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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101-120 out of 204 vacation rentals
Country house
2 adults
1 bedroom
1 bed
From   US$ 288 /nightSelect
  • Panoramic outdoor swimming pool
  • Tuscan-style air-conditioned rooms
  • Cooking class available
Holiday home
4 adults
2 bedrooms
2 beds
From   US$ 264 /nightSelect
  • Seasonal outdoor pool with scenic views
  • Renovated rooms with private entrances
  • Picnic area amidst tranquil gardens
  • Outdoor Pool
  • Restaurant
  • Garden
From   US$ 196 /nightSelect
  • Panoramic views of medieval towers
  • Traditional Tuscan cuisine restaurant
  • Outdoor swimming pool with a view
  • Outdoor Pool
  • Table Tennis
  • Cooking Class
From   US$ 375 /nightSelect
  • Historic building with modern amenities
  • Outdoor fireplace and picnic area
  • Seasonal outdoor swimming pool
From   US$ 1 052 /nightSelect
Located 1.5 km from Chiesa di San Michele Arcangelo, this villa features a private swimming pool and is equipped with a kitchen.
  • Outdoor pool
  • Children's playground
  • Free parking
From   US$ 274 /nightSelect
  • Working farm with olive oil and wine
  • Rustic apartments in antique buildings
  • Infinity pool with scenic views
  • Infinity Pool
  • Bike Rental
  • Outdoor Playground
From   US$ 154 /nightSelect
  • Infinity pool with scenic views
  • Cycling and hiking opportunities available
  • Buffet breakfast with local specialties
From   US$ 184 /nightSelect
Situated 9 km from Asciano city centre, the villa offers 8 rooms with tiled bathrooms.
  • Dining room
  • Olive groves
  • Panoramic terraces
From   US$ 162 /nightSelect
  • UNESCO World Heritage Site views
  • Tuscan dining with homemade pasta
  • On-site olive oil production
  • Free parking
  • Outdoor dining
  • Private bathroom
From   US$ 141 /nightSelect
  • Garden and courtyard views
  • Italian breakfast with fresh pastries
  • Relax near outdoor fireplace
  • 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
  • Cooking School
  • Organic Farm
  • Outdoor Pool
From   US$ 97 /nightSelect
  • Panoramic views of Chianti Hills
  • Cooking school and Tuscan meals
  • Organic farm shop with local products
  • Game room
  • Play area
  • Bicycle rental
From   US$ 238 /nightSelect
  • Historic farm stay with private entrance
  • Bicycle rental and cycling tours available
  • Outdoor dining and picnic areas
Country house
  • Outdoor pool
  • Open-air bath
  • On-site dining
From   US$ 173 /nightSelect
  • 17th-century farmhouse with Tuscan charm
  • Breathtaking views of rolling hills
  • Seasonal outdoor pool with sun loungers
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
Holiday home
  • Private garden
  • Yoga classes
  • Barbecue facilities
From   US$ 163 /nightSelect
  • Yoga classes and massage services
  • Private garden with barbecue facilities
  • Air-conditioned units with flat-screen TVs
  • Outdoor Pool
  • Wine Shop
  • Restaurant
From   US$ 173 /nightSelect
  • Authentic Tuscan dining experience
  • Beautiful apartments with panoramic views
  • On-site winery for Chianti Classico
  • Outdoor dining
  • Picnic area
  • Yoga classes
From   US$ 144 /nightSelect
  • Seasonal outdoor swimming pool
  • On-site yoga classes available
  • Picnic area with tables
  • 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