Chianti holiday rentals

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Latest Chianti holiday rental deals

MOST POPULARFlorence
Holiday homes from £66

Best Chianti holiday rentals

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£24 - £77£77 - £130£130 - £182£182 - £235£235+ per night

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Most recommended holiday rentals in Chianti

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Camping Siena Colleverde - Siena - Pool
Camping Siena Colleverde
Siena, TO, Italy
8.1Very Good(2909)
Parking
Free Wi-Fi
Pool
Pet-friendly
£53+
Check availability
Agriturismo Villa Dauphiné - Bagno a Ripoli
Agriturismo Villa Dauphiné
Bagno a Ripoli, TO, Italy
8.9Very Good(156)
Parking
Free Wi-Fi
Pet-friendly
£63+
Check availability
Siena Alta, Ospitalità con Vista - Siena
Siena Alta, Ospitalità con Vista
Siena, TO, Italy
7.7Good(10)
Parking
Free Wi-Fi
Air conditioning
£65+
Check availability
hu Firenze Camping in Town - Florence - Bedroom
hu Firenze Camping in Town
Campo di Marte
8.6Very Good(14134)
Parking
Free Wi-Fi
Pool
Pet-friendly
£80+
Check availability
Camping Village Panoramico Fiesole - Fiesole - Balcony
Camping Village Panoramico Fiesole
Fiesole, TO, Italy
8.6Very Good(1579)
Parking
Free Wi-Fi
Pool
Pet-friendly
£82+
Check availability
Agriturismo La Grotta Di Montecchino - Siena - Bedroom
Agriturismo La Grotta Di Montecchino
Siena, TO, Italy
7.7Good(652)
Parking
Free Wi-Fi
Pool
Pet-friendly
£83+
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An Oasis Among The Olive Trees With A Breathtaking View Of Florence - Bagno a Ripoli
An Oasis Among The Olive Trees With A Breathtaking View Of Florence
Bagno a Ripoli, TO, Italy
9.6Wonderful(6)
Pet-friendly
£107+
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Poolside apartment on the outskirts of Florence - Bagno a Ripoli - Restaurant
Poolside apartment on the outskirts of Florence
Bagno a Ripoli, TO, Italy
10Wonderful(1)
£132+
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Super-modern studio on the hills of Florence, Tuscany - Bagno a Ripoli - Patio
Super-modern studio on the hills of Florence, Tuscany
Bagno a Ripoli, TO, Italy
10Wonderful(1)
Free Wi-Fi
Air conditioning
£132+
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Fiesole's cozy Apartment 2 - Fiesole
Fiesole's cozy Apartment 2
Fiesole, TO, Italy
9.4Wonderful(43)
Free Wi-Fi
Air conditioning
£133+
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Fiesole's cozy Apartment 1 - Fiesole
Fiesole's cozy Apartment 1
Fiesole, TO, Italy
9.4Wonderful(90)
Parking
Free Wi-Fi
Air conditioning
£138+
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Suite Panorama Fiesole - Fiesole - Balcony
Suite Panorama Fiesole
Fiesole, TO, Italy
9.5Wonderful(9)
Free Wi-Fi
Air conditioning
£142+
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San Bartolo Rent Apartments, due passi da Firenze - Fiesole - Bedroom
San Bartolo Rent Apartments, due passi da Firenze
Fiesole, TO, Italy
9.6Wonderful(32)
Parking
Free Wi-Fi
£143+
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Stilnuovo Charming Apartment in Siena's Historic Center, Very Close to Piazza del Campo - Siena - Living room
Stilnuovo Charming Apartment in Siena's Historic Center, Very Close to Piazza del Campo
Siena, TO, Italy
9.6Wonderful(104)
Free Wi-Fi
Air conditioning
£145+
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Truffle House Tuscany Tuber Aestivium Vitt - Montepulciano
Truffle House Tuscany Tuber Aestivium Vitt
Montepulciano, TO, Italy
9.7Wonderful(19)
Free Wi-Fi
Air conditioning
£182+
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Agriturismo La Corte del Sole - Siena - Living room
Agriturismo La Corte del Sole
Siena, TO, Italy
9.7Wonderful(112)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£329+
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 £119. The highest prices are found on Saturday, with average rates at £352.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
October
£116
£116
Cheapest month to stay with an average 54% drop in price.
Most expensive month to stay with an average 19% 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 £34. 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 £29 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 £701.

  • 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 £3,005.

  • 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, caravan parks, castles, chalets, condos, cottages, campsites, luxury tents, 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 Fattoria Palazzeta - Pet & Family Friendly.

  • Are there any pet-friendly holiday rentals in Chianti?

    There are a number of dog and pet-friendly Chianti holiday rentals, with around 17% 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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