Chianti Region long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Chianti Region. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Chianti Region are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Chianti Region
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:28 Sept - 26 Oct
Image gallery for Charming Two Bedroom Apartment in the Heart of San Frediano: Exposed Beams and Chic Atmosphere
9.69.6 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Charming Two Bedroom Apartment in the Heart of San Frediano: Exposed Beams and Chic Atmosphere
Florence
6% off
Price is AU$6,586
AU$6,586
for 28 nights, 1 apartment
AU$235 per night
includes taxes & fees
Image gallery for Fortress Apartament with Parking
1010 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Fortress Apartament with Parking
Florence
8% off
Price is AU$8,845
AU$8,845
for 28 nights, 1 apartment
AU$316 per night
includes taxes & fees
Image gallery for Open-space in Chianti, with private pool, a few km from Florence
9.89.8 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Open-space in Chianti, with private pool, a few km from Florence
Greve in Chianti
14% off
Price is AU$3,964
AU$3,964
for 28 nights, 1 apartment
AU$142 per night
includes taxes & fees
Image gallery for Luxury Suite in Renaissance Villa
9.49.4 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Luxury Suite in Renaissance Villa
Bagno a Ripoli
14% off
Price is AU$6,402
AU$6,402
for 28 nights, 1 room
AU$229 per night
includes taxes & fees
Image gallery for Florence Design Apartment
9.69.6 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Florence Design Apartment
Florence
5% off
Price is AU$5,745
AU$5,745
for 28 nights, 1 apartment
AU$205 per night
includes taxes & fees
Image gallery for Countryside, 10 min from Siena
9.29.2 out of 10, Wonderful, (5 reviews)
Wonderful
(5 reviews)
Countryside, 10 min from Siena
Monteriggioni
13% off
Price is AU$4,500
AU$4,500
for 28 nights, 1 cottage
AU$161 per night
includes taxes & fees
Image gallery for Nice&Charm Country house 2+1, only 9 km from Florence, pool, wine tour&parking
9.89.8 out of 10, Exceptional, (46 reviews)
Exceptional
(46 reviews)
Nice&Charm Country house 2+1, only 9 km from Florence, pool, wine tour&parking
Greve in Chianti
9% off
Price is AU$5,555
AU$5,555
for 28 nights, 1 room
AU$198 per night
includes taxes & fees
Image gallery for Garden House Giano (close to the city walls)
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Garden House Giano (close to the city walls)
Florence
9% off
Price is AU$12,078
AU$12,078
for 28 nights, 1 apartment
AU$431 per night
includes taxes & fees
Image gallery for Villa with large garden in the Chianti hills
9.69.6 out of 10, Exceptional, (79 reviews)
Exceptional
(79 reviews)
Villa with large garden in the Chianti hills
Castellina in Chianti
9% off
Price is AU$4,948
AU$4,948
for 28 nights, 1 home
AU$177 per night
includes taxes & fees
Image gallery for "Sunflower 4" Romantic for two
9.49.4 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
"Sunflower 4" Romantic for two
San Gimignano
5% off
Price is AU$3,974
AU$3,974
for 28 nights, 1 apartment
AU$142 per night
includes taxes & fees
Image gallery for 7km Florence, garden, terrace & relax!
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
7km Florence, garden, terrace & relax!
San Casciano in Val di Pesa
9% off
Price is AU$3,489
AU$3,489
for 28 nights, 1 apartment
AU$125 per night
includes taxes & fees
Image gallery for Lavinia apartment - Siena countryside
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Lavinia apartment - Siena countryside
Colle di Val d'Elsa
6% off
Price is AU$5,616
AU$5,616
for 28 nights, 1 home
AU$201 per night
includes taxes & fees
Image gallery for Agriturismo San Silvestro - Your house with swimming pool in the Chianti hills
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Agriturismo San Silvestro - Your house with swimming pool in the Chianti hills
Barberino Tavarnelle
9% off
Price is AU$9,070
AU$9,070
for 28 nights, 1 home
AU$324 per night
includes taxes & fees
Image gallery for Medici Villa. 5-room apartment overlooking the Tuscan hills.
