Chianti Region holiday homes

We found 8,386 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Chianti Region

Showing deals for:18 Dec - 25 Dec

Living area
Room with a view
Private kitchen
View from balcony
Exceptional
(135 reviews)

Wonderful city apartment with breath taking views over Florence.

Florence

8% off
NZ$2,468
for 7 nights, 1 apartment
NZ$353 per night
includes taxes & fees
Wonderful city apartment with breath taking views over Florence.
Room
Living area
Living area
Dining
Exceptional
(16 reviews)

Steps to Ponte Vecchio.3BR/3BA+terrace w view of Pitti Palace

Florence

8% off
NZ$6,413
for 7 nights, 1 apartment
NZ$916 per night
includes taxes & fees
Steps to Ponte Vecchio.3BR/3BA+terrace w view of Pitti Palace
Living area
Pool
Living area
Outdoor dining
Exceptional
(6 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

7% off
NZ$15,558
for 7 nights, 1 villa
NZ$2,223 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Pool
Outdoor dining
Games room
Exterior detail
Wonderful
(40 reviews)

La Merlaia Beauty and Quietness with Pool on Hills of Florence

Rignano sull'Arno

6% off
NZ$7,197
for 7 nights, 1 villa
NZ$1,028 per night
includes taxes & fees
La Merlaia Beauty and Quietness with Pool on Hills of Florence
Dining
Shared bbq area
Exterior
Private garden and swimming pool
Exceptional
(38 reviews)

Villa in the Heart of Chianti

Greve in Chianti

16% off
NZ$8,807
for 7 nights, 1 villa
NZ$1,258 per night
includes taxes & fees
Villa in the Heart of Chianti
Outdoor dining
Living area
Interior
Living area
Exceptional
(34 reviews)

Apartment overlooking the Duomo

Florence

13% off
NZ$2,936
for 7 nights, 1 apartment
NZ$419 per night
includes taxes & fees
Apartment overlooking the Duomo
That indicated is the apartment
Property grounds
Interior
Dining
Exceptional
(112 reviews)

Beautiful and large apartment in great location, overlooking Ponte Vecchio

Florence

8% off
NZ$5,508
for 7 nights, 1 apartment
NZ$787 per night
includes taxes & fees
Beautiful and large apartment in great location, overlooking Ponte Vecchio
Outdoor dining
Property grounds
Interior
Exterior
Exceptional
(16 reviews)

Luxury Suite in Renaissance Villa

Bagno a Ripoli

5% off
NZ$2,263
for 7 nights, 1 room
NZ$323 per night
includes taxes & fees
Luxury Suite in Renaissance Villa
Living area
Interior
Interior
Interior
Exceptional
(31 reviews)

Florence Design Apartment

Florence

9% off
NZ$1,768
for 7 nights, 1 apartment
NZ$253 per night
includes taxes & fees
Florence Design Apartment
Living area
Interior
Property grounds
Interior
Exceptional
(33 reviews)

CasaGiardinoUno Simply Florence

Florence

13% off
NZ$4,383
for 7 nights, 1 apartment
NZ$626 per night
includes taxes & fees
CasaGiardinoUno Simply Florence
Outdoor dining
Pool
Dining
Exterior
Exceptional
(9 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

San Casciano in Val di Pesa

7% off
NZ$2,067
for 7 nights, 1 apartment
NZ$295 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Interior
Property grounds
Property grounds
Living area
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
NZ$1,243
for 7 nights, 1 home
NZ$178 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Private kitchen
Pool
Exterior
Property grounds
Exceptional
(28 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!

San Casciano in Val di Pesa

8% off
NZ$1,860
for 7 nights, 1 apartment
NZ$266 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Terrace/patio
Property grounds
Living area
Exterior
Exceptional
(5 reviews)

7km Florence, garden, terrace & relax!

San Casciano in Val di Pesa

9% off
NZ$1,109
for 7 nights, 1 apartment
NZ$158 per night
includes taxes & fees
7km Florence, garden, terrace & relax!
Private kitchen
Interior
Room
dinner with view!
Exceptional
(69 reviews)

Bardi Apartment, Stunning View Of Ponte Vecchio!

Florence

9% off
NZ$6,526
for 7 nights, 1 apartment
NZ$932 per night
includes taxes & fees
Bardi Apartment, Stunning View Of Ponte Vecchio!
Interior
Living area
Living area
Dining
Exceptional
(7 reviews)

Ponte Vecchio apartment

Florence

6% off
NZ$4,323
for 7 nights, 1 apartment
NZ$618 per night
includes taxes & fees
Ponte Vecchio apartment
Living area
Terrace/patio
Interior
Property grounds
Exceptional
(5 reviews)

Le Piccole Scalette"Under the Tuscan Sun"

Scandicci

9% off
NZ$3,448
for 7 nights, 1 apartment
NZ$493 per night
includes taxes & fees
Le Piccole Scalette"Under the Tuscan Sun"
Room
Exterior detail
Living area
Dining
Exceptional
(42 reviews)

Fortress Apartament with Parking

Florence

8% off
NZ$2,320
for 7 nights, 1 apartment
NZ$331 per night
includes taxes & fees
Fortress Apartament with Parking
Private kitchen
Room
Dining
Exterior detail
Exceptional
(25 reviews)

CASA AMELIE - APARTMENT IN FLORENCE FREE WIFI + ETHERNET

Florence

9% off
NZ$2,421
for 7 nights, 1 apartment
NZ$346 per night
includes taxes & fees
CASA AMELIE - APARTMENT IN FLORENCE FREE WIFI + ETHERNET
Private kitchen
the view from the patio
Living area
kitchen
Exceptional
(149 reviews)

