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Search results; Over 1,000 homes in Siena

Top guest favourite
Flat in Siena
Domus Nannini - L'Angolo di Paradiso Spa (Spa)
2 bedrooms, 3 beds, 2 private bathrooms
6–11 Sept
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4.94 out of 5 average rating, 141 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds, 4 bathrooms
21–26 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
13–18 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Farm stay in Noce
Historic villa with private pool in Tuscany
2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 31 reviews
Guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 105 reviews
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
New place to stay
Top guest favourite
Farm stay in Siena
Authentic Tuscan Country House WITH A/C
1 bedroom, 1 double bed, 2 bathrooms
14–19 Jul
4.97 out of 5 average rating, 315 reviews
Top guest favourite
Home in Montebenichi
[Little Escape] 4 Beds + Private Panoramic Pool
2 bedrooms, 2 double beds, 1.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Tuscan Luxury Villa • Natural Pool Relax Privacy
2 bedrooms, 3 beds, 2 bathrooms
8–14 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
6 bedrooms, 7 beds, 6.5 bathrooms
26–31 Jul
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
2 bedrooms, 5 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 329 reviews
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 104 reviews
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 129 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds, 3 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Villa a Sesta
Raffaella's House in Chianti
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.99 out of 5 average rating, 468 reviews