Top Holiday rentals in Chianti
Find the Top Holiday rentals in Chianti – 100+ Quality Options from Leading Providers
121-140 out of 156 holiday rentals
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Apartment
4 adults
2 bedrooms
2 beds
From
US$ 187
/night
- Historic building with beautiful gardens
- Private check-in and check-out options
- Barbecue facilities for outdoor dining
Farm stay
18 adults
8 bedrooms
9 beds
From
US$ 309
/night
- Outdoor swimming pool with stunning views
- On-site fitness classes and yoga sessions
- Bike hire and scenic cycling routes nearby
Farm stay
- Infinity Pool
- Wellness Spa
- Children's Playground
From
US$ 219
/night
- Infinity pool with stunning views
- Wellness spa with various massage options
- Children's outdoor playground available
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
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
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 dining
- Garden views
- Fully equipped kitchen
From
US$ 172
/night
- Outdoor picnic area for leisure time
- Themed dinner nights for entertainment
- Pet-friendly accommodations available
Farm stay
- Outdoor Pool
- Sun Loungers
- Table Tennis
From
US$ 155
/night
- Outdoor swimming pool with scenic views
- Table tennis for guest entertainment
- Spacious outdoor dining area
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
Farm stay
- Saltwater Pool
- Cooking Classes
- Wine Tasting
From
US$ 385
/night
- Organic and sustainable agritourism
- Private self-catering villa options
- Cooking classes with local ingredients
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
Farm stay
- Swimming pool
- Private lake
- Barbecue area
From
US$ 163
/night
- Weekly Chianti wine tastings available
- Private lake for fishing and relaxation
- Organic vineyards and olive groves onsite
Apartment
- Private Entrance
- Soundproofing
- Fully Equipped Kitchen
From
US$ 189
/night
- Quiet street views for peaceful stay
- Fully equipped kitchen for self-catering
- Private entrance with soundproofing
Apartment
- Wellness Spa
- Fitness Centre
- Outdoor Pool
From
US$ 534
/night
- Outdoor swimming pool with views
- Spa and wellness centre available
- In-house fitness centre access
Apartment
From
US$ 144
/night
Boasting a terrace with barbeque available on request, the apartment is located 20 minutes' walk from L'Orcio a Ca di Pesa srl and offers 10 rooms with rustic interior.
Farm stay
- Saltwater pool
- Bicycle rental
- Children's playground
From
US$ 171
/night
- Saltwater pool with stunning views
- Family-friendly with playground facilities
- On-site bicycle rental available
- Private entrance
- Outdoor terrace
- Fully equipped kitchen
From
US$ 185
/night
- Private entrance for added privacy
- Outdoor dining terrace with garden views
- Activities like cycling and hiking available
Holiday home
- Swimming Pool
- Garden
- Terrace
From
US$ 248
/night
- Scenic mountain view terraces
- Seasonal outdoor swimming pool
- Barbecue facilities for gatherings
- City Views
- Outdoor Dining
- Two Bedrooms
From
US$ 827
/night
- Historic tower accommodation
- Outdoor dining with city views
- Guided hiking activities nearby
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
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