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Homes in San Polo in Chianti
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Search results; Over 1,000 homes in San Polo in Chianti
Over 1,000 homes in San Polo in Chianti
Superhost
Superhost
Apartment in San Polo in Chianti
Il Conventino Amazing 19th Cent. Tuscan Farmhouse
1 bedroom
,
·
2 beds
,
·
1 shared bathroom
14–19 Sept
14–19 Sept
,
·
Individual host
£491
total
Show price breakdown
£491 total
,
·
4.9 out of 5 average rating, 111 reviews
4.9 (111)
Top guest favourite
Guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
Business host
Business host
21–26 Nov
21–26 Nov
£609
total
Show price breakdown
£609 total
Free cancellation
4.99 out of 5 average rating, 282 reviews
4.99 (282)
Superhost
Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
Individual host
20–25 Sept
20–25 Sept
£1,646
£1,019
total
Show price breakdown
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
Individual host
4–9 Oct
4–9 Oct
£6,862
£5,833
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 145 reviews
4.99 (145)
Superhost
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
Business host
12–17 Sept
12–17 Sept
£2,268
£1,815
total
Show price breakdown
New place to stay
New
Top guest favourite
Guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
Individual host
27 Oct – 1 Nov
27 Oct – 1 Nov
£3,625
£3,189
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 114 reviews
4.99 (114)
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
£2,093
£1,823
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Top guest favourite
Guest favourite
Home in Pontassieve
La Quercia House in the countryside
Individual host
Individual host
9–14 Oct
9–14 Oct
£666
total
Show price breakdown
£666 total
Free cancellation
5.0 out of 5 average rating, 67 reviews
5.0 (67)
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
£3,703
total
Show price breakdown
£3,703 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favourite
Guest favourite
Apartment in Bagno A Ripoli
Historic Florentine Villa Apartment With Pool
Individual host
Individual host
12–19 Sept
12–19 Sept
£6,249
total
Show price breakdown
£6,249 total
4.97 out of 5 average rating, 36 reviews
4.97 (36)
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
£2,393
total
Show price breakdown
£2,393 total
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,996
total
Show price breakdown
£2,996 total
New place to stay
New
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Valluccia 51
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£3,080
£2,711
total
Show price breakdown
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
Individual host
20–25 Sept
20–25 Sept
£2,020
£1,712
total
Show price breakdown
Extended stay discount
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
Individual host
7–12 Nov
7–12 Nov
£1,631
£1,429
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Top guest favourite
Guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
Individual host
13–18 Sept
13–18 Sept
£3,293
£2,984
total
Show price breakdown
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Guest favourite
Guest favourite
Home in Bagno A Ripoli
Casa Spiano
Business host
Business host
24–29 Sept
24–29 Sept
£2,135
£1,889
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Villa in Rignano sull'Arno
Villa Fonticina: Private Pool & Secluded Woods
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£3,916
£3,211
total
Show price breakdown
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Featured hotel
Featured hotel
Room in Bagno A Ripoli
Quadruple room
Business host
Business host
2–7 Oct
2–7 Oct
£1,348
£1,100
total
Show price breakdown
+£148 Airbnb credit
New place to stay
New
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