Chianti vacation rentals

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Latest Chianti vacation rental deals

MOST POPULARFlorence
Vacation homes from C$ 118

Best Chianti vacation rentals

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C$ 40 - C$ 294C$ 294 - C$ 547C$ 547 - C$ 800C$ 800 - C$ 1,054C$ 1,054+ per night

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Most recommended vacation rentals in Chianti

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Appartamento Casaglia - San Gimignano - Pool
Appartamento Casaglia
San Gimignano, TO, Italy
8.2Very good(34)
Apartment
Free Wi-Fi
C$ 278+
Check availability
Tenuta Sovestro - San Gimignano - Bedroom
Tenuta Sovestro
San Gimignano, TO, Italy
9.4Wonderful(591)
Farm stay
Parking
Free Wi-Fi
Pool
C$ 197+
Check availability
hu Firenze Camping in Town - Florence - Bedroom
hu Firenze Camping in Town
Campo di Marte
8.6Very good(14595)
Campground
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 88+
Check availability
Dahlia - Greve in Chianti - Building
Dahlia
Greve in Chianti, TO, Italy
8.2Very good(5)
Apartment
Parking
Free Wi-Fi
Pool
C$ 349+
Check availability
Apartment L'Angolo di Uzzano by Interhome - Greve in Chianti - Pool
Apartment L'Angolo di Uzzano by Interhome
Greve in Chianti, TO, Italy
9.2Wonderful(8)
Apartment
Parking
Free Wi-Fi
Pool
C$ 212+
Check availability
Viticcio - Greve in Chianti
Viticcio
Greve in Chianti, TO, Italy
9.4Wonderful(805)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 213+
Check availability
La Rimbecca Greve in Chianti - Greve in Chianti
La Rimbecca Greve in Chianti
Greve in Chianti, TO, Italy
9.4Wonderful(659)
Farm stay
Parking
Free Wi-Fi
Pool
C$ 258+
Check availability
La Tenuta di Castelvecchio - San Gimignano
La Tenuta di Castelvecchio
San Gimignano, TO, Italy
9.1Wonderful(576)
Farm stay
Parking
Free Wi-Fi
Pool
C$ 249+
Check availability
Agriturismo La Collina Dei Lecci - San Gimignano
Agriturismo La Collina Dei Lecci
San Gimignano, TO, Italy
9.4Wonderful(165)
Farm stay
Parking
Pet friendly
C$ 162+
Check availability
Foresteria Castello di Verrazzano - Greve in Chianti
Foresteria Castello di Verrazzano
Greve in Chianti, TO, Italy
9.0Wonderful(383)
Farm stay
Parking
Free Wi-Fi
Pet friendly
C$ 216+
Check availability
Fattoria Guicciardini - San Gimignano
Fattoria Guicciardini
San Gimignano, TO, Italy
7.7Good(451)
Apartment
Free Wi-Fi
Pet friendly
C$ 192+
Check availability
Agriturismo Montegonfoli - San Gimignano
Agriturismo Montegonfoli
San Gimignano, TO, Italy
8.8Very good(302)
Farm stay
Parking
Free Wi-Fi
Pool
C$ 134+
Check availability
Agriturismo Fattoria Santo Stefano - Greve in Chianti
Agriturismo Fattoria Santo Stefano
Greve in Chianti, TO, Italy
9.0Wonderful(218)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 1,590+
Check availability
Casa Ercole Farm Stay - Greve in Chianti
Casa Ercole Farm Stay
Greve in Chianti, TO, Italy
9.5Wonderful(138)
Farm stay
Parking
Free Wi-Fi
C$ 248+
Check availability
Appartamenti Il Girasole - Greve in Chianti
Appartamenti Il Girasole
Greve in Chianti, TO, Italy
9.3Wonderful(146)
Apartment
Parking
Free Wi-Fi
Pet friendly
C$ 127+
Check availability
Tenuta Poggio ai Mandorli - Greve in Chianti
Tenuta Poggio ai Mandorli
Greve in Chianti, TO, Italy
8.9Very good(183)
Apartment
Parking
Free Wi-Fi
Pool
C$ 377+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Chianti

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chianti with confidence.

What is the cheapest day of the week to book a vacation rental in Chianti?

Tuesday offers the lowest rates in Chianti, with an average nightly price of C$ 258. The highest prices are found on Saturday, with average rates at C$ 901.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
January
C$ 250
C$ 220
Cheapest month to stay with an average 73% drop in price.
Most expensive month to stay with an average 42% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a vacation home in Chianti

  • How much is a vacation rental in Chianti for tonight?

    In the last 72 hours, users have found Chianti vacation rentals for tonight for as low as C$ 58. Search here for similar prices

  • How much is a vacation rental for a week in Chianti?

    The average price for a weekly Chianti vacation rental found by KAYAK users in the last 2 weeks is C$ 1,416.

  • How much is a vacation rental for a month in Chianti?

    The average price for a monthly Chianti vacation rental found by KAYAK users in the last 2 weeks is C$ 6,070.

  • What types of vacation rentals are available in Chianti?

    There are loads of different property types that you can make your vacation home in Chianti. You’ll find agritourism, apartments, farm stays, villas, houses, towers, homestays, luxury tents, campgrounds, barns, caravans, chalets, condos, cottages, vacation villages, hotels, castles and lodges.

  • What are some of the most-loved vacation rentals available in Chianti?

    There are many types of properties available for Chianti vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are hu Firenze Camping in Town and Camping Village Il Poggetto.

  • Are there any pet-friendly vacation rentals in Chianti?

    There are a number of dog and pet-friendly Chianti vacation rentals, with around 15% allowing you to bring your pet along with you.

Where to stay in Chianti?

Our map will help you find the perfect place to stay in Chianti by showing you the exact location of each vacation home.

Everything you need to know for your stay in Chianti