Vacation rentals in Cortona, Italy - page 5

Carefully selected & verified rentals in Cortona, Italy
Check-in
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Check-out
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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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81-100 out of 132
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Casa Franci Apartment Cortona
6 adults
2 bedrooms
3 beds
Map100 m from City Centre300 m from Cortona s Cathedral