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Search results; Over 1,000 homes in Cortona

Top guest favourite
Holiday home in Cortona
LETIZIA'S HOUSE
2 bedrooms, 3 beds, 1.5 private bathrooms
2–7 Aug
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4.94 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Cortona
Cortona’s Rooftop Nest
4.99 out of 5 average rating, 180 reviews, 3 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Cortona
Breathtaking views: Historic House w/Terrace & BBQ
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Cortona
Casa Primo Stylish-townhouse w/ patio & jetted tub
5.0 out of 5 average rating, 75 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Aug
Guest favourite
Holiday home in Cortona
Arianna's winery
4.9 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Flat in Cortona
Casa AlMa: air conditioning and private terrace
5.0 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Sept
Top guest favourite
Flat in Cortona
Cortona Shabby Chic House - independent & balcony-
4.97 out of 5 average rating, 415 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Cortona
I Terrazzini apt.1
4.97 out of 5 average rating, 178 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Flat in Cortona
Luna Apartment
4.98 out of 5 average rating, 53 reviews, 2 bedrooms, 4 beds, 2 bathrooms
12–17 Aug
Flat in Cortona
Cortona Skyline Retreat
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Farm stay in Montepulciano
Rural Tuscany | Family farmstay with restaurant
4.96 out of 5 average rating, 114 reviews, 3 bedrooms, 5 beds, 3 bathrooms
6–11 Nov
Top guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
5.0 out of 5 average rating, 95 reviews, 5 bedrooms, 8 beds, 4 bathrooms
20–25 Sept
Home in Cortona
Tower Garden
4 bedrooms, 4 beds, 4 bathrooms
1–6 Aug
Guest favourite
Home in Cortona
Villa Bellora | Pool & Panoramic Views | Cortona
4.91 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
Home in Cortona
Relais Tosca Slow and Rural Life
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Apartment in Cortona
Chicca: Cortona's historic center
4.99 out of 5 average rating, 218 reviews, 1 bedroom, 2 beds, 2 bathrooms
13–18 Oct
Top guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
Top guest favourite
Flat in Cortona
The window on the Theater
4.98 out of 5 average rating, 60 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Flat in Cortona
Casa Nobile
4.91 out of 5 average rating, 58 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Aug