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
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 4 bathrooms
21–26 Jul
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
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
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
5.0 out of 5 average rating, 92 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Nov
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 3 bathrooms
24–29 Jul
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
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 Siena
Authentic Tuscan Country House WITH A/C
4.97 out of 5 average rating, 316 reviews, 1 bedroom, 1 bed, 2 bathrooms
14–19 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
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
4.99 out of 5 average rating, 89 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
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
1–6 Sept
Top guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
4.96 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
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
Flat in San Gusmè
Beautiful medieval village!!!
4.99 out of 5 average rating, 459 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Oct
Top guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 4 beds, 3 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Montebenichi
[Little Escape] 4 Beds + Private Panoramic Pool
5.0 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Aug
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