classes
From   US$ 315 /nightSelect
  • Outdoor pool with Brolio Castle views
  • Rustic rooms with cozy fireplaces
  • All-year-round hot tub with music
  • Panoramic Pool
  • On-site Spa
  • Gourmet Restaurant
From   US$ 497 /nightSelect
  • Luxurious suites with historical charm
  • Exclusive gastronomic experiences for guests
  • Panoramic pool overlooking vineyards
  • Massage services
  • Horse riding
  • Children's playground
From   US$ 170 /nightSelect
  • Historic farming hamlet from the 1700s
  • On-site massage services available
  • Children's playground for family fun