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Search results; Over 1,000 homes
Over 1,000 homes
Top guest favourite
Guest favourite
Cottage in Ponte Feccia
Country cottage C&M surrounded by greenery, love Tuscany
1 bedroom
,
·
3 beds
,
·
1 private bathroom
20–25 Oct
20–25 Oct
,
·
Individual host
£462
total
Show price breakdown
£462 total
,
·
4.95 out of 5 average rating, 200 reviews
4.95 (200)
Top guest favourite
Guest favourite
Farm stay in Gaiole in Chianti
La Pieve - the house next to the church
Business host
Business host
9–14 Nov
9–14 Nov
£1,909
£997
total
Show price breakdown
Extended stay discount
Free cancellation
4.97 out of 5 average rating, 115 reviews
4.97 (115)
Top guest favourite
Guest favourite
Cottage in Monticiano
Typical Tuscan Cottage with swimming pool and park
Individual host
Individual host
12–17 Oct
12–17 Oct
£1,026
£812
total
Show price breakdown
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,997
total
Show price breakdown
£2,997 total
New place to stay
New
Top guest favourite
Guest favourite
Cottage in Barberino Tavarnelle
Stone House with Exclusive Pool Codilungo in Chianti
Individual host
Individual host
7–12 Sept
7–12 Sept
£2,461
£2,077
total
Show price breakdown
4.98 out of 5 average rating, 217 reviews
4.98 (217)
Top guest favourite
Guest favourite
Farm stay in Simignano
Casa al Gianni - Hut
Business host
Business host
12–17 Nov
12–17 Nov
£862
£621
total
Show price breakdown
Extended stay discount
Free cancellation
4.93 out of 5 average rating, 288 reviews
4.93 (288)
Top guest favourite
Guest favourite
Holiday home in Monteroni d'Arbia
White lily with a view of Siena
Individual host
Individual host
21–26 Sept
21–26 Sept
£852
total
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£852 total
Free cancellation
4.92 out of 5 average rating, 112 reviews
4.92 (112)
Top guest favourite
Guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
Business host
Business host
24–29 Oct
24–29 Oct
£995
total
Show price breakdown
£995 total
Free cancellation
4.99 out of 5 average rating, 83 reviews
4.99 (83)
Top guest favourite
Guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
Business host
Business host
27 Oct – 1 Nov
27 Oct – 1 Nov
£1,030
total
Show price breakdown
£1,030 total
Free cancellation
4.98 out of 5 average rating, 49 reviews
4.98 (49)
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
£2,095
£1,823
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
Individual host
2–7 Sept
2–7 Sept
£1,536
£1,382
total
Show price breakdown
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Villa in Montecatini Val di Cecina
Belforti Tower
Business host
Business host
8–13 Sept
8–13 Sept
£2,168
total
Show price breakdown
£2,168 total
4.99 out of 5 average rating, 137 reviews
4.99 (137)
Guest favourite
Guest favourite
Villa in Monteroni d'Arbia
Panoramic villa in Crete Senesi, overlooking Siena.
Business host
Business host
27 Sept – 2 Oct
27 Sept – 2 Oct
£2,887
£2,365
total
Show price breakdown
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Home in Chiusdino
La Capanna: country house with magnificent view
Individual host
Individual host
3–8 Oct
3–8 Oct
£659
total
Show price breakdown
£659 total
4.92 out of 5 average rating, 84 reviews
4.92 (84)
Top guest favourite
Guest favourite
Home in Montaione
Cercis - La Palmierina
Individual host
Individual host
24–29 Oct
24–29 Oct
£914
total
Show price breakdown
£914 total
Free cancellation
4.96 out of 5 average rating, 145 reviews
4.96 (145)
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£1,123
£901
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
Business host
Business host
6–11 Sept
6–11 Sept
£2,153
total
Show price breakdown
£2,153 total
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Farm stay in Monteriggioni
Podere Casalino - Il Gatto
Business host
Business host
7–12 Sept
7–12 Sept
£1,010
total
Show price breakdown
£1,010 total
4.91 out of 5 average rating, 116 reviews
4.91 (116)
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
£2,394
total
Show price breakdown
£2,394 total
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
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