Top Vacation homes in Siena Area
Find the Top Vacation homes in Siena Area – 200+ Quality Options from Leading Providers
21-40 out of 231 vacation homes
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Holiday home
7 adults
4 bedrooms
4 beds
From
US$ 375
/night
- Historic building with modern amenities
- Outdoor fireplace and picnic area
- Seasonal outdoor swimming pool
Farm stay
4 adults
2 bedrooms
2 beds
From
US$ 156
/night
- Panoramic views of Chianti hills
- On-site wine production experience
- Infinity pool with scenic views
Country house
- Cooking Classes
- Historic Cellars
- Italian Garden
From
US$ 634
/night
- Award-winning organic Chianti Classico wines
- Authentic Tuscan cooking classes offered
- Historic abbey with unique architecture
Farm stay
- Indoor Pool
- Outdoor Pool
- On-site Spa
From
US$ 171
/night
- Organic Tuscan cuisine from on-site produce
- Two pools: indoor and seasonal outdoor
- On-site spa with diverse treatments
Holiday home
- Outdoor pool
- Children's playground
- On-site restaurant
From
US$ 281
/night
- Family-friendly dining options available
- Scenic outdoor pool with views
- On-site massage treatments offered
Country house
- Outdoor pool
- Massage services
- Bicycle rental
From
US$ 138
/night
- Traditional Tuscan cuisine on-site
- Outdoor pool with scenic views
- Family-run with personalized service
Farm stay
- Outdoor Pool
- Hot Tub
- Garden Views
From
US$ 210
/night
- Serene adults-only environment
- Relaxing spa with hot tub
- Seasonal outdoor pool with views
Country house
- Outdoor pools
- Picnic area
- Yoga classes
From
US$ 171
/night
- Historic castle with breathtaking views
- Vineyards nurturing sustainable practices
- Wellness offerings with outdoor pools
Farm stay
- Game room
- Play area
- Bicycle rental
From
US$ 536
/night
- Historic farm stay with private entrance
- Bicycle rental and cycling tours available
- Outdoor dining and picnic areas
Farm stay
- Private Gardens
- Outdoor Dining
- Spa Services
From
US$ 706
/night
- Private swimming pool for exclusive use
- Complementary wine selection in each room
- Private transfers and concierge services
Farm stay
- Indoor pool
- Hot tub
- Garden playground
From
US$ 281
/night
- Indoor pool with seasonal options
- Hot tub for relaxation and wellness
- Garden playground for kids
Farm stay
- Outdoor Pool
- Family Rooms
- Barbecue Area
From
US$ 110
/night
- Outdoor pool with scenic views
- Private entrances to all accommodations
- Family-friendly barbecue facilities
Farm stay
- Outdoor pool
- Fitness centre
- Children's playground
From
US$ 264
/night
- On-site wine and olive oil production
- Seasonal outdoor pool with views
- Family-friendly activities available
Country house
- Infinity pool
- Children's playground
- In-house BBQ
From
US$ 172
/night
- Stunning infinity pool with valley views
- 18th-century farmhouse surrounded by nature
- On-site hot tub and massage services
Farm stay
- Open Kitchen
- Infinity Pool
- E-bike Rentals
From
US$ 1 782
/night
- Open kitchen serving seasonal Tuscan dishes
- Infinity pool with breathtaking countryside views
- E-bike tours through stunning landscapes
Farm stay
- Outdoor pool
- Wine bar
- Cooking classes
From
US$ 259
/night
- Restored 15th-century rustic apartments
- Wine tasting and cooking classes available
- Surrounded by olive groves and vineyards
Farm stay
- Outdoor Pool
- Wine Production
- Cooking Classes
From
US$ 209
/night
- Tuscan countryside wine production
- Outdoor seasonal swimming pool
- Cooking classes available on site
Country house
- BBQ Area
- Swimming Pool
- Tennis Court
From
US$ 281
/night
- Rustic apartments with panoramic views
- Relaxing outdoor swimming pools
- Ideal for hosting private events
Farm stay
- Private pool
- Family rooms
- Bicycle rental
From
US$ 200
/night
- Seasonal outdoor pool with sun loungers
- Private entrance for added convenience
- Children's playground for family fun
Country house
- Outdoor Pool
- On-site Restaurant
- On-site Spa
From
US$ 153
/night
- Seasonal outdoor swimming pool
- On-site restaurant with local cuisine
- On-site spa for relaxation
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