Vacation rentals in Cortona, Italy - page 2

Carefully selected & verified rentals in Cortona, Italy
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Rooms and Guests2 Guests, 1 Room
Cortona showcases stunning sites like Fortezza Medicea, the Diocesan Museum, and the beautiful Piazza della Repubblica. Within this charming town, you'll find diverse vacation rentals, ranging from cozy stone cottages to elegant villas. Each spot offers local experiences and breathtaking views of the Tuscan countryside. Explore curated selections of thoughtfully picked accommodations with top amenities and excellent reviews. To book your stay, consider timing your visit in spring or fall when crowds are lighter, and public transport makes city navigation simple.
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21-40 out of 141
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  • Price: high to low
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  • Popularity: high to low
7.8
Very good
Cortona Shabby Chic House Apartment
3 adults
1 bedroom
2 beds
Map400 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 133 /nightSelect
Cortona'S Rooftop Nest
4 adults
3 bedrooms
3 beds
Map300 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 211 /nightSelect
Casa Dei Pini
The largest option:
6 adults
3 bedrooms
4 beds
Map6.6 mi from City Centre
FromUS$ 167 /nightSelect
Appartamento Il Loggiato
4 adults
1 bedroom
2 beds
Map200 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 94 /nightSelect
9.2
Perfect
Casa Luna, Il Cuore Di Cortona!
4 adults
2 bedrooms
2 beds
Map200 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 173 /nightSelect
8.0
Great
Casa Biagiotti
8 adults
3 bedrooms
5 beds
Map1.1 mi from City Centre1700 yd from Duomo Arezzo
FromUS$ 183 /nightSelect
Casa Della Rosa
Map100 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 100 /nightSelect
La Casa Della Campana
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 177 /nightSelect
7.8
Very good
Il Giardino Degli Ulivi
The largest option:
4 adults
2 bedrooms
3 beds
Map2.0 mi from City Centre1.1 mi from
FromUS$ 171 /nightSelect
7.8
Very good
Appartamenti Belvedere
The largest option:
4 adults
2 bedrooms
2 beds
Map100 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 110 /nightSelect
Casa Sofia - Together In Tuscany
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 151 /nightSelect
8.4
Great
Giardino Di Sara
The largest option:
4 adults
1 bedroom
2 beds
Map2.7 mi from City Centre700 yd from
FromUS$ 108 /nightSelect
Magnolia
Map1300 yd from City Centre1000 yd from Duomo Arezzo
FromUS$ 138 /nightSelect
Noi Due A Cortona
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 123 /nightSelect
Casa Quintani
The largest option:
2 adults
1 bedroom
1 bed
Map300 yd from City Centre100 yd from Cortona s Cathedral Duomo
FromUS$ 87 /nightSelect
B&B Cortona Suite - Together In Tuscany
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 100 /nightSelect
La Terrazza - Together In Tuscany
Map100 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 183 /nightSelect
Casa Nobile - Together In Tuscany
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 187 /nightSelect
Signorelli House
6 adults
3 bedrooms
4 beds
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 574 /nightSelect
Balcone Fiorito, Nel Cuore Del Centro Storico Di Cortona
Map400 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 179 /nightSelect

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Check-in
30Apr2026Select date
Check-out
01May2026Select date
Rooms and Guests2 Guests, 1 Room