Luxury Villa in the Florentine hills

Florence

9% off
NZ$3,417
for 7 nights, 1 villa
NZ$488 per night
includes taxes & fees
Luxury Villa in the Florentine hills
Dining
Exterior
Interior
Interior
Exceptional
(111 reviews)

BRIGHT LOFT IN THE HEART OF FLORENCE A FEW STEPS FROM UFFIZZI

Florence

8% off
NZ$1,972
for 7 nights, 1 apartment
NZ$282 per night
includes taxes & fees
BRIGHT LOFT IN THE HEART OF FLORENCE A FEW STEPS FROM UFFIZZI
Living n.1 - king size sofa bed.
Build entrance
Living 1 - fully furnished kitchen
Bedroom n.2: two single beds/king size bed (separated or united with king linen)
Exceptional
(93 reviews)

X-Large and luxury apartment in the old town! - All comfort -

Florence

9% off
NZ$13,314
for 7 nights, 1 apartment
NZ$1,902 per night
includes taxes & fees
X-Large and luxury apartment in the old town! - All comfort -
Bedroom
Kitchen/living room
House door and entrance
Private kitchen
Exceptional
(151 reviews)

A Few Steps From Duomo Cathedral and SMN train station

Florence

8% off
NZ$3,303
for 7 nights, 1 apartment
NZ$472 per night
includes taxes & fees
A Few Steps From Duomo Cathedral and SMN train station
Interior
Exterior detail
Dining
Interior
Exceptional
(50 reviews)

Elegant and comfortable apartment near the Duomo. The perfect location.

Florence

9% off
NZ$5,693
for 7 nights, 1 apartment
NZ$813 per night
includes taxes & fees
Elegant and comfortable apartment near the Duomo. The perfect location.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Rustic Chianti Region will entice you

Enjoy the wineries and other features of Chianti Region. This relaxing and scenic city is well known for its local tours, sightseeing and restaurants. Piazza del Duomo and Piazza di Santa Maria Novella are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Chianti Region

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Chianti Region a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Borgo di Vescine - Tenute di Castelvecchi (1.4 mi / 2.3 km)
  • Castello di Albola (2.2 mi / 3.5 km)
  • Castello di Radda Winery (2.6 mi / 4.2 km)
  • Il Molino di Grace Winery (3.1 mi / 4.9 km)
  • Badia a Coltibuono (5.1 mi / 8.2 km)
  • Isole e Olena Winery (6.7 mi / 10.8 km)

Exploring the natural landscape of Chianti Region

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Chianti Region is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Boboli Gardens (16.8 mi / 27 km)
  • Arno River (16.8 mi / 27.1 km)
  • Cascine Park (19.2 mi / 30.9 km)
  • Terme Antica Querciolaia (20.6 mi / 33.2 km)
  • Olmo (21.8 mi / 35.1 km)
  • Val di Merse (25.7 mi / 41.4 km)

Travelling to and around Chianti Region

If you prefer to travel by train, Figline Valdarno Station, San Giovanni Valdarno Station and Incisa Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Chianti Region when booking a holiday home?
If you're headed for Chianti Region, Val dElsa is among the most sought-after locations to book a holiday property. While you're here, discover leading attractions like Collegiate Church of Santa Maria Assunta and Tenuta Torciano Winery.
What is the most popular type of holiday home accommodation in Chianti Region?
Apartments are the most popular kind of holiday home in Chianti Region, according to our data. Even if you have something different in mind, Bookabach has holiday homes in many shapes and sizes. Compare our options to find your ideal fit.
How much does it cost to rent a holiday home in Chianti Region?
A number of factors affect how much you'll pay for a holiday home in Chianti Region, like the season, type of property and length of stay. Still, all of our holiday homes have something in common — incredible value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Chianti Region?
When you travel and the size and style of the property will influence the cost of your beachside escape. Enter your Chianti Region travel dates to view your options on Bookabach. Can't live without a hot tub? Use our filters to choose the amenities and features you want.
What are popular home amenities in Chianti Region?
Some of the most popular home amenities people prefer in Chianti Region are off-street parking options, a garden and a washing machine. Whether you're travelling with family, your besties or even pets, Bookabach holiday properties include the best amenities for hanging out with your loved ones.
Are there large group holiday homes in Chianti Region?
Chianti Region has 273 holiday homes that can host 10 or more guests. These properties come with enough space to share good times with your nearest and dearest.
What are the top attractions for families in Chianti Region?
There are loads of fabulous things to see and do with the family in Chianti Region, including:
  • Castellina Fortress
  • The Mall Luxury Outlet
  • Praetorian Palace
Can I find two-bedroom holiday homes in Chianti Region?
You can select from 421 two-bedroom properties in Chianti Region. Give your little ones the second room or fill it with a couple of your best friends. There's ample space for whoever's lucky enough to be coming along.
Are there holiday homes with WiFi in Chianti Region?
You can choose from 463 holiday homes with WiFi in Chianti Region. If you'd like to disconnect from the world on your trip, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Chianti Region?
The minimum required age is typically 16, 18 or 21. It can differ from property to property on Bookabach, so look at the rules of your preferred Chianti Region holiday home before making a booking.
How long can I rent a holiday home in Chianti Region for?
How long you can rent a holiday home in Chianti Region varies according to the property. Simply enter your selected dates to display a list of options offering extended stays. With loads of features such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get someplace just right to call your home away from home in Chianti Region.

More holiday ideas