Top Vacation rentals in Siena Area

Find the Top Vacation rentals in Siena Area – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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141-160 out of 250 vacation rentals
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From   US$ 977 /nightSelect
  • Scenic outdoor swimming pool
  • Yoga classes in tranquil setting
  • Pet-friendly accommodations available
4 adults
2 bedrooms
3 beds
From   US$ 187 /nightSelect
  • Infinity pool with stunning garden views
  • On-site activities like cooking classes
  • Picnic area for family excursions
From   US$ 374 /nightSelect
Monticchiello is approximately 15 minutes' drive from the Agri Palazzo Massaini La Pieve and Corso il Rossellino is about 2.4 miles away.
Country house
  • Outdoor pool
  • Fitness centre
  • Children's playground
From   US$ 258 /nightSelect
  • Traditional Italian restaurant with local specialties
  • Seasonal outdoor pool with stunning views
  • Family-friendly activities and playground
Holiday home
  • Infinity Pool
  • Private Entrance
  • Snack Bar
From   US$ 524 /nightSelect
  • Infinity pool with stunning mountain views
  • Private holiday homes with kitchen facilities
  • Outdoor activities like biking and hiking
  • Bicycle rental
  • Picnic area
  • Private terrace
From   US$ 137 /nightSelect
  • Bicycle rental and guided bike tours
  • Outdoor dining area for picnics
  • Private terrace with garden views
Holiday home
  • Swimming Pool
  • Private Terrace
  • Mountain Biking
From   US$ 183 /nightSelect
  • Panoramic view of Siena's Duomo
  • Large swimming pool with whirlpool
  • Tuscan-style apartments with private terraces
  • Outdoor Pool
  • Wine Tasting
  • Private Gardens
From   US$ 185 /nightSelect
  • Panoramic vineyard views
  • Award-winning wine production
  • Private gardens with seating
  • Organic Vineyard
  • Swimming Pool
  • Family Rooms
From   US$ 127 /nightSelect
  • Organic wine production on-site
  • Traditional Tuscan home-cooked meals
  • Family-run, welcoming atmosphere
From   US$ 140 /nightSelect
Situated 9 km from Asciano city centre, the villa offers 8 rooms with tiled bathrooms.
  • Swimming pool
  • BBQ facilities
  • Private patio
From   US$ 122 /nightSelect
  • Eco-friendly farm with rustic charm
  • Rustic-style apartments with kitchens
  • Shared seasonal outdoor swimming pool
  • Outdoor pool
  • Children's playground
  • Cooking classes
From   US$ 302 /nightSelect
  • Rustic-style apartments with kitchenette
  • On-site olive oil and jam tastings
  • Seasonal outdoor pool with sun loungers
  • Family rooms
  • Air conditioning
  • Private parking
From   US$ 145 /nightSelect
  • Mountain views and spacious gardens
  • Bicycle rental service available onsite
  • Buffet breakfast with local specialties
Holiday home
  • Outdoor dining
  • Barbecue grill
  • Children's playground
From   US$ 266 /nightSelect
  • Mountain view accommodations with garden
  • Child-friendly playground and picnic area
  • Game console in spacious living room
Holiday home
  • Infinity pool
  • Spa services
  • Cycling rentals
From   US$ 340 /nightSelect
  • Infinity pool with mountain views
  • On-site spa and wellness options
  • Barbecue facilities in the garden
  • Outdoor Pool
  • Restaurant
  • Cooking Classes
From   US$ 349 /nightSelect
  • Tuscan cuisine with cooking classes available
  • Country-style apartments with scenic views
  • Seasonal outdoor swimming pool for relaxation
  • Saltwater Pool
  • Garden
  • Bicycle Rental
From   US$ 139 /nightSelect
  • Seasonal saltwater pool with views
  • Private entrance for added privacy
  • Bicycle rental for exploring nature
9.6
Perfect1 review
  • Bicycle Parking
  • Picnic Area
  • Coffee Shop
From   US$ 119 /nightSelect
  • Bicycle parking and picnic area
  • On-site coffee shop and bar
  • Walking tours available
Villa
  • Private Pool
  • Open-air Bath
  • Picnic Area
From   US$ 629 /nightSelect
  • Private pool with garden views
  • On-site cooking classes available
  • Outdoor dining area with barbecue
Farm stay
  • Outdoor pool
  • On-site restaurant
  • Children's playground
From   US$ 155 /nightSelect
  • On-site wine and olive oil production
  • Outdoor seasonal pool with scenic views
  • Variety of outdoor activities available