Top Holiday rentals in Siena Area
Find the Top Holiday rentals in Siena Area – 90+ Quality Options from Leading Providers
21-40 out of 99 holiday rentals
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Farm stay
2 adults
1 bedroom
2 beds
From
US$ 394
/night
- Restored 11th-century medieval castle
- Seasonal outdoor pool with stunning views
- On-site restaurant serving traditional Tuscan dishes
Farm stay
9 adults
4 bedrooms
5 beds
From
US$ 259
/night
- 15th-century restored apartments
- On-site wine tasting sessions
- Saltwater seasonal pool
Farm stay
- Saltwater pool
- On-site restaurant
- Working farm
From
US$ 186
/night
- Traditional Tuscan cuisine using local ingredients
- Outdoor pool with stunning countryside views
- Rooms in a 13th-century farmhouse
Country house
- Outdoor Pool
- Tennis Courts
- Cooking Classes
From
US$ 251
/night
- Historic venue with ancient charm
- Gourmet dining in historic halls
- Beautiful gardens and terraces
Farm stay
- Indoor pool
- Hot tub
- Playground
From
US$ 281
/night
- Scenic indoor pool with open windows
- Relaxing hot tub and garden playground
- Wrought-iron beds with beamed ceilings
Farm stay
- Spa Centre
- Outdoor Pool
- Fitness Area
From
US$ 786
/night
- On-site spa and wellness centre
- Outdoor swimming pool with sun loungers
- Traditional on-site restaurant
Farm stay
- Private Pool
- Cooking Class
- Infinity Pool
From
US$ 840
/night
- Private pool with mountain views
- Outdoor barbecue facilities available
- Cooking classes on-site
Farm stay
- Outdoor pool
- Private gardens
- Cooking lessons
From
US$ 272
/night
- Surrounded by vineyards and olive groves
- Organic garden with fresh vegetables
- Family-friendly amenities and services
Country house
- Outdoor Pool
- Cooking Classes
- Restaurant
From
US$ 349
/night
- Traditional Tuscan cuisine restaurant
- Cooking classes available onsite
- Seasonal outdoor swimming pool
Farm stay
- Outdoor pool
- On-site restaurant
- Family rooms
From
US$ 158
/night
- Seasonal outdoor pool with views
- On-site restaurant with outdoor dining
- Activities like cycling and cooking classes
Country house
- Organic farm
- Wine cellar
- Cooking classes
From
US$ 634
/night
- Historic abbey with thousand-year-old charm
- Authentic Tuscan cooking classes available
- Stunning Italian gardens for relaxation
Farm stay
- Wine shop
- Outdoor pool
- Sun terrace
From
US$ 99
/night
- Elegant rooms with Tuscan art furnishings
- On-site winery visits and tastings offered
- Outdoor swimming pool with sun terrace
Farm stay
- Infinity pool
- Bicycle rental
- Outdoor spa
From
US$ 154
/night
- Infinity pool with stunning views
- Family-friendly activities on-site
- Local cuisine breakfast options available
Farm stay
- Outdoor pool
- On-site restaurant
- Wine cellar
From
US$ 247
/night
- Charming villa with historic features
- On-site wine production and tasting tours
- Contemporary cuisine at Osteria 1126
Farm stay
- Outdoor Pool
- Garden Terrace
- Bike Rentals
From
US$ 137
/night
- Vineyard tours and wine tastings
- Olive oil and saffron production
- Seasonal saltwater pool
Country house
- Private Forest
- Cooking Workshops
- Open-Air Spa
From
US$ 165
/night
- 12th-century historical residence
- Medieval village atmosphere
- Tuscan cooking workshops available
Holiday home
- Outdoor Pool
- Garden
- Sun Terrace
From
US$ 256
/night
- Seasonal outdoor pool with stunning views
- Air-conditioned rooms with private entrance
- Spacious picnic area for guests
Apartment
- Private Garden
- Dishwasher
- Air Conditioning
From
US$ 134
/night
- 17th century refurbished villa
- Self-catering apartments with garden views
- Rustic Tuscan furnishings throughout apartments
Farm stay
- Outdoor Pool
- Fitness Centre
- BBQ Area
From
US$ 264
/night
- On-site wine, olive oil, and jams
- Family-run farmhouse with classic-style rooms
- Seasonal outdoor swimming pool
Farm stay
- Outdoor pool
- BBQ facilities
- Garden views
From
US$ 977
/night
- Yoga classes and outdoor spaces
- Scenic pool with view
- Facilities for disabled guests
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