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Search results; Over 1,000 homes in Ossaia

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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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4.94 out of 5 average rating, 109 reviews
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Villa in Cortona
Villa Ivana - Cortona - Tuscany
Business host
24–31 Oct
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Guest favourite
Villa in Cortona
Agriturismo Henni panoramic pool sauna and jacuzzi
Business host
19–26 Oct
4.94 out of 5 average rating, 51 reviews
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Superhost
Farm stay in Cortona
Case Sant'Anna 18 beds
Business host
3–8 Oct
4.76 out of 5 average rating, 17 reviews
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Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
Individual host
6–11 Oct
5.0 out of 5 average rating, 96 reviews
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Top guest favourite
Villa in Pergaccio
Villa Pergo is an ancient charming country villa
Business host
29 Apr – 4 May
5.0 out of 5 average rating, 65 reviews
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Top guest favourite
Villa in Cortona
Villa Il Giardino di Diana (12 people)
Business host
17–24 Oct
4.96 out of 5 average rating, 48 reviews
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Top guest favourite
Holiday home in Tuoro sul Trasimeno
the oasis of the foxes
Individual host
10–15 Oct
5.0 out of 5 average rating, 97 reviews
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Top guest favourite
Villa in Bettolle
A Fairytale Wedding in Tuscany
Business host
1–6 Oct
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Apartment in Tuoro sul Trasimeno
Foscolo's Apartment
Individual host
10–15 Oct
4.97 out of 5 average rating, 119 reviews
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Flat in Cortona
Melody House Cortona: your holiday in harmony
Individual host
6–11 Oct
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Villa in Cortona
VILLA SERENA EXCLUSIVE
Business host
9–14 Oct
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Top guest favourite
Farm stay in Cortona
Villa in Cortona , large garden, pool with a view
Business host
3–10 Oct
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Flat in Cortona
Casa Ersilia Vacation
Individual host
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Cortona
Nello's, Villa with private SPA and pool
Business host
3–8 Oct
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Casalini
Cottage surrounded by nature
Individual host
11–18 Oct
4.99 out of 5 average rating, 111 reviews
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Villa in Pienza
Pennella | Private villa with panoramic pool
Business host
10–17 Oct
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Home in Cortona
Green Frames – Cortona
Individual host
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Villa in Arezzo
Coaching House
Individual host
5–10 Oct
5.0 out of 5 average rating, 67 reviews