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Medici Villa. 5-room apartment overlooking the Tuscan hills.
Bagno a Ripoli
26% off
Price is AU$5,905
AU$5,905
for 28 nights, 1 apartment
AU$211 per night
includes taxes & fees
Image gallery for Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
9.89.8 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Castelnuovo Berardenga
19% off
Price is AU$11,150
AU$11,150
for 28 nights, 1 villa
AU$398 per night
includes taxes & fees
Image gallery for BORGO SAN FREDIANO SUITES - BLUE PETROLEUMwith AC WIFI washer and dryer
7.07.0 out of 10, Good, (2 reviews)
Good
(2 reviews)
BORGO SAN FREDIANO SUITES - BLUE PETROLEUMwith AC WIFI washer and dryer
Florence
8% off
Price is AU$7,783
AU$7,783
for 28 nights, 1 apartment
AU$278 per night
includes taxes & fees
Image gallery for Macinella Friendly and Artistic apartment "Sunflower 1"
9.29.2 out of 10, Wonderful, (24 reviews)
Wonderful
(24 reviews)
Macinella Friendly and Artistic apartment "Sunflower 1"
San Gimignano
5% off
Price is AU$9,627
AU$9,627
for 28 nights, 1 villa
AU$344 per night
includes taxes & fees
Image gallery for FLORENCE HOMEAWAY - COZY APARTMENT NEAR FLORENCE AIRPORT -18 min from City center
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
FLORENCE HOMEAWAY - COZY APARTMENT NEAR FLORENCE AIRPORT -18 min from City center
Florence
17% off
Price is AU$5,395
AU$5,395
for 28 nights, 1 apartment
AU$193 per night
includes taxes & fees
Image gallery for Luxury apartment with private garden in Montefioralle near Greve in Chianti
9.89.8 out of 10, Exceptional, (53 reviews)
Exceptional
(53 reviews)
Luxury apartment with private garden in Montefioralle near Greve in Chianti
Greve in Chianti
9% off
Price is AU$6,902
AU$6,902
for 28 nights, 1 apartment
AU$247 per night
includes taxes & fees
Image gallery for Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Beautiful apartment in Chianti on organic farm with pool and 360° sunset views
Barberino Tavarnelle
31% off
Price is AU$8,040
AU$8,040
for 28 nights, 1 apartment
AU$287 per night
includes taxes & fees
Image gallery for Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
9.49.4 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Beautiful historic 7-bedroom Villa on organic olive farm, pool & sunset views
Barberino Tavarnelle
28% off
Price is AU$18,209
AU$18,209
for 28 nights, 1 villa
AU$650 per night
includes taxes & fees
Image gallery for AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Rignano sull'Arno
9% off
Price is AU$12,823
AU$12,823
for 28 nights, 1 villa
AU$458 per night
includes taxes & fees
Image gallery for PENTHOUSE DUPLEX BEAUTIFUL VIEWS SPECTACULAR SETTING
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
PENTHOUSE DUPLEX BEAUTIFUL VIEWS SPECTACULAR SETTING
Barberino Tavarnelle
9% off
Price is AU$9,873
AU$9,873
for 28 nights, 1 apartment
AU$353 per night
includes taxes & fees
Image gallery for La Merlaia Beauty and Quietness with Pool on Hills of Florence
9.09.0 out of 10, Wonderful, (39 reviews)
Wonderful
(39 reviews)
La Merlaia Beauty and Quietness with Pool on Hills of Florence
Rignano sull'Arno
9% off
Price is AU$22,357
AU$22,357
for 28 nights, 1 villa
AU$798 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Chianti Region
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Chianti Region Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Chianti Region come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Chianti Region
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Chianti Region with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Chianti Region
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Chianti Region with flexible cancellation policies.