Chianti vacation rentals

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Best Chianti vacation rentals

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C$ 0 - C$ 179C$ 179 - C$ 357C$ 357 - C$ 535C$ 535 - C$ 713C$ 713+ per night

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Most recommended vacation rentals in Chianti

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Massetana 11 - Raffinato vicino Porta San Marco - Siena
Massetana 11 - Raffinato vicino Porta San Marco
Siena, TO, Italy
5.0Fair(1)
Parking
Free Wi-Fi
C$ 138+
Check availability
Casa Vacanze la Pineta - Montalcino
Casa Vacanze la Pineta
Montalcino, TO, Italy
9.5Wonderful(157)
Parking
Free Wi-Fi
C$ 151+
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Agriturismo Le Stringaie - Montepulciano - Dining room
Agriturismo Le Stringaie
Montepulciano, TO, Italy
8.9Very good(81)
Free Wi-Fi
Pool
C$ 192+
Check availability
Terrazza Silena, centro storico con vista Cortona! - Cortona
Terrazza Silena, centro storico con vista Cortona!
Cortona, TO, Italy
9.7Wonderful(71)
Free Wi-Fi
C$ 201+
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Magnolia - Cortona
Magnolia
Cortona, TO, Italy
9.3Wonderful(31)
Parking
Free Wi-Fi
Pet friendly
C$ 201+
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San Gimignano Apartments Vernaccia - San Gimignano - Dining room
San Gimignano Apartments Vernaccia
San Gimignano, TO, Italy
7.7Good(61)
Free Wi-Fi
C$ 216+
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B&B Palazzo Tortoli - San Gimignano - Balcony
B&B Palazzo Tortoli
San Gimignano, TO, Italy
Free Wi-Fi
Pet friendly
C$ 235+
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Terrazzino Margherita - Cortona
Terrazzino Margherita
Cortona, TO, Italy
9.4Wonderful(2)
Free Wi-Fi
C$ 262+
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Domus Nannini Spa - Palazzo Nannini - Siena - Living room
Domus Nannini Spa - Palazzo Nannini
Siena, TO, Italy
9.4Wonderful(152)
Free Wi-Fi
C$ 287+
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Convento San Gimignano Apartments - San Gimignano - Bathroom
Convento San Gimignano Apartments
San Gimignano, TO, Italy
8.8Very good(132)
Free Wi-Fi
C$ 297+
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Appartamento Santa Croce - Arezzo
Appartamento Santa Croce
Arezzo, TO, Italy
9.3Wonderful(59)
Free Wi-Fi
C$ 323+
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Casa nel centro storico - San Gimignano
Casa nel centro storico
San Gimignano, TO, Italy
9.6Wonderful(70)
Free Wi-Fi
C$ 324+
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Le Torri San Gimignano Apartments - San Gimignano - Bedroom
Le Torri San Gimignano Apartments
San Gimignano, TO, Italy
8.4Very good(55)
Free Wi-Fi
Pet friendly
C$ 342+
Check availability
Villa S.Andrea - San Casciano Val Di Pesa - Pool
Villa S.Andrea
San Casciano Val Di Pesa, TO, Italy
9.3Wonderful(985)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 466+
Check availability
Signorelli House - Cortona - Bathroom
Signorelli House
Cortona, TO, Italy
10Wonderful(21)
Parking
Free Wi-Fi
C$ 824+
Check availability
Mivà di Più Casa Vacanza - Arezzo - Restaurant
Mivà di Più Casa Vacanza
Arezzo, TO, Italy
9.2Wonderful(81)
Free Wi-Fi
Pet friendly
C$ 1,788+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
December
C$ 303
C$ 383
Cheapest month to stay with an average 35% drop in price.
Most expensive month to stay with an average 33% 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 C$ 79. 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 C$ 102 per night. Search here for similar prices

  • How much is a vacation rental for a week in Chianti?

    The average price for a weekly Chianti vacation rental found by KAYAK users in the last 2 weeks is C$ 1,580.

  • How much is a vacation rental for a month in Chianti?

    The average price for a monthly Chianti vacation rental found by KAYAK users in the last 2 weeks is C$ 6,771.

  • 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 agritourism, apartments, farm stays, villas, houses, homestays, towers, barns, campgrounds, caravans, caravan parks, castles, chalets, condos, cottages, vacation villages, luxury tents and lodges.

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

    There are many types of properties available for Chianti vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Camping Village Il Poggetto and Lorenzo Il Magnifico.

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

    There are a number of dog and pet-friendly Chianti vacation rentals, with around 18% 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

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