Search results; Over 1,000 homes in Siena

Guest favourite
Villa in Siena
XIII Century Tower with Private Panoramic Pool
5 bedrooms, 6 beds, 4 private bathrooms
27 Oct – 1 Nov
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4.8 out of 5 average rating, 291 reviews
Top guest favourite
Apartment in Siena
Luxury Penthouse with a View of Piazza del Campo
3 bedrooms, 3 beds
21–26 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
2 bedrooms, 2 beds
18–23 Jul
5.0 out of 5 average rating, 10 reviews
Guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds
24–29 Jul
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds
5–10 Jul
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds
4–9 Oct
4.96 out of 5 average rating, 105 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
2 bedrooms, 2 beds
4–9 Nov
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Apartment in Noce
Ancient 17th-century farm in Chianti, Tuscany
1 bedroom, 2 beds
21–26 Sept
5.0 out of 5 average rating, 207 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
3 bedrooms, 4 beds
17–22 Oct
4.99 out of 5 average rating, 89 reviews
Top guest favourite
Farm stay in Siena
Authentic Tuscan Country House WITH A/C
1 bedroom, 1 double bed
14–19 Jul
4.97 out of 5 average rating, 316 reviews
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds
17–22 Aug
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Montebenichi
[Little Escape] 4 Beds + Private Panoramic Pool
2 bedrooms, 2 double beds
20–25 Aug
5.0 out of 5 average rating, 71 reviews
Top guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms, 4 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Villa in Impruneta
Villa with concierge service and heated pool
6 bedrooms, 6 beds
15–20 Aug
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds
16–21 Oct
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
2 bedrooms, 6 beds
22–27 Sept
4.99 out of 5 average rating, 68 reviews