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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, 316 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, 15 reviews
Top guest favourite
Home in Monteroni d'Arbia
Discover Tuscany • Peaceful Country Retreat
2 bedrooms, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms, 3 king beds, 3 bathrooms
24–29 Jul
5.0 out of 5 average rating, 9 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
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 28 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, 43 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Flat in Siena
Terrace on the walls of Siena - Casa Laura
2 bedrooms, 2 beds, 2 bathrooms
4–9 Nov
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 105 reviews
Top guest favourite
Apartment in Noce
Ancient 17th-century farm in Chianti, Tuscany
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 207 reviews
Top guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
3 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.99 out of 5 average rating, 89 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, 71 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, 29 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
Guest favourite
Flat in Pievescola
TuscanView 360: 3 bedr, 2 baths, free parking
3 bedrooms, 4 beds, 2 bathrooms
4–9 Jul
4.97 out of 5 average rating, 147 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, 105 reviews
Top guest favourite
Home in Greve in Chianti
Original Tuscan Experience in the Heart of Chianti
3 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 18 reviews