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Search results; Over 1,000 homes in Simignano
Over 1,000 homes in Simignano
Photo 1 of 29
Top guest favourite
Guest favourite
Farm stay in Simignano
Casa al Gianni - Fig
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
21–26 Oct
21–26 Oct
,
·
Business host
£1,318
£909 total
Show price breakdown
,
·
4.92 out of 5 average rating, 289 reviews
4.92 (289)
Photo 1 of 29
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
£1,028 total
Show price breakdown
£1,028 total
Free cancellation
4.99 out of 5 average rating, 85 reviews
4.99 (85)
Photo 1 of 29
Superhost
Superhost
Holiday home in Sovicille
Exclusive Use TrueTuscanFarm PoolHottubAC Siena20P
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£4,701 total
Show price breakdown
£4,701 total
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 27
Guest favourite
Guest favourite
Villa in Radicondoli
Fabulous Villa in the heart of Tuscany
Business host
Business host
24–29 Sept
24–29 Sept
£1,822 total
Show price breakdown
£1,822 total
4.97 out of 5 average rating, 66 reviews
4.97 (66)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
Individual host
30 Oct – 4 Nov
30 Oct – 4 Nov
£557 total
Show price breakdown
£557 total
Free cancellation
4.92 out of 5 average rating, 389 reviews
4.92 (389)
Photo 1 of 29
Villa in Radicondoli
Villa Le Bolli, a holiday to be loved
Business host
Business host
2–7 Nov
2–7 Nov
£10,312 total
Show price breakdown
£10,312 total
Free cancellation
Photo 1 of 29
Guest favourite
Guest favourite
Farm stay in Sovicille
Tuscan Villa: Pool, Hot Tub, 4bd, A/C, Wi-Fi, Siena
Business host
Business host
21–26 Oct
21–26 Oct
£4,383 total
Show price breakdown
£4,383 total
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Flat in Pievescola
TuscanView 360: 3 bedr, 2 baths, free parking
Individual host
Individual host
9–14 Oct
9–14 Oct
£800
£666 total
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Extended stay discount
4.96 out of 5 average rating, 149 reviews
4.96 (149)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Colle di Val d'Elsa
Florence & Siena • Terrace • Private Parking • A/C
Individual host
Individual host
27 Oct – 1 Nov
27 Oct – 1 Nov
£918
£780 total
Show price breakdown
Extended stay discount
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Photo 1 of 21
Top guest favourite
Guest favourite
Apartment in Sovicille
Spacious home in Tuscan countryside 10min to Siena
Individual host
Individual host
23–29 Sept
23–29 Sept
£639
£557 total
Show price breakdown
Free cancellation
4.94 out of 5 average rating, 177 reviews
4.94 (177)
Photo 1 of 29
Top guest favourite
Guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Oct
23–28 Oct
£1,331 total
Show price breakdown
£1,331 total
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Photo 1 of 17
Guest favourite
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
Individual host
Individual host
16–21 Oct
16–21 Oct
£427
£363 total
Show price breakdown
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
16–21 Sept
16–21 Sept
£2,988 total
Show price breakdown
£2,988 total
New place to stay
New
Photo 1 of 29
Guest favourite
Guest favourite
Farm stay in Siena
"Annarosa" Apartment on Chianti hills
Business host
Business host
10–15 Mar
10–15 Mar
£906 total
Show price breakdown
£906 total
Free cancellation
4.87 out of 5 average rating, 55 reviews
4.87 (55)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
Individual host
30 Oct – 4 Nov
30 Oct – 4 Nov
£528
£461 total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 472 reviews
4.99 (472)
Photo 1 of 29
Top guest favourite
Guest favourite
Farm stay in Monteroni d'Arbia
The Arches of Corsanello | Apt "Siena" x 3
Business host
Business host
30 Oct – 4 Nov
30 Oct – 4 Nov
£539 total
Show price breakdown
£539 total
Free cancellation
4.97 out of 5 average rating, 77 reviews
4.97 (77)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Siena
Podere Piazza house with panoramic view
Individual host
Individual host
1–6 Dec
1–6 Dec
£954 total
Show price breakdown
£954 total
Free cancellation
4.97 out of 5 average rating, 196 reviews
4.97 (196)
Photo 1 of 11
Top guest favourite
Guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
Business host
Business host
27 Oct – 1 Nov
27 Oct – 1 Nov
£557 total
Show price breakdown
£557 total
Free cancellation
5.0 out of 5 average rating, 90 reviews
5.0 (90)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Siena
[NEW!] Renovated, a stone's throw from the centre!
Individual host
Individual host
5–10 Nov
5–10 Nov
£417 total
Show price breakdown
£417 total
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
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