Top Holiday rentals in Chianti
Find the Top Holiday rentals in Chianti – 100+ Quality Options from Leading Providers
81-100 out of 127 holiday rentals
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Farm stay
5 adults
1 bedroom
3 beds
From
US$ 219
/night
- Infinity pool with stunning views
- Wellness spa with various massage options
- Children's outdoor playground available
Farm stay
4 adults
2 bedrooms
2 beds
From
US$ 156
/night
- Wine tasting on-site
- Infinity pool with stunning views
- Historic former monastery setting
- Outdoor pool
- Historic apartments
- On-site restaurant
From
US$ 505
/night
- Authentic Florentine castle experience
- Stunning Tuscan garden views
- Ideal romantic wedding venue
Country house
- Outdoor pool
- Cookery courses
- Billiards tables
From
US$ 149
/night
- Tuscan dishes served on the terrace
- Individual room designs with original paintings
- Panoramic views from the outdoor pool
Country house
- Panoramic pools
- Open-air bath
- Family suites
From
US$ 111
/night
- 16th-century villa surrounded by vineyards
- Three panoramic swimming pools available
- Allergy-free accommodation options offered
Apartment
- Garden
- Barbecue
- Kitchen
From
US$ 187
/night
- Historic building with beautiful gardens
- Private check-in and check-out options
- Barbecue facilities for outdoor dining
Holiday home
- Infinity Pool
- Barbecue Area
- Play Equipment
From
US$ 148
/night
- Infinity pool with stunning views
- Family-friendly with play areas
- Barbecue facilities for outdoor dining
Apartment
- Garden
- Bar
- Family rooms
From
US$ 172
/night
- Historic building with modern amenities
- Garden views with outdoor dining area
- In-house bar and lounge area
Country house
- Private parking
- Fitness classes
- Picnic area
From
US$ 242
/night
- On-site spa with wellness treatments
- Outdoor swimming pool with garden views
- Bicycle rental for nearby exploration
Farm stay
- Saltwater Pool
- Tennis Court
- Italian Restaurant
From
US$ 84
/night
- Saltwater pool with stunning mountain views
- On-site restaurant serving Italian cuisine
- Tennis court with outdoor play area
Farm stay
- Outdoor pool
- Bike rental
- Cooking classes
From
US$ 144
/night
- 16th-century villa with traditional style
- Surrounded by vineyards and olive groves
- Outdoor swimming pool with sun loungers
Farm stay
- Swimming pool
- Cooking class
- Fitness centre
From
US$ 554
/night
- 19th-century country house ambiance
- Olive grove surroundings with scenic views
- On-site cooking classes available
Holiday home
- Private Pool
- Outdoor Dining
- On-site Spa
From
US$ 227
/night
- Private pool with garden views
- On-site spa with various massages
- Outdoor dining area for gatherings
Country house
- Outdoor Pool
- On-site Spa
- Bicycle Rental
From
US$ 138
/night
- Traditional Tuscan cuisine restaurant
- Family-run with personal service
- Surrounded by vineyards and olive groves
Country house
- Private pool
- Game room
- Picnic area
From
US$ 163
/night
- Infinity pool with mountain views
- Family-friendly indoor play area
- Outdoor picnic area with barbecue
Holiday home
- Outdoor pool
- Fully equipped kitchen
- Barbecue facilities
From
US$ 205
/night
- Scenic outdoor pools with garden views
- Historic building with modern amenities
- Engaging cultural cooking classes available
Farm stay
- Barbecue facilities
- Private entrance
- Outdoor fireplace
From
US$ 303
/night
- Seasonal outdoor swimming pool
- On-site bicycle rental service
- Pets allowed on property
Country house
- Outdoor Pool
- Cooking Classes
- Restaurant
From
US$ 349
/night
- Traditional Tuscan cuisine restaurant
- Cooking classes available onsite
- Seasonal outdoor swimming pool
Country house
- Infinity Pool
- BBQ Area
- Outdoor Spa
From
US$ 335
/night
- Historic farmhouse with rustic design
- Infinity pool with scenic countryside views
- Free bike rental for exploring Tuscany
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
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