Chianti vacation rentals

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Booking Insights
Recommended by KAYAK

Latest Chianti vacation rental deals

MOST POPULARFlorence
Vacation homes from C$ 118

Best Chianti vacation rentals

Montepulcianolettings - Montepulciano - Bedroom
Montepulcianolettings
Montepulciano, TO, Italy
Free Wi-Fi
Pet friendly
Camping Village Il Poggetto - Florence - Pool
Parking
Free Wi-Fi
Pool
Pet friendly
A due passi - Arezzo - Dining room
A due passi
Arezzo, TO, Italy
Parking
Pet friendly
hu Firenze Camping in Town - Florence - Bedroom
Parking
Free Wi-Fi
Pool
Pet friendly
Borgo di Pietrafitta Relais - Siena - Restaurant
Parking
Free Wi-Fi
Pool
Pet friendly
Novella Italy - Florence - Bedroom
Novella Italy
Centro Storico
7.2Good(25)
Apartment
Free Wi-Fi
Gest Short Rent Siena 1 - Siena
Gest Short Rent Siena 1
Siena, TO, Italy
7.8Good(68)
Apartment
Free Wi-Fi
Pet friendly
La Dogana - Siena
La Dogana
Siena, TO, Italy
Parking
Free Wi-Fi
Pet friendly
Agriturismo Borgo Nuovo Di Mulinelli - Arezzo
Parking
Free Wi-Fi
Pool
Pet friendly
Ele Home - Siena
Ele Home
Siena, TO, Italy
Free Wi-Fi
Villa Nottola - Montepulciano
Villa Nottola
Montepulciano, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
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$ 902.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
February
C$ 248
C$ 221
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 86% 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$ 66. Search here for similar prices

  • How much is a vacation rental in Chianti for this weekend?

    In the last 72 hours, users have found Chianti vacation rentals for this weekend for as low as C$ 54 per night. 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$ 1,418.

  • 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$ 6,079.

  • 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 14% 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.