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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101-120 out of 190 vacation homes
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7 adults
3 bedrooms
4 beds
From   US$ 536 /nightSelect
  • Historic farm stay with private entrance
  • Bicycle rental and cycling tours available
  • Outdoor dining and picnic areas
Holiday home
4 adults
2 bedrooms
2 beds
From   US$ 175 /nightSelect
  • Seasonal outdoor pool with scenic views
  • Renovated rooms with private entrances
  • Picnic area amidst tranquil gardens
  • 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
Country house
  • Outdoor Pool
  • Hot Tub
  • Cooking Classes
From   US$ 315 /nightSelect
  • Scenic outdoor pool with castle views
  • Relaxing hot tub with essential oils
  • Rustic rooms with stone walls
  • Free parking
  • Outdoor dining
  • Private bathroom
From   US$ 141 /nightSelect
  • Garden and courtyard views
  • Italian breakfast with fresh pastries
  • Relax near outdoor fireplace
Country house
  • Cooking classes
  • Open-Air Spa
  • Historical architecture
From   US$ 165 /nightSelect
  • Historical 11th-century building
  • Authentic Tuscan cooking classes
  • Private forest with vineyard 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
From   US$ 219 /nightSelect
Situated 9 km from Asciano city centre, the villa offers 8 rooms with tiled bathrooms.
  • Barbecue Area
  • Family Rooms
  • Private Entrance
From   US$ 132 /nightSelect
  • Family-friendly farm stay with activities
  • On-site hiking for outdoor enthusiasts
  • Pets allowed for furry companions
From   US$ 278 /nightSelect
Located relatively near Tuscan Hills, the Tenuta Decimo - Villa Dini features a swimming pool and 10 rooms plus it is within 3.9 miles of iSculpture Gallery San Gimignano.
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
  • Picnic area
  • Baby safety gate
From   US$ 155 /nightSelect
  • Scenic pool with stunning garden views
  • Fully equipped kitchens in accommodations
  • Family-friendly facilities and activities
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.
Holiday home
  • Swimming Pool
  • Private Terrace
  • Mountain Biking
From   US$ 170 /nightSelect
  • Panoramic view of Siena's Duomo
  • Large swimming pool with whirlpool
  • Tuscan-style apartments with private terraces
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.
  • Outdoor pool
  • Traditional restaurant
  • Bicycle rental
From   US$ 101 /nightSelect
  • Authentic agriturismo with panoramic views
  • Organic meals made with local ingredients
  • Family-run with informal hospitality
Farm stay
  • In-house Restaurant
  • Children's Playground
  • Private Entrance
From   US$ 191 /nightSelect
  • Historic building with modern amenities
  • In-house restaurant with local cuisine
  • Children's playground for family fun
Farm stay
  • Private Pool
  • Infinity Pool
  • Cooking Class
From   US$ 840 /nightSelect
  • Private pool with mountain views
  • Infinity outdoor swimming pool
  • Cooking classes available on-site
  • Open-air bath
  • Garden views
  • BBQ facilities
From   US$ 331 /nightSelect
  • Scenic outdoor swimming pool
  • Yoga classes in tranquil setting
  • Pet-friendly accommodations available