Chianti holiday rentals

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Best Chianti holiday rentals

'A Casa DI Franca' Private Villa In Chianti a Rural Refuge For Families - Gambassi Terme - Dining room
'A Casa DI Franca' Private Villa In Chianti a Rural Refuge For Families
Gambassi Terme, TO, Italy
10Wonderful(4)
Villa
Air conditioning
R9 587+
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Fattoria le Caprine - Gambassi Terme - Patio
Fattoria le Caprine
Gambassi Terme, TO, Italy
10Wonderful(1)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R1 730+
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Camping Village Panoramico Fiesole - Fiesole - Balcony
Camping Village Panoramico Fiesole
Fiesole, TO, Italy
8.6Very Good(1625)
Campground
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 477+
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Villa Avec Piscine Dans le Chianti 'A Casa di Franca' - Montagnana - Living room
Villa Avec Piscine Dans le Chianti 'A Casa di Franca'
Montagnana, TO, Italy
10Wonderful(1)
House
Air conditioning
R10 229+
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A Casa di Franca Villa con piscina - Gambassi Terme - Bedroom
A Casa di Franca Villa con piscina
Gambassi Terme, TO, Italy
9.7Wonderful(6)
Villa
Parking
Free Wi-Fi
Pool
Pet-friendly
R27 261+
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Agriturismo La Ferrozzola - Castellina in Chianti - Kitchen
Agriturismo La Ferrozzola
Castellina in Chianti, TO, Italy
9.1Wonderful(219)
Farm stay
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 388+
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Martelli 6 Suite & Apartments - Florence - Bedroom
Martelli 6 Suite & Apartments
Centro Storico
8.7Very Good(4050)
Apartment
Free Wi-Fi
Air conditioning
R2 744+
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La Casetta DI Borgo - Lajatico
La Casetta DI Borgo
Lajatico, TO, Italy
9.6Wonderful(166)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
R2 570+
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Casa Anna - Lajatico
Casa Anna
Lajatico, TO, Italy
9.6Wonderful(5)
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
R2 191+
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Villa Storica di Majano - Bagno a Ripoli
Villa Storica di Majano
Bagno a Ripoli, TO, Italy
8.8Very Good(14)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 706+
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Viticcio - Greve in Chianti
Viticcio
Greve in Chianti, TO, Italy
9.3Wonderful(809)
Farm stay
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 718+
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Agriturismo Fattoria Santo Stefano - Greve in Chianti
Agriturismo Fattoria Santo Stefano
Greve in Chianti, TO, Italy
9.0Wonderful(217)
Farm stay
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 866+
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Borgo Serenità - Lajatico
Borgo Serenità
Lajatico, TO, Italy
7.4Good(5)
Apartment
Free Wi-Fi
Air conditioning
R2 800+
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Agriturismo Fattoria Poggio di Fiesole - Fiesole
Agriturismo Fattoria Poggio di Fiesole
Fiesole, TO, Italy
9.4Wonderful(26)
Farm stay
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R3 515+
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Podere Sagna - Castellina in Chianti
Podere Sagna
Castellina in Chianti, TO, Italy
9.7Wonderful(107)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 520+
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Il Sogno di Annalisa Relais - Orciatico
Il Sogno di Annalisa Relais
Orciatico, TO, Italy
7.8Good(4)
Apartment
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R2 141+
Check availability
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 R3 069. The highest prices are found on Saturday, with average rates at R10 714.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
February
R2 806
R2 362
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 40% 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 R730. 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 R963 per night. Search here for similar prices

  • 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, castles, lodges and cabins.

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

    If you’re looking for something special, the holiday rental most loved by KAYAK users is B&B La Coperta Ricamata.

  • 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.

Everything you need to know for your stay in Chianti

Holiday rentals in Chianti

Pistoia holiday rentals