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Search results; Over 1,000 homes in Casetta

Top guest favourite
Apartment in Casetta
The Crete
1 bedroom, 2 beds, 1 private bathroom
22–27 Sept
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4.87 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Asciano
Belvedere apartment in farmhouse with swimming pool
3 bedrooms, 5 beds, 2 bathrooms
9–14 Oct
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in Ponte a Bozzone
The tranquility of the Geggiano forest
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Villa in Bettolle
A Fairytale Wedding in Tuscany
9 bedrooms, 9 queen beds, 9.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
2 bedrooms, 3 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Arbia
"at Casa del Galle"
1 double bed, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 390 reviews
Home in Siena
PodereCasello Estate of Vico d'Arbia Siena
5 bedrooms, 8 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms, 3 beds, 2.5 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 85 reviews
Superhost
Flat in Siena
Tiziana: Charming Stay on Winery Estate
3 bedrooms, 4 beds, 3 bathrooms
10–15 Sept
Guest favourite
Flat in Asciano
Ground floor apartment with shared pool in the countryside
3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Oct
4.92 out of 5 average rating, 36 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 54 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 471 reviews
Superhost
Flat in Ampugnano
Villa Fausta Apartment
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Sept
New place to stay
Top guest favourite
Cottage in Villa A Sesta
CASA MARIA
2 bedrooms, 3 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
30 Oct – 4 Nov
4.92 out of 5 average rating, 386 reviews
Top guest favourite
Farm stay in Sovicille
Exclusive use of the farmhouse, swimming pool, en-suite rooms, A/C
4 bedrooms, 5 beds, 4 bathrooms
3–8 Oct
5.0 out of 5 average rating, 30 reviews
Flat in Siena
La Papessa: next piazza del Campo, wi fi, ac, view
2 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
New place to stay
Flat in Arbia
GuestHost - Minuetto Apartment with parking
2 bedrooms, 2 double beds, 2 bathrooms
27 Sept – 2 Oct
4.2 out of 5 average rating, 5 reviews