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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
27 Oct – 1 Nov
4.95 out of 5 average rating, 222 reviews
Top guest favourite
Farm stay in Chiusi
Breeder's Room - Triple room breakfast included
1 bedroom, 3 beds
7–12 Nov
5.0 out of 5 average rating, 106 reviews
Guest favourite
Farm stay in Cortona
Heritage Tuscan farmhouse with private pool
4 bedrooms, 5 beds
22–27 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
2 bedrooms, 2 beds
23–28 Aug
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Perugia
La Perla del Lago Holiday home on Lake Trasimeno
2 bedrooms, 2 double beds
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
11–16 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
2 bedrooms, 3 beds
22–27 Aug
4.99 out of 5 average rating, 110 reviews
Top guest favourite
Holiday home in Perugia
Villa Amici Apartment
1 bedroom, 2 beds
10–15 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Tuoro sul Trasimeno
Apartment in a period villa overlooking Lake Trasimeno
3 bedrooms, 4 beds
10–15 Sept
4.85 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Castiglion Fiorentino
Charming Cottage with Pool
2 bedrooms, 3 beds
26 Aug – 2 Sept
4.98 out of 5 average rating, 43 reviews
Holiday home in Cortona
Tuscan retreat near Cortona with pool
4 bedrooms, 4 beds
27 Aug – 3 Sept
New place to stay
Top guest favourite
Farm stay in Camucia
The Garden of Olives | Casa Ippocastano
2 bedrooms, 2 beds
4–9 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest house in Montefollonico
Casale Santa Barbara - Exclusive Apartment
1 bedroom, 1 bed
19–24 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Home in Passignano sul Trasimeno
Casale Toppello on Lake Trasimeno
3 bedrooms, 6 beds
20–25 Sept
4.98 out of 5 average rating, 63 reviews
Guest favourite
Farm stay in Cortona
Villa Le Celle Agritourism
4 bedrooms, 5 beds
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Superhost
Apartment in Castiglion Fiorentino
Pendici 15, ivy
1 double bed
6–11 Aug
New place to stay
Top guest favourite
Home in Cortona
Casa del Passerino
1 bedroom, 3 beds
1–6 Nov
4.94 out of 5 average rating, 223 reviews
Home in Cortona
Il Farinaio, by Interhome
6 bedrooms
22–29 Aug
5.0 out of 5 average rating, 4 reviews