
Chianti Region houses
We found 2,937 houses — enter your dates for availability
Explore Chianti Region house rentals
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Sleeps 4 · 2 bedrooms · 1+ bathroom
8.88.8 out of 10
Excellentexcellent
19 reviews(19 reviews)
A wonderful country house in the heart of Chianti
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Your panoramic house in Tuscany between vineyards and olive groves.
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Chianti Craft House Badia a Passignano
Sleeps 5 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
House with character in typical medieval borgo on the Chianti Classico hills
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Bufati - A house in Chianti - Red Apartment
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Top rated house rentals - Chianti Region
Authentic Tuscan Home in Fabulous location
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Wonderful Vintage villa
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Fab Villa near Florence.
1010 out of 10
Exceptionalexceptional
108 reviews(108 reviews)
Family vacation success
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Amazing vacation
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any vacation home rentals in Chianti Region?
Book one of the 2,937 vacation home rentals around Chianti Region and get more amenities, privacy and space than at a standard hotel. Look for properties in vibrant cities like Val d’Elsa, San Gimignano and Montaione and get ready to explore like a local.
How much does it cost to stay in a vacation rental house in Chianti Region?
Discover a wide variety of vacation home rentals in Chianti Region, where prices vary to suit every preference. From wallet-friendly choices to high-end properties, Vrbo makes it a cinch to compare options to find the best stay for your trip.
When is the best time to rent a vacation house in Chianti Region?
June is when most Vrbo guests book a vacation home rental in Chianti Region. Expect average temperatures of between 13ºC (55ºF) and 26ºC (79ºF) if you plan your trip during this time of year.
Where can I rent a Chianti Region vacation house with great views?
When looking for your vacation home rental in Chianti Region, use the “Location” filter. This will help you choose the types of areas you prefer to stay in, whether that’s away from the hustle and bustle or somewhere more central.
Does Chianti Region have any weekend house rentals?
Explore our weekend rentals and start packing for a thrilling couple of days away. Our top tips for booking the ideal house in Chianti Region? Be flexible when searching and modify your travel dates until you find the vacation home rental that fits your needs.
Are there any pet-friendly house rentals in Chianti Region?
With 311 vacation home rentals in Chianti Region that permit pets, traveling with the family dog couldn’t be easier. Use our filter tool to only show pet-friendly houses that often come with perks like dog bedding and fenced yards.
What are the top things to do in Chianti Region?
Venture out and experience all that Chianti Region has to offer from the comfort of your vacation home rental. It pays to do a bit of research on the things you’d like to see and do, so you can plan the perfect trip.
Why should I book my vacation rental house with Vrbo?
From houses high up in the mountains to those in busy downtown areas, Vrbo has a wide range of vacation home rentals to select from. One of the best things about booking with us? You won’t have to share your place with other guests or the owner. And with flexible cancellation policies and great customer support throughout your break, we’ll make sure everything goes to plan.