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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, 107 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
Home in Cortona
"Casa Elisa", house with swimming pool at the foot of Cortona
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
4.97 out of 5 average rating, 71 reviews
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 53 reviews
Home in Cortona
Relais Tosca Slow and Rural Life
2 bedrooms, 2 double beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 3 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, 33 reviews
Top guest favourite
Villa in Monte San Savino
Villa Tonacato - Charming Villa with private pool
4 bedrooms, 4 double beds, 4 bathrooms
9–14 Sept
4.99 out of 5 average rating, 105 reviews
Top guest favourite
Villa in Sarteano
Stone farmhouse in Val D'Orcia
5 bedrooms, 9 beds, 6 bathrooms
6–11 Sept
4.97 out of 5 average rating, 157 reviews
Guest favourite
Serviced apartment in Cortona
Beautifully Restored 3 Bedroom Barn
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Montepulciano
Spacious Tuscan Home – 2 Connected Apts, 4BR/4BA
4 bedrooms, 8 beds, 4 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
3 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 187 reviews
Top guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
4 bedrooms, 4 queen beds, 4 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 67 reviews
Guest favourite
Villa in Cortona
Agriturismo Henni panoramic pool sauna and jacuzzi
6 bedrooms, 7 beds, 7.5 bathrooms
19–26 Oct
4.94 out of 5 average rating, 50 reviews
Top guest favourite
Villa in Lisciano Niccone
Villa San Martino, on the Tuscany/ Umbria border
6 bedrooms, 7 beds, 4 bathrooms
12–17 Sept
4.89 out of 5 average rating, 57 reviews
Home in Cortona
Tower Garden
4 bedrooms, 4 queen beds, 4 bathrooms
26–31 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Chianciano Terme
Charming Tuscan Villa with View forFamily&Friends
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
4.97 out of 5 average rating, 128 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
Cottage in Cortona
Beautiful villa's apartment w pool
3 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
4.63 out of 5 average rating, 16 reviews
Top guest favourite
Home in Passignano sul Trasimeno
Casale Toppello on Lake Trasimeno
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.98 out of 5 average rating, 64 reviews