Top Holiday rentals in Siena Area
Find the Top Holiday rentals in Siena Area – 90+ Quality Options from Leading Providers
81-99 out of 99 holiday rentals
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Farm stay
7 adults
3 bedrooms
4 beds
From
US$ 536
/night
- Historic building with private entrance
- Bicycle rental and local culture classes
- Outdoor dining and picnic areas
Villa
12 adults
5 bedrooms
5 beds
From
US$ 267
/night
- Private outdoor swimming pool
- Fully equipped kitchen
- On-site cycling activities
- Infinity pool
- Wellness spa
- Bike rental
From
US$ 274
/night
- Infinity pool with stunning views
- On-site wellness packages for rejuvenation
- Historic building with modern amenities
Country house
- Saltwater pool
- In-house restaurant
- Tennis court
From
US$ 266
/night
- Saltwater seasonal outdoor pool
- In-house traditional restaurant
- Billiards and tennis facilities
Country house
- Panoramic pool
- Tennis court
- Restaurant
From
US$ 157
/night
- Tuscan cuisine from local ingredients
- Panoramic swimming pool with vineyard views
- Tennis court in a serene garden
Apartment
- Outdoor Pool
- Event Spaces
- Tennis Court
From
US$ 169
/night
- Medieval castle with stunning vineyard views
- Charming on-site restaurant with local cuisine
- Ideal venue for bespoke weddings
Farm stay
- Outdoor pool
- Restaurant
- Children's play area
From
US$ 278
/night
- Traditional Italian restaurant with diverse menus
- Outdoor swimming pool with scenic views
- Activities like cooking classes and hiking
Farm stay
- Saltwater pool
- Sun terrace
- Game room
From
US$ 143
/night
- Panoramic views of the Tuscan hills
- Saltwater seasonal outdoor pool
- Produces and sells own olive oil
Farm stay
- Private pool
- Children's playground
- Bicycle rental
From
US$ 200
/night
- Private pool with seasonal access
- Children's playground on-site
- Darts and cycling activities available
Apartment
- Family rooms
- Garden views
- Hiking access
From
US$ 90
/night
- Family-friendly garden with play area
- Dishwasher and kitchen available
- Free outdoor play equipment for children
Country house
- Mediterranean Garden
- Swimming Pool
- Boutique Accommodations
From
US$ 183
/night
- 14th-century restored watermill hotel
- Extensive Mediterranean garden with pool
- Daily buffet breakfast with local products
Farm stay
- Natural Pool
- Fitness Centre
- Panoramic Views
From
US$ 298
/night
- Organic fruits and vegetables dining
- Natural swimming pool with views
- Bicycle rental and cooking classes
Country house
- Outdoor pool
- Barbecue area
- Picnic space
From
US$ 155
/night
- Outdoor swimming pool with scenic views
- Fully equipped kitchens in all units
- Themed dinner nights and bike tours
Farm stay
- Saltwater pool
- Garden views
- Barbecue area
From
US$ 150
/night
- Stunning mountain view terrace
- Saltwater seasonal swimming pool
- Outdoor dining area with barbecue
Farm stay
- Outdoor pool
- Hiking trails
- Family apartments
From
US$ 105
/night
- Circular pool surrounded by gardens
- Comfortable family and couple apartments
- Hiking trails in natural surroundings
Country house
- Outdoor pool
- Bicycle rental
- Private garden
From
US$ 107
/night
- Rustic-style rooms with private patios
- Expansive gardens and olive groves
- Outdoor swimming pool with scenic views
Country house
- BBQ Area
- Tennis Court
- On-site Spa
From
US$ 281
/night
- Rustic apartments with panoramic views
- Large swimming pool surrounded by nature
- Ideal venue for private events
Farm stay
- Outdoor pool
- Wine cellar
- Fine dining
From
US$ 235
/night
- Wine tastings in historic Chianti cellar
- Elegant restaurant with Tuscan cuisine
- Historic medieval architecture on-site
Country house
- Swimming Pool
- Spacious Gardens
- Comfortable Rooms
From
US$ 86
/night
- Beautiful views of Chianti Hills
- Surrounded by large park with wildlife
- Seasonal outdoor swimming pool
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