Chianti vacation rentals

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Booking Insights
Recommended by KAYAK

Best Chianti vacation rentals

Belvilla By OYO Fontocchio - Cortona - Living room
Belvilla By OYO Fontocchio
Cortona, TO, Italy
Villa
Free Wi-Fi
Pool
Air Conditioning
Casale Aiola - Poggioni - Bedroom
Casale Aiola
Poggioni, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Il Giardino Degli Ulivi - Cortona
Il Giardino Degli Ulivi
Cortona, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Belvilla By OYO Villa Letizia - Cortona - Bedroom
Parking
Free Wi-Fi
Pool
Pet friendly
Rustic Charm, Modern Comfort - Cortona - Dining room
Free Wi-Fi
Pool
Air Conditioning
Casa Ruffino - Wine Relais - Bagno a Ripoli - Lounge
Casa Ruffino - Wine Relais
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Agriturismo San Rocco - Pistoia - Living room
Agriturismo San Rocco
Pistoia, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Il Palagetto - Bagno a Ripoli
Il Palagetto
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pool
Appartamento Mancini - Cortona
Appartamento Mancini
Cortona, TO, Italy
Apartment
Free Wi-Fi
Air Conditioning
Le Residenze Ristori - Cortona
Le Residenze Ristori
Cortona, TO, Italy
Parking
Free Wi-Fi
Air Conditioning
Casa Zeni - Cortona
Casa Zeni
Cortona, TO, Italy
Free Wi-Fi
Pet friendly
Air Conditioning
Villa Storica di Majano - Bagno a Ripoli
Villa Storica di Majano
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Casa Quercuum Dimorae - Cortona
Casa Quercuum Dimorae
Cortona, TO, Italy
House
Parking
Pool
Air Conditioning
Agriturismo Villa Dauphiné - Bagno a Ripoli
Agriturismo Villa Dauphiné
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pet friendly
Borgo dei Rosai - Bagno a Ripoli
Borgo dei Rosai
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
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 ₪594. The highest prices are found on Saturday, with average rates at ₪2,075.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
August
₪562
₪415
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 37% 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 ₪152. Search here for similar prices

  • 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 apartments, farm stays, houses, villas, cottages, homestays, agritourism, towers, chalets, luxury tents, campgrounds, barns, caravans, condos, holiday parks, hotels, lodges and cabins.

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

    If you’re looking for something special, the vacation rental most loved by KAYAK users is 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.

Everything you need to know for your stay in Chianti