Chianti vacation rentals

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Booking Insights
Recommended by KAYAK

Best Chianti vacation rentals

Most recommended vacation rentals in Chianti

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Camere Nel Bosco Sulla Via Francigena - Monteriggioni
Camere Nel Bosco Sulla Via Francigena
Monteriggioni, TO, Italy
7.9Good(26)
Homestay
Parking
Free Wi-Fi
Pet friendly
Palazzo Alle Mura - Monteriggioni
Palazzo Alle Mura
Monteriggioni, TO, Italy
Parking
Free Wi-Fi
La Limonaia Country House - Monteriggioni - Living room
La Limonaia Country House
Monteriggioni, TO, Italy
Parking
Free Wi-Fi
Villa Augusto - Cortona - Bedroom
Villa Augusto
Cortona, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Apartment Casa Laura - Monteriggioni - Pool
Apartment Casa Laura
Monteriggioni, TO, Italy
Apartment
Free Wi-Fi
Il Palagetto - Bagno a Ripoli
Il Palagetto
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pool
Borgo Livernano - Radda In Chianti - Buffet
Borgo Livernano
Radda In Chianti, TO, Italy
Free Wi-Fi
Casa Ruffino - Wine Relais - Bagno a Ripoli - Lounge
Casa Ruffino - Wine Relais
Bagno a Ripoli, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
Crognole 6, Emma Villas - Radda In Chianti - Dining room
Crognole 6, Emma Villas
Radda In Chianti, TO, Italy
Parking
Free Wi-Fi
Pool
Pet friendly
La Petrosa - Radda In Chianti - Living room
La Petrosa
Radda In Chianti, TO, Italy
Parking
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 ₱11,007. The highest prices are found on Saturday, with average rates at ₱38,420.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
January
₱10,038
₱8,669
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 34% 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 ₱2,684. 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 ₱2,521 per night. 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, luxury tents, campgrounds, barns, caravans, chalets, condos, holiday parks, hotels, castles, 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