Chianti holiday rentals

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Booking Insights
Recommended by KAYAK

Best Chianti holiday rentals

Most recommended holiday rentals in Chianti

Show all
hu Firenze Camping in Town - Florence - Bedroom
Parking
Free Wi-Fi
Pool
Pet friendly
Martelli 6 Suite & Apartments - Florence - Bedroom
Free Wi-Fi
Air conditioning
Novella Italy - Florence - Bedroom
Novella Italy
Centro Storico
7.2Good(24)
Apartment
Free Wi-Fi
Bob W Ponte Vecchio - Florence - Balcony
Free Wi-Fi
Pet friendly
Air conditioning
Camping Village Il Poggetto - Florence - Pool
Parking
Free Wi-Fi
Pool
Pet friendly
Medici Chapels - Florence - Dining room
Medici Chapels
Centro Storico
Free Wi-Fi
Air conditioning
Borgo di Pietrafitta Relais - Siena - Restaurant
Parking
Free Wi-Fi
Pool
Pet friendly
Mamo Florence - Zeno Apartment - Florence - Bedroom
Free Wi-Fi
Air conditioning
Cristina Suite - Florence - Bedroom
Cristina Suite
Centro Storico
Free Wi-Fi
Air conditioning
Casale Nora - Siena
Casale Nora
Siena, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Podere Ponticini - Siena
Podere Ponticini
Siena, TO, Italy
7.9Good(17)
Apartment
Parking
Free Wi-Fi
Pet friendly
Soggiorno dell Agnolo - Florence
Soggiorno dell Agnolo
Centro Storico
7.7Good(1547)
Apartment
Free Wi-Fi
Pet friendly
Air conditioning
Oltrarno 1881 Apartments - Florence
Free Wi-Fi
Air conditioning
Scala Apartments Via Borgo Pinti - Florence
Free Wi-Fi
Air conditioning
Booking Insights

KAYAK’s insights for holiday 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 €160. The highest prices are found on Saturday, with average rates at €558.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
January
€151
€131
Cheapest month to stay with an average 72% drop in price.
Most expensive month to stay with an average 64% 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 holiday home in Chianti

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

    In the last 72 hours, users have found Chianti holiday rentals for tonight for as little as €38. Search here for similar prices

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

    In the last 72 hours, users have found Chianti holiday rentals for this weekend for as little as €60 per night. Search here for similar prices

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

    The average price for a weekly Chianti holiday rental found by KAYAK users in the last 2 weeks is €918.

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

    The average price for a monthly Chianti holiday rental found by KAYAK users in the last 2 weeks is €3,934.

  • What types of holiday rentals are available in Chianti?

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

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

    There are many types of properties available for Chianti holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Yome - Your Home in Florence and Camping Village Il Poggetto.

  • What are the most popular Chianti holiday rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated holiday home that can sleep 6 people or more by KAYAK users is San Lorenzo Five Senses.

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

    There are a number of dog and pet-friendly Chianti holiday 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 holiday home.