Vacation rentals in Cortona, Italy - page 2

Carefully selected & verified rentals in Cortona, Italy
Check-in
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Check-out
07Dec2025Select date
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 132
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Casa Del Loggiato Apartment Cortona
2 adults
1 bedroom
1 bed
Map200 m from City Centre200 m from Cortona s Cathedral Duomo
FromUS$ 117 /nightSelect
La Finestra Sul Teatro Apartment Cortona
4 adults
2 bedrooms
2 beds
MapRight in the center of town0m
  • Air-conditioned spacious rooms
  • Fully equipped kitchen available
  • City views from property
  • Fully equipped kitchen
  • City views
  • Air conditioning
Hotel with city views and fully equipped kitchen
FromUS$ 140 /nightSelect
Villa Il Trebbio
The largest option:
6 adults
3 bedrooms
3 beds
Map5.1 km from City Centre1.6 km from Terontola Stazione
FromUS$ 196 /nightSelect
Casa Biagiotti
8 adults
3 bedrooms
5 beds
MapNearby hiking trails300m
  • Private pool with mountain view
  • Family-friendly indoor play area
  • Outdoor dining with barbecue facilities
  • Private pool
  • Indoor play area
  • Outdoor dining
Hotel with private pool and family-friendly amenities
FromUS$ 183 /nightSelect
La Nicchia - Serena Tuscany Homes
3 adults
1 bedroom
2 beds
MapClose to town hall200m
  • Private entrance for added privacy
  • Equipped kitchenette in each room
  • Historic building with city views
  • Flat-screen TV
  • Private entrance
  • Paid airport shuttle
Charming hotel in a historic building with city views
FromUS$ 150 /nightSelect
Casa Erica
Map100 m from City Centre300 m from Cortona s Cathedral Duomo
FromUS$ 137 /nightSelect
Cortona'S Rooftop Nest
4 adults
3 bedrooms
3 beds
MapClose to city center300m
  • Stunning city views from spacious terrace
  • Charming historic building ambiance
  • Private entrance for added privacy
  • Flat-screen TV
  • Fully equipped kitchen
  • Private balcony
Rooftop apartment offering stunning views and privacy
FromUS$ 177 /nightSelect
Terrazza Silena, Centro Storico Con Vista Cortona!
MapHilltop vantage point0m
  • Terrace with city views
  • Outdoor dining area
  • Equipped kitchen available
  • Air conditioning
  • Flat-screen TV
  • Outdoor seating
Hotel with stunning views and modern amenities
FromUS$ 126 /nightSelect
Magnolia
Map1.2 km from City Centre900 m from Duomo Arezzo
FromUS$ 138 /nightSelect
Casa Luna, Il Cuore Di Cortona!
4 adults
2 bedrooms
2 beds
MapExplore cycling trails300m
  • Recently renovated spacious rooms
  • Two living areas for relaxation
  • Private entrance for added privacy
  • Private entrance
  • Two living areas
  • Cycling activities
Hotel with fully equipped kitchen and relaxing ambiance
FromUS$ 102 /nightSelect
Casa Quintani
The largest option:
2 adults
1 bedroom
1 bed
MapCentral Cortona access200m
  • Historic building with private entrance
  • Fully equipped kitchens in each room
  • 24-hour security and express check-in
  • Private entrance
  • Express check-in
  • Fully equipped kitchens
Hotel offering historic charm and modern amenities
FromUS$ 111 /nightSelect
Casa Dei Pini
The largest option:
6 adults
3 bedrooms
4 beds
MapTuscany region with city views29km
  • Seasonal outdoor pool with a view
  • Family-friendly picnic area available
  • Pets allowed for your convenience
  • Seasonal pool
  • Picnic area
  • Children's playground
Hotel offering family-friendly activities and scenic views
FromUS$ 167 /nightSelect
La Terrazza - Together In Tuscany
Map100 m from City Centre300 m from Cortona s Cathedral Duomo
FromUS$ 183 /nightSelect
Casa Mia A Cortona
3 adults
1 bedroom
2 beds
MapHistoric town center300m
  • On-site spa with various massage options
  • Engaging activities like bike tours and hiking
  • Located in the heart of the town
  • On-site spa
  • Massage services
  • Cultural tours
Charming hotel offering wellness and cultural activities
FromUS$ 177 /nightSelect
Casa Teatro
3 adults
1 bedroom
2 beds
MapCharming Cortona city views300m
  • Well-equipped kitchen for self-catering
  • Private entrance for added privacy
  • Soundproofing ensures a quiet stay
  • Flat-screen TV
  • Air conditioning
  • Private entrance
Hotel offering self-catering rooms with privacy
FromUS$ 108 /nightSelect
Casa Nobile - Together In Tuscany
MapCentrally located near attractions300m
  • Spacious rooms with city views
  • Fully equipped kitchen available
  • On-site car rental service offered
  • Car rental
  • Flat-screen TV
  • Hiking opportunities
Hotel featuring well-equipped rooms in Tuscan city
FromUS$ 187 /nightSelect
Raggi Di Sole
6 adults
2 bedrooms
2 beds
MapIn the heart of the village200m
  • On-site Italian restaurant available
  • Tennis equipment for guests' use
  • Located in the heart of Cortona
  • Tennis Court
  • On-site Bar
  • Private Entrance
Hotel offering rich history and leisure activities
FromUS$ 181 /nightSelect
Noi Due A Cortona
MapNearby cultural attractions30km
  • Air-conditioned rooms with city views
  • Kitchen equipped with cookware and utensils
  • Pet-friendly, non-smoking property
  • Air conditioning
  • Flat-screen TV
  • Kitchen facilities
Fully equipped hotel for leisure travelers in Cortona
FromUS$ 123 /nightSelect
Casa Vacanze Papa Giuseppe
MapNear Terme di Montepulciano30km
  • Seasonal outdoor swimming pool
  • Family-friendly rooms available
  • Private garden and parking
  • Outdoor pool
  • Private parking
  • Fully equipped kitchen
Hotel with private pool and family-oriented amenities
FromUS$ 105 /nightSelect
Domus Ghibellinae - Il Cantico
The largest option:
3 adults
1 bedroom
2 beds
MapScenic valley surroundings300m
  • Rooms with lake views available
  • Family-friendly apartment options
  • Equipped kitchen for self-catering
  • Air conditioning
  • Family rooms
  • Private entrance
Stylish hotel offering family-oriented lodging in Cortona
FromUS$ 116 /nightSelect

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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room