Chianti vacation rentals

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Best Chianti vacation rentals

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₪95 - ₪3,008₪3,008 - ₪5,918₪5,918 - ₪8,831₪8,831 - ₪11,741₪11,741+ per night

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Most recommended vacation rentals in Chianti

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Agriturismo Villa Dauphiné - Bagno a Ripoli
Agriturismo Villa Dauphiné
Bagno a Ripoli, TO, Italy
8.9Very good(166)
Farm stay
Parking
Free Wi-Fi
Pet friendly
₪254+
Check availability
Agriturismo Barbarino - Vinci
Agriturismo Barbarino
Vinci, TO, Italy
8.5Very good(129)
Farm stay
Parking
Free Wi-Fi
Pool
Air Conditioning
₪313+
Check availability
Agriturismo Il Piastrino - Vinci - Restaurant
Agriturismo Il Piastrino
Vinci, TO, Italy
9.3Wonderful(74)
Agritourism
Free Wi-Fi
Air Conditioning
₪332+
Check availability
Agriturismo Verde Oliva - Bagno a Ripoli
Agriturismo Verde Oliva
Bagno a Ripoli, TO, Italy
8.3Very good(372)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
₪352+
Check availability
Agriturismo Il Piastrino - Vinci
Agriturismo Il Piastrino
Vinci, TO, Italy
9.0Wonderful(151)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
₪365+
Check availability
I Rosai appartamento sulle colline fiorentine - Bagno a Ripoli - Kitchen
I Rosai appartamento sulle colline fiorentine
Bagno a Ripoli, TO, Italy
9.5Wonderful(120)
Apartment
Parking
Free Wi-Fi
₪391+
Check availability
Agriturismo Villa Ulivello in Chianti - Strada in Chianti - Bedroom
Agriturismo Villa Ulivello in Chianti
Strada in Chianti, TO, Italy
9.1Wonderful(197)
Farm stay
Parking
Free Wi-Fi
Pet friendly
Air Conditioning
₪440+
Check availability
Albachiara - San Miniato
Albachiara
San Miniato, TO, Italy
9.6Wonderful(17)
House
Parking
Pool
Pet friendly
Air Conditioning
₪479+
Check availability
Villa Augusto - Cortona - Bedroom
Villa Augusto
Cortona, TO, Italy
9.4Wonderful(207)
Villa
Parking
Free Wi-Fi
Pool
Pet friendly
₪482+
Check availability
Chianti, Nature, Relax 2 Steps From Florence - Bagno a Ripoli - Living room
Chianti, Nature, Relax 2 Steps From Florence
Bagno a Ripoli, TO, Italy
9.2Wonderful(5)
House
Free Wi-Fi
₪495+
Check availability
San Miniato 2-Bed Villa Sleeps 6 with Parking - San Miniato - Kitchen
San Miniato 2-Bed Villa Sleeps 6 with Parking
San Miniato, TO, Italy
8.0Very good(4)
House
Parking
Free Wi-Fi
Air Conditioning
₪512+
Check availability
Belvedere 9 - Bagno a Ripoli - Kitchen
Belvedere 9
Bagno a Ripoli, TO, Italy
Apartment
Free Wi-Fi
Air Conditioning
₪616+
Check availability
Agriturismo Merigge Wellness & Spa Montepulciano - Montepulciano - Bedroom
Agriturismo Merigge Wellness & Spa Montepulciano
Montepulciano, TO, Italy
9.6Wonderful(261)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
₪860+
Check availability
Willy - Sweet Dreams in Florence - Bagno a Ripoli - Kitchen
Willy - Sweet Dreams in Florence
Bagno a Ripoli, TO, Italy
8.4Very good(22)
Apartment
Parking
Free Wi-Fi
Air Conditioning
₪875+
Check availability
Villa Vestra in Vinci holiday home - Vinci - Bedroom
Villa Vestra in Vinci holiday home
Vinci, TO, Italy
10Wonderful(27)
House
Parking
Free Wi-Fi
Air Conditioning
₪1,000+
Check availability
Apartment L'Angolo by Interhome - Bagno a Ripoli - Pool
Apartment L'Angolo by Interhome
Bagno a Ripoli, TO, Italy
Apartment
Pool
Air Conditioning
₪1,084+
Check availability
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 ₪607. The highest prices are found on Saturday, with average rates at ₪2,120.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
January
₪528
₪509
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 96% 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 ₪144. 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 ₪143 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, cottages, farm stays, houses, homestays, villas, agritourism, towers, chalets, luxury tents, campgrounds, barns, caravans, castles, 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 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 vacation home.

Everything you need to know for your stay in Chianti