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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121-140 out of 159 holiday rentals
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Country house
8 adults
4 bedrooms
4 beds
From   US$ 278 /nightSelect
  • Scenic outdoor pool with mountain views
  • On-site dining with traditional cuisine
  • Variety of family-friendly activities
Farm stay
8 adults
1 bedroom
3 beds
From   US$ 289 /nightSelect
  • Infinity pool with stunning views
  • On-site restaurant with local cuisine
  • Family-friendly outdoor play area
  • Private Pool
  • Billiards Table
  • Sun Terrace
From   US$ 556 /nightSelect
  • Private pool with view
  • Multiple on-site activities available
  • Historical building with modern amenities
  • 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
  • Outdoor Pool
  • Cooking Classes
  • Restaurant
From   US$ 349 /nightSelect
  • Traditional Tuscan cuisine restaurant
  • Cooking classes available onsite
  • Seasonal outdoor swimming pool
Country house
  • Infinity Pool
  • BBQ Area
  • Outdoor Spa
From   US$ 335 /nightSelect
  • Historic farmhouse with rustic design
  • Infinity pool with scenic countryside views
  • Free bike rental for exploring Tuscany
Country house
  • Mediterranean Garden
  • Swimming Pool
  • Boutique Accommodations
From   US$ 183 /nightSelect
  • 14th-century restored watermill hotel
  • Extensive Mediterranean garden with pool
  • Daily buffet breakfast with local products
  • Swimming Pool
  • Historic Garden
  • BBQ Area
From   US$ 121 /nightSelect
  • Historic villa with stunning garden terrace
  • Exclusive on-site wine tasting experiences
  • Private BBQ facilities in garden area
  • Outdoor pool
  • Fitness classes
  • Bike rental
From   US$ 309 /nightSelect
  • Outdoor swimming pool with stunning views
  • On-site fitness classes and yoga sessions
  • Bike hire and scenic cycling routes nearby
Country house
  • Outdoor pool
  • Barbecue area
  • Garden lounges
From   US$ 202 /nightSelect
  • Individually decorated rustic apartments
  • Outdoor pool among beautiful gardens
  • Complimentary farm fruits and vegetables
Farm stay
5.8
Guest rating1 review
  • Cooking Classes
  • Outdoor Pool
  • On-site Spa
From   US$ 574 /nightSelect
  • On-site cooking classes available
  • Outdoor pool with scenic views
  • On-site spa and beauty services
Country house
  • Outdoor pool
  • Barbecue area
  • Picnic space
From   US$ 155 /nightSelect
  • Outdoor swimming pool with scenic views
  • Fully equipped kitchens in all units
  • Themed dinner nights and bike tours
  • Outdoor pool
  • Hiking trails
  • Family apartments
From   US$ 105 /nightSelect
  • Circular pool surrounded by gardens
  • Comfortable family and couple apartments
  • Hiking trails in natural surroundings
  • Outdoor Pool
  • Wine Tasting
  • Private Patios
From   US$ 139 /nightSelect
  • Tuscan-style apartments with fireplaces
  • Outdoor pool with scenic views
  • Wine tasting experiences available
  • Outdoor pool
  • Wine cellar
  • Fine dining
From   US$ 235 /nightSelect
  • Wine tastings in historic Chianti cellar
  • Elegant restaurant with Tuscan cuisine
  • Historic medieval architecture on-site
Apartment
  • Fully equipped kitchen
  • Private entrance
  • City views
From   US$ 174 /nightSelect
  • Two-bedroom apartment with city views
  • On-site activities for cycling and hiking
  • Private entrance for added privacy
  • Private Pool
  • Garden
  • Outdoor Fireplace
From   US$ 214 /nightSelect
  • Seasonal outdoor pool with view
  • Private garden for relaxation
  • Family-friendly outdoor fireplace
Holiday home
  • Swimming Pool
  • Garden
  • Terrace
From   US$ 248 /nightSelect
  • Scenic mountain view terraces
  • Seasonal outdoor swimming pool
  • Barbecue facilities for gatherings
Holiday home
  • Flat-screen TV
  • Family Rooms
  • Private Entrance
From   US$ 67 /nightSelect
  • Private entrance for added convenience
  • Flat-screen TV with satellite channels
  • Family rooms available for comfortable stays
  • Private parking
  • Outdoor terrace
  • Fireplace area
From   US$ 173 /nightSelect
  • Private garden with outdoor dining
  • Fully equipped kitchenette for home cooking
  • Cozy fireplace in living area