Chianti holiday rentals

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Latest Chianti holiday rental deals

MOST POPULARFlorence
Holiday homes from £37

Best Chianti holiday rentals

Most recommended holiday rentals in Chianti

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Borgo I Vicelli Adults Only Relais - Bagno a Ripoli - Bedroom
Borgo I Vicelli Adults Only Relais
Bagno a Ripoli, TO, Italy
9.2Wonderful(670)
Parking
Free Wi-Fi
Pool
Pet-friendly
£193+
Check availability
Camping Village Panoramico Fiesole - Fiesole - Balcony
Camping Village Panoramico Fiesole
Fiesole, TO, Italy
8.5Very Good(1407)
Parking
Free Wi-Fi
Pool
Pet-friendly
£98+
Check availability
Casa Ruffino - Wine Relais - Bagno a Ripoli - Bedroom
Casa Ruffino - Wine Relais
Bagno a Ripoli, TO, Italy
9.0Wonderful(221)
Parking
Free Wi-Fi
Pool
Pet-friendly
£232+
Check availability
Villa Augusto - Cortona - Bedroom
Villa Augusto
Cortona, TO, Italy
9.3Wonderful(203)
Parking
Free Wi-Fi
Pool
Pet-friendly
£133+
Check availability
Il Poderino - Monteriggioni - Living room
Il Poderino
Monteriggioni, TO, Italy
9.5Wonderful(91)
Parking
Free Wi-Fi
Pool
Air conditioning
£107+
Check availability
Holiday Home Dimora Collazzi by Interhome - Montepulciano - Bedroom
Holiday Home Dimora Collazzi by Interhome
Montepulciano, TO, Italy
8.0Very Good(4)
Parking
Free Wi-Fi
Pet-friendly
£101+
Check availability
Agriturismo Albergotti - Arezzo - Bedroom
Agriturismo Albergotti
Arezzo, TO, Italy
9.4Wonderful(150)
Parking
Free Wi-Fi
Pool
£89+
Check availability
Il Giardino Degli Ulivi - Cortona - Pool
Il Giardino Degli Ulivi
Cortona, TO, Italy
9.3Wonderful(108)
Parking
Free Wi-Fi
Pool
Pet-friendly
£79+
Check availability
Mastrojanni Relais - Montalcino - Bedroom
Mastrojanni Relais
Montalcino, TO, Italy
9.6Wonderful(290)
Parking
Free Wi-Fi
Pool
Pet-friendly
£568+
Check availability
Agriturismo Le Gallozzole - Monteriggioni
Agriturismo Le Gallozzole
Monteriggioni, TO, Italy
9.5Wonderful(624)
Parking
Free Wi-Fi
Pool
Air conditioning
£142+
Check availability
Il Palagetto - Bagno a Ripoli
Il Palagetto
Bagno a Ripoli, TO, Italy
8.4Very Good(209)
Parking
Free Wi-Fi
Pool
£149+
Check availability
Agriturismo Il Sasso - Montepulciano
Agriturismo Il Sasso
Montepulciano, TO, Italy
9.1Wonderful(364)
Parking
Free Wi-Fi
Pool
Pet-friendly
£68+
Check availability
Casa del Loggiato - Cortona
Casa del Loggiato
Cortona, TO, Italy
9.2Wonderful(141)
Free Wi-Fi
Pet-friendly
£73+
Check availability
Fattoria Poggio di Fiesole - Fiesole
Fattoria Poggio di Fiesole
Fiesole, TO, Italy
8.7Very Good(18)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£196+
Check availability
Belvedere - Cortona
Belvedere
Cortona, TO, Italy
7.8Good(18)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£89+
Check availability
Agriturismo Verde Oliva - Bagno a Ripoli
Agriturismo Verde Oliva
Bagno a Ripoli, TO, Italy
8.2Very Good(375)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£87+
Check availability
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Good to know

Low season

March

High season

September

Average price (weeknight)

£108

Average price (weekend night)

£154
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 26% 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 £52. 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 £693.

  • 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 £2,969.

  • 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 agritourism, apartments, farm stays, villas, houses, homestays, towers, cottages, barns, campgrounds, caravans, caravan parks, castles, chalets, condos, 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 La Cecinella Apartments.

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

    There are a number of dog and pet-friendly Chianti holiday rentals, with around 18% allowing you to bring your pet along with you.

See more FAQs

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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