Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Radda in Chianti
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Radda in Chianti
Over 1,000 homes in Radda in Chianti
Top guest favourite
Guest favourite
Farm stay in Radda in Chianti
1500 Stone House in Chianti Heart private lake B
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
23–28 Sept
23–28 Sept
,
·
Business host
£708
£614
total
Show price breakdown
,
·
4.97 out of 5 average rating, 104 reviews
4.97 (104)
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
Business host
Business host
3–8 Oct
3–8 Oct
£3,794
total
Show price breakdown
£3,794 total
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
Business host
Business host
19–26 Sept
19–26 Sept
£3,134
£2,644
total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Flat in Radda in Chianti
Cottage
Individual host
Individual host
20–25 Sept
20–25 Sept
£546
total
Show price breakdown
£546 total
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,999
total
Show price breakdown
£2,999 total
New place to stay
New
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
Business host
29 Sept – 4 Oct
29 Sept – 4 Oct
£6,662
total
Show price breakdown
£6,662 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
Business host
7–12 Oct
7–12 Oct
£2,395
total
Show price breakdown
£2,395 total
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Superhost
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
Business host
8–13 Sept
8–13 Sept
£2,325
£1,860
total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
Individual host
19–24 Sept
19–24 Sept
£3,846
£3,221
total
Show price breakdown
4.9 out of 5 average rating, 30 reviews
4.9 (30)
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
Business host
Business host
26–31 Oct
26–31 Oct
£5,717
total
Show price breakdown
£5,717 total
4.99 out of 5 average rating, 69 reviews
4.99 (69)
Villa in Greve in Chianti
Villa Le Pozzere
Business host
Business host
15–21 Sept
15–21 Sept
£3,768
total
Show price breakdown
£3,768 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£3,078
£2,713
total
Show price breakdown
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Home in Gaiole in Chianti
Borgo di Gaiole – Stylish Home in Chianti
Individual host
Individual host
19–24 Oct
19–24 Oct
£1,735
total
Show price breakdown
£1,735 total
Free cancellation
Superhost
Superhost
Apartment in Gaiole in Chianti
Casa Livio, a garden with a view
Business host
Business host
9–14 Oct
9–14 Oct
£1,189
total
Show price breakdown
£1,189 total
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
Individual host
2–7 Oct
2–7 Oct
£3,706
total
Show price breakdown
£3,706 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
Business host
20–25 Oct
20–25 Oct
£2,090
£1,824
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Home in Castellina in Chianti
3 bedroom stone house on olive grove
Individual host
Individual host
23–28 Sept
23–28 Sept
£2,386
£1,991
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
Business host
Business host
30 Sept – 5 Oct
30 Sept – 5 Oct
£2,381
£2,106
total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
Business host
22–27 Sept
22–27 Sept
£1,126
total
Show price breakdown
£1,126 total
4.99 out of 5 average rating, 77 reviews
4.99 (77)
1
2
3
4
…
15