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Search results; Over 1,000 homes in Simignano
Over 1,000 homes in Simignano
Top guest favourite
Guest favourite
Farm stay in Simignano
Casa al Gianni - Hut
1 bedroom
,
·
1 bed
,
·
1 private bathroom
12–17 Nov
12–17 Nov
,
·
Business host
£861
£620
total
Show price breakdown
,
·
4.93 out of 5 average rating, 292 reviews
4.93 (292)
Top guest favourite
Guest favourite
Farm stay in Simignano
Casa al Gianni - Fig
Business host
Business host
21–26 Oct
21–26 Oct
£1,321
£911
total
Show price breakdown
Extended stay discount
Free cancellation
4.92 out of 5 average rating, 289 reviews
4.92 (289)
Superhost
Superhost
Holiday home in Sovicille
Exclusive Use TrueTuscanFarm PoolHottubAC Siena20P
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£4,711
total
Show price breakdown
£4,711 total
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
Business host
Business host
10–15 Oct
10–15 Oct
£1,030
total
Show price breakdown
£1,030 total
Free cancellation
4.99 out of 5 average rating, 85 reviews
4.99 (85)
Top guest favourite
Guest favourite
Flat in Ancaiano
Tower house in the countryside with sensory shower
Individual host
Individual host
10–15 Nov
10–15 Nov
£492
total
Show price breakdown
£492 total
Free cancellation
4.98 out of 5 average rating, 119 reviews
4.98 (119)
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
£1,822
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,995
total
Show price breakdown
£2,995 total
New place to stay
New
Top guest favourite
Guest favourite
Villa in Radicondoli
Leo's Romantic House
Business host
Business host
21–26 Sept
21–26 Sept
£1,991
£1,643
total
Show price breakdown
5.0 out of 5 average rating, 66 reviews
5.0 (66)
Top guest favourite
Guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
Business host
21–26 Nov
21–26 Nov
£824
£739
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Top guest favourite
Guest favourite
Cottage in Barberino Tavarnelle
Stone House with Exclusive Pool Codilungo in Chianti
Individual host
Individual host
6–11 Oct
6–11 Oct
£2,291
total
Show price breakdown
£2,291 total
Free cancellation
4.98 out of 5 average rating, 218 reviews
4.98 (218)
Guest favourite
Guest favourite
Villa in Siena
Elf's Hut - Elf's Hut
Business host
Business host
26 Sept – 1 Oct
26 Sept – 1 Oct
£2,816
£2,561
total
Show price breakdown
Extended stay discount
4.97 out of 5 average rating, 60 reviews
4.97 (60)
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
£1,029
total
Show price breakdown
£1,029 total
Free cancellation
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Top guest favourite
Guest favourite
Farm stay in Gaiole in Chianti
La Pieve - the house next to the church
Business host
Business host
13–18 Nov
13–18 Nov
£2,139
£1,117
total
Show price breakdown
Extended stay discount
Free cancellation
4.97 out of 5 average rating, 116 reviews
4.97 (116)
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
Individual host
16–21 Sept
16–21 Sept
£609
total
Show price breakdown
£609 total
4.92 out of 5 average rating, 389 reviews
4.92 (389)
Top guest favourite
Guest favourite
Villa in Tignano
Villa Isabella
Individual host
Individual host
20–25 Sept
20–25 Sept
£1,971
total
Show price breakdown
£1,971 total
4.96 out of 5 average rating, 209 reviews
4.96 (209)
Top guest favourite
Guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
Individual host
28 Oct – 2 Nov
28 Oct – 2 Nov
£1,406
£1,226
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Apartment in Siena
Luxury penthouse with a view of Piazza del Campo
Individual host
Individual host
25–30 Oct
25–30 Oct
£3,238
total
Show price breakdown
£3,238 total
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Top guest favourite
Guest favourite
Farm stay in Sovicille
Exclusive use of the farmhouse, swimming pool, en-suite rooms, A/C
Business host
Business host
3–8 Oct
3–8 Oct
£2,246
£2,035
total
Show price breakdown
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Apartment in Noce
Historic 17th-century villa in Chianti, Tuscany
Business host
Business host
11–16 Nov
11–16 Nov
£1,117
£862
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 222 reviews
5.0 (222)
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