Chianti holiday rentals

Search hundreds of travel sites at once for holiday home deals in Chianti

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Latest Chianti holiday rental deals

MOST POPULARFlorence
Holiday homes from $88

Best Chianti holiday rentals

Most recommended holiday rentals in Chianti

Show all
Borgo I Vicelli Adults Only Relais - Bagno a Ripoli - Bedroom
Parking
Free Wi-Fi
Pool
Pet-friendly
Casa Ruffino - Wine Relais - Bagno a Ripoli - Bedroom
Parking
Free Wi-Fi
Pool
Pet-friendly
Agriturismo Il Colle - Bagno a Ripoli
Agriturismo Il Colle
Bagno a Ripoli, TO, Italy
9.1Wonderful(47)
Free Wi-Fi
Pet-friendly
Spa
Il Palagetto - Bagno a Ripoli
Il Palagetto
Bagno a Ripoli, TO, Italy
8.4Very Good(209)
Parking
Free Wi-Fi
Pool
Agriturismo Verde Oliva - Bagno a Ripoli
Parking
Free Wi-Fi
Pet-friendly
Vasari Home - Arezzo
Free Wi-Fi
Pet-friendly

Good to know

Low season

March

High season

September

Average price (weeknight)

$259

Average price (weekend night)

$373
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 12% 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 $109. 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 $1,797.

  • 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 $7,701.

  • 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 agritourism, apartments, farm stays, villas, houses, homestays, towers, cottages, barns, campgrounds, caravans, caravan parks, castles, chalets, condos, campsites, luxury tents 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 Camping Village Il Poggetto and Camping Boschetto di Piemma.

  • 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 Casetta Tartuchino.

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

    There are a number of dog and pet-friendly Chianti holiday rentals, with around 18% allowing you to bring your pet along with you.

See more FAQs

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.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.