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Search results; Over 1,000 homes in Siena

Top guest favourite
Farm stay in Siena
Authentic Tuscan Country House WITH A/C
1 bedroom, 1 bed, 2 private bathrooms
14–19 Jul
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4.97 out of 5 average rating, 315 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
21–26 Jul
Top guest favourite
Farm stay in Noce
Historic villa with private pool in Tuscany
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Nov
Guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Villa in Montevarchi
Designer Villa with Private Garden & Jacuzzi
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
4.96 out of 5 average rating, 105 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
4.99 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
27 Oct – 1 Nov
Guest favourite
Apartment in Castelnuovo Berardenga
Agriturismo Poggio Bonelli, 4 people apartment
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
Top guest favourite
Home in Castelnuovo Berardenga
Arceno di Sotto, Tuscany
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 3 bathrooms
7–12 Oct
Home in Poggibonsi
Le Casacce Farmhouse
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Jul
Top guest favourite
Villa in Impruneta
Villa with concierge service and heated pool
4.99 out of 5 average rating, 138 reviews, 6 bedrooms, 6 beds, 7 bathrooms
15–20 Aug
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
4.96 out of 5 average rating, 27 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Home in Barberino Tavarnelle
Infinity pool in Chianti area
5.0 out of 5 average rating, 130 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
4.97 out of 5 average rating, 71 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Oct
Top guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
4.99 out of 5 average rating, 278 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Nov