Chianti holiday rentals

Search hundreds of travel sites at once for holiday home deals in Chianti

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Chianti holiday rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

AED 118 - AED 382AED 382 - AED 643AED 643 - AED 907AED 907 - AED 1,168AED 1,168+ per night

Property type

ApartmentHomestay

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Chianti

Show all
Camping Village Il Poggetto - Florence - Pool
Camping Village Il Poggetto
Florence, TO, Italy
7.9Good(1443)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 184+
Check availability
hu Norcenni Girasole Village - Florence - Living room
hu Norcenni Girasole Village
Florence, TO, Italy
8.5Very Good(1720)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 195+
Check availability
Novella Italy - Florence - Bedroom
Novella Italy
Centro Storico
7.2Good(22)
Free Wi-Fi
AED 252+
Check availability
Camping Siena Colleverde - Siena - Pool
Camping Siena Colleverde
Siena, TO, Italy
8.1Very Good(2906)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 264+
Check availability
Urban central Florence - Florence
Urban central Florence
Campo di Marte
5.1Fair(665)
AED 367+
Check availability
hu Firenze Camping in Town - Florence - Bedroom
hu Firenze Camping in Town
Campo di Marte
8.6Very Good(14115)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 404+
Check availability
Apartments Puccini - Florence - Living room
Apartments Puccini
Centro Storico
8.3Very Good(431)
Free Wi-Fi
Air conditioning
AED 472+
Check availability
Casa Vacanze Le Fornaci - Laterina - Dining room
Casa Vacanze Le Fornaci
Laterina, TO, Italy
9.3Wonderful(284)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 617+
Check availability
Il Frantoio Delle Grazie - Florence - Dining room
Il Frantoio Delle Grazie
Campo di Marte
8.4Very Good(311)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 635+
Check availability
Podere Buriano - Arezzo
Podere Buriano
Arezzo, TO, Italy
9.1Wonderful(78)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 665+
Check availability
La luna e i falò - Arezzo
La luna e i falò
Arezzo, TO, Italy
9.6Wonderful(36)
Parking
Free Wi-Fi
Air conditioning
AED 720+
Check availability
La Menchina ( Alloggio privato) - Arezzo
La Menchina ( Alloggio privato)
Arezzo, TO, Italy
8.6Very Good(21)
Parking
Free Wi-Fi
Pool
Pet-friendly
AED 786+
Check availability
Yome - Your Home in Florence - Florence
Yome - Your Home in Florence
Centro Storico
7.8Good(2382)
Free Wi-Fi
Air conditioning
AED 844+
Check availability
Numa Florence Fiore - Florence - Living room
Numa Florence Fiore
Centro Storico
9.1Wonderful(1058)
Free Wi-Fi
Pet-friendly
Air conditioning
AED 1,285+
Check availability
Mormoraia - San Gimignano - Bedroom
Mormoraia
San Gimignano, TO, Italy
9.3Wonderful(1878)
Parking
Free Wi-Fi
Pool
Air conditioning
AED 1,486+
Check availability
Capanna Suites - Montalcino - Pool
Capanna Suites
Montalcino, TO, Italy
9.5Wonderful(585)
Parking
Free Wi-Fi
Pool
Air conditioning
AED 1,991+
Check availability
Useful Info

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 AED 2,965. The highest prices are found on Saturday, with average rates at AED 8,774.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
August
AED 615
AED 538
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 2% 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 AED 168. 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 AED 160 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, agritourism, towers, homestays, campgrounds, barns, caravans, caravan parks, castles, chalets, condos, cottages, campsites, luxury tents and lodges.

  • 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 Camping Village Il Poggetto.

  • 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

Holiday rentals in Chianti

Florence holiday rentals

Not what you’re looking for? Find thousands of other hotels, flights and car hire with KAYAK.