Chianti holiday rentals

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Latest Chianti holiday rental deals

MOST POPULARFlorence
Holiday homes from £65
Siena
Holiday homes from £109

Best Chianti holiday rentals

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£23 - £77£77 - £131£131 - £185£185 - £239£239+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Chianti

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Camping Village Il Poggetto - Florence - Pool
Camping Village Il Poggetto
Florence, TO, Italy
7.9Good(1505)
Parking
Free Wi-Fi
Pool
Pet-friendly
£33+
Check availability
Novella Italy - Florence - Bedroom
Novella Italy
Centro Storico
7.2Good(22)
Free Wi-Fi
£35+
Check availability
hu Firenze Camping in Town - Florence - Bedroom
hu Firenze Camping in Town
Campo di Marte
8.6Very Good(14402)
Parking
Free Wi-Fi
Pool
Pet-friendly
£55+
Check availability
Apartments Puccini - Florence - Living room
Apartments Puccini
Centro Storico
8.3Very Good(431)
Free Wi-Fi
Air conditioning
£68+
Check availability
Laurel Apartment - Siena
Laurel Apartment
Siena, TO, Italy
9.2Wonderful(15)
Parking
Free Wi-Fi
Pool
Air conditioning
£69+
Check availability
Appartamento Grey - Arezzo
Appartamento Grey
Arezzo, TO, Italy
9.5Wonderful(381)
Parking
Free Wi-Fi
Pool
Air conditioning
£72+
Check availability
Borgo di Pietrafitta Relais - Siena - Restaurant
Borgo di Pietrafitta Relais
Siena, TO, Italy
9.1Wonderful(703)
Parking
Free Wi-Fi
Pool
Pet-friendly
£82+
Check availability
Appartamento Le Corti - Pistoia
Appartamento Le Corti
Pistoia, TO, Italy
9.1Wonderful(125)
Free Wi-Fi
Pet-friendly
Air conditioning
£88+
Check availability
Agriturismo La Torricella - Pistoia - Pool
Agriturismo La Torricella
Pistoia, TO, Italy
8.6Very Good(127)
Parking
Free Wi-Fi
Pool
Pet-friendly
£89+
Check availability
hu Norcenni Girasole Village - Florence - Living room
hu Norcenni Girasole Village
Florence, TO, Italy
8.5Very Good(1772)
Parking
Free Wi-Fi
Pool
Pet-friendly
£92+
Check availability
Yome - Your Home in Florence - Florence
Yome - Your Home in Florence
Centro Storico
7.8Good(2412)
Free Wi-Fi
Air conditioning
£104+
Check availability
Siena Romantic Experience - Siena
Siena Romantic Experience
Siena, TO, Italy
8.2Very Good(26)
Free Wi-Fi
Air conditioning
£109+
Check availability
Agriturismo Torreghiotta - Pistoia - Living room
Agriturismo Torreghiotta
Pistoia, TO, Italy
9.3Wonderful(492)
Parking
Free Wi-Fi
Pool
Pet-friendly
£110+
Check availability
Suite d'Art - Centro Storico di Arezzo - Arezzo
Suite d'Art - Centro Storico di Arezzo
Arezzo, TO, Italy
8.6Very Good(15)
Free Wi-Fi
Air conditioning
£122+
Check availability
L'Azure Di Siena - Siena
L'Azure Di Siena
Siena, TO, Italy
5.8Fair(32)
Free Wi-Fi
Air conditioning
£139+
Check availability
Mormoraia - San Gimignano - Bedroom
Mormoraia
San Gimignano, TO, Italy
9.3Wonderful(1885)
Parking
Free Wi-Fi
Pool
Air conditioning
£225+
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?

Sunday offers the lowest rates in Chianti, with an average nightly price of £165. The highest prices are found on Saturday, with average rates at £488.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
July
£114
£102
Cheapest month to stay with an average 58% drop in price.
Most expensive month to stay with an average 652% 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 £40. 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 £38 per night. 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 £636.

  • 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 £2,726.

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

  • 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 Village Panoramico Fiesole.

  • 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

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