Top Vacation homes in Siena Area

Find the Top Vacation 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 198 vacation homes
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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
Holiday home
8 adults
1 bedroom
2 beds
From   US$ 166 /nightSelect
  • Panoramic view of Siena's Duomo
  • Large swimming pool with whirlpool
  • Tuscan-style apartments with private terraces
Farm stay
  • Infinity pool
  • Outdoor dining
  • Bicycle rental
From   US$ 89 /nightSelect
  • Panoramic views of hills and vineyards
  • Organic fruits, vegetables, and olive oil
  • Family-run farmhouse with rustic charm
Farm stay
  • Outdoor pool
  • Organic breakfast
  • Homegrown wine
From   US$ 172 /nightSelect
  • Homemade wine and organic breakfast
  • Historic farmhouse with antique furniture
  • Seasonal outdoor swimming pool
Country house
  • Outdoor Pool
  • Terrace Dining
  • Self-Catering
From   US$ 133 /nightSelect
  • Authentic Tuscan farmhouse experience
  • Outdoor terrace dining with scenic views
  • Panoramic outdoor swimming pool
Farm stay
  • Outdoor pool
  • Garden
  • Barbecue area
From   US$ 127 /nightSelect
  • Seasonal outdoor swimming pool
  • Family-friendly with terrace
  • On-site cycling and walking tours
  • Seasonal pool
  • Family rooms
  • Private check-in
From   US$ 139 /nightSelect
  • Seasonal outdoor pool with views
  • In-house restaurant with gluten-free options
  • Pet-friendly accommodations available
  • Infinity Pool
  • Cookery Classes
  • Bicycle Rentals
From   US$ 314 /nightSelect
  • Cooking lessons with traditional recipes
  • Infinity pool with panoramic views
  • Free mountain bike rentals available
  • 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
From   US$ 219 /nightSelect
Situated 9 km from Asciano city centre, the villa offers 8 rooms with tiled bathrooms.
From   US$ 201 /nightSelect
Featuring a seasonal outdoor pool, the property offers historical accommodation in San Gimignano, 1400 metres from San Gimignano 1300.
  • Cooking Class
  • Wine Tasting
  • Olive Oil Shop
From   US$ 191 /nightSelect
  • Tuscan-style apartments with antique furnishings
  • Homemade jams and extra virgin olive oil
  • Cooking classes with local cuisine expertise
Country house
From   US$ 527 /nightSelect
Located 47 miles from Peretola airport, the Antico Borgo Poggiarello Monteriggioni provides shuttle service, as well as bikes for rent.
From   US$ 275 /nightSelect
Monticchiello is approximately 15 minutes' drive from the Agri Palazzo Massaini La Pieve and Corso il Rossellino is about 2.4 miles away.
  • Barbecue Area
  • Family Rooms
  • Private Entrance
From   US$ 226 /nightSelect
  • Family-friendly farm stay with activities
  • On-site hiking for outdoor enthusiasts
  • Pets allowed for furry companions
  • Outdoor Pool
  • Bicycle Rentals
  • Wrought-Iron Beds
From   US$ 255 /nightSelect
  • On-site farm producing olive oil
  • Scenic outdoor swimming pool
  • Pet-friendly accommodations available
  • Open-air bath
  • Garden views
  • BBQ facilities
From   US$ 331 /nightSelect
  • Scenic outdoor swimming pool
  • Yoga classes in tranquil setting
  • Pet-friendly accommodations available
  • Outdoor Pool
  • Restaurant
  • Cooking Classes
From   US$ 263 /nightSelect
  • Tuscan cuisine with cooking classes available
  • Country-style apartments with scenic views
  • Seasonal outdoor swimming pool for relaxation
  • Game room
  • Play area
  • Bicycle rental
From   US$ 536 /nightSelect
  • Historic farm stay with private entrance
  • Bicycle rental and cycling tours available
  • Outdoor dining and picnic areas
  • Free parking
  • Outdoor dining
  • Private bathroom
From   US$ 141 /nightSelect
  • Garden and courtyard views
  • Italian breakfast with fresh pastries
  • Relax near outdoor fireplace