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Search results; Over 1,000 homes in Simignano
Over 1,000 homes in Simignano
Top guest favourite
Guest favourite
Holiday home in loc. Simignano
Casa al Gianni - Oak
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
19–24 Sept
19–24 Sept
,
·
Business host
£1,203
£831
total
Show price breakdown
,
·
4.93 out of 5 average rating, 244 reviews
4.93 (244)
Superhost
Superhost
Holiday home in Sovicille
Exclusive Use TrueTuscanFarm PoolHottubAC Siena20P
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£4,722
total
Show price breakdown
£4,722 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
24–29 Oct
24–29 Oct
£996
total
Show price breakdown
£996 total
Free cancellation
4.99 out of 5 average rating, 83 reviews
4.99 (83)
Top guest favourite
Guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
Business host
29 Nov – 4 Dec
29 Nov – 4 Dec
£823
£741
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
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
£1,028
£813
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
£3,002
total
Show price breakdown
£3,002 total
New place to stay
New
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
£4,402
total
Show price breakdown
£4,402 total
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
£2,465
£2,081
total
Show price breakdown
4.98 out of 5 average rating, 217 reviews
4.98 (217)
Superhost
Superhost
Villa in Sovicille
Agriturismo La Villa - Chesnut & Olive Tree House
Business host
Business host
2–8 Oct
2–8 Oct
£3,843
total
Show price breakdown
£3,843 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Radicondoli
Leo's Romantic House
Business host
Business host
11–16 Sept
11–16 Sept
£2,260
£1,947
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 65 reviews
5.0 (65)
Top guest favourite
Guest favourite
Farm stay in Radicondoli
The cherry tree, Podere il giglio
Business host
Business host
26 Sept – 1 Oct
26 Sept – 1 Oct
£739
total
Show price breakdown
£739 total
5.0 out of 5 average rating, 33 reviews
5.0 (33)
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
£1,032
total
Show price breakdown
£1,032 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
£2,099
£1,826
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
18–23 Sept
18–23 Sept
£1,504
£1,354
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
£2,398
total
Show price breakdown
£2,398 total
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Villa in Tignano
Villa Isabella
Individual host
Individual host
20–25 Sept
20–25 Sept
£2,411
£1,991
total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 207 reviews
4.96 (207)
Guest favourite
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£1,126
£903
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
£2,142
total
Show price breakdown
£2,142 total
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
Business host
Business host
1–6 May
1–6 May
£3,248
total
Show price breakdown
£3,248 total
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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