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Search results; Over 1,000 homes in Ossaia

Guest favourite
Home in Ossaia
700 year old restored tuscan home
2 bedrooms, 2 beds, 2 private bathrooms
21–26 Nov
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4.93 out of 5 average rating, 106 reviews
Top guest favourite
Farm stay in Montepulciano
Separate room, between Cortona and Montepulciano
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 222 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 32 reviews
Guest favourite
Serviced apartment in Cortona
Beautifully Restored 3 Bedroom Barn
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Perugia
La Perla del Lago Holiday home on Lake Trasimeno
2 bedrooms, 2 double beds, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 202 reviews
Guest favourite
Home in Cortona
House in farmhouse with amazing views
2 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Farm stay in Chiusi
Breeder's Room - Triple room breakfast included
1 bedroom, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 105 reviews
Superhost
Apartment in Castiglion Fiorentino
Pendici 15, ivy
1 double bed, 1 bathroom
4–9 Aug
New place to stay
Guest favourite
Farm stay in Cortona
Heritage Tuscan farmhouse with private pool
4 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Camucia
The Garden of Olives | Casa Ippocastano
2 bedrooms, 2 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 24 reviews
Superhost
Farm stay in Cortona
Case Sant'Anna 18 beds
9 bedrooms, 12 beds, 8 bathrooms
3–8 Oct
4.76 out of 5 average rating, 17 reviews
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed, 1 bathroom
19–24 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Holiday home in Perugia
Villa Amici Apartment
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Cortona
Casa del Passerino
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 223 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.99 out of 5 average rating, 110 reviews
Holiday home in Cortona
Tuscan retreat near Cortona with pool
4 bedrooms, 4 beds, 3 bathrooms
27 Aug – 3 Sept
New place to stay
Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds, 1 bathroom
8–13 Sept
Top guest favourite
Flat in Cortona
Casa Sofia
1 bedroom, 1 double bed, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 42 reviews