Top Holiday rentals in Siena Area
Find the Top Holiday rentals in Siena Area – 100+ Quality Options from Leading Providers
41-60 out of 158 holiday rentals
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Farm stay
From
US$ 144
/night
- Outdoor swimming pool with sun loungers
- On-site restaurant with buffet options
- Free shuttle service for guests
Farm stay
2 adults
1 bedroom
1 bed
From
US$ 154
/night
- Infinity pool with stunning views
- Family-friendly activities on-site
- Local cuisine breakfast options available
Apartment
- Private entrance
- Garden
- Air conditioning
From
US$ 219
/night
- Historic building with private entrance
- Air-conditioned units with fully equipped kitchen
- Garden with picnic area and terrace
Country house
- Private Forest
- Cooking Workshops
- Open-Air Spa
From
US$ 165
/night
- 12th-century historical residence
- Medieval village atmosphere
- Tuscan cooking workshops available
Country house
- Outdoor pool
- Private villa
- Traditional restaurant
From
US$ 160
/night
- Historic castle with wine production
- Ancient farmhouses restored with care
- Cooking classes with local cuisine
Farm stay
- Wine cellar
- Hot tub
- Cooking classes
From
US$ 165
/night
- Wine cellar with tasting experiences
- Heated external hot tub
- Cooking classes available on-site
Farm stay
- Infinity pool
- On-site spa
- Bicycle rental
From
US$ 566
/night
- Infinity pool with scenic views
- On-site spa with hammam and relaxation area
- Bicycle rental and local tours available
Country house
- Infinity pool
- Bike rental
- Traditional restaurant
From
US$ 167
/night
- Panoramic views of Sienese hills
- Infinity pool with scenic vistas
- Cyclist-friendly bike resort
Country house
- Outdoor pool
- On-site spa
- Family activities
From
US$ 368
/night
- 17th-century renovated farmhouse charm
- Surrounded by vineyards and olive groves
- Outdoor swimming pool with scenic views
Farm stay
- Outdoor pool
- On-site restaurant
- Pet-friendly
From
US$ 300
/night
- Farm-to-table Tuscan dining experiences
- Wine and olive oil production on-site
- Rustic-chic wedding venue options
Farm stay
- Organic winery
- Tuscan restaurant
- Outdoor pool
From
US$ 172
/night
- Organic wine production and tasting tours
- Tuscan restaurant with advance booking only
- Seasonal outdoor pool with panoramic views
Apartment
- Infinity pool
- Outdoor seating
- Self-catering kitchen
From
US$ 440
/night
- Infinity pool with stunning views
- Rustic-style apartments with terraces
- On-site spa with various treatments
Farm stay
- Swimming Pools
- Traditional Restaurant
- Cooking Classes
From
US$ 162
/night
- Organic vineyards and olive oil production
- 17th-century villa with charming architecture
- Thermal pools just 1 km away
Holiday home
- Private terrace
- Swimming pool
- Horse riding
From
US$ 183
/night
- Panoramic views of Siena's Duomo
- Large swimming pool with whirlpool
- Charming Tuscan-style apartments
Country house
- Infinity pool
- Outdoor jacuzzi
- Cooking class
From
US$ 288
/night
- Panoramic outdoor swimming pool
- Tuscan-style air-conditioned rooms
- Wine tasting tours available
- Outdoor pool
- Wine farm
- Game room
From
US$ 146
/night
- Vineyard views from outdoor swimming pool
- 17th-century villa with local cuisine
- On-site bike rental and tours
Country house
- Infinity Pool
- On-site Restaurant
- Wellness Spa
From
US$ 491
/night
- Elegant rooms with stunning Tuscan views
- On-site restaurant by Chef Jacopo Dionisi
- Infinity pool overlooking surrounding valleys
Country house
- Outdoor Pool
- Hot Tub
- Cooking Classes
From
US$ 315
/night
- Outdoor pool with Brolio Castle views
- Rustic rooms with cozy fireplaces
- All-year-round hot tub with music
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
Country house
- Outdoor pool
- Family rooms
- Private terrace
From
US$ 114
/night
- Year-round outdoor swimming pool
- Family-friendly outdoor play area
- Italian breakfast with fresh pastries
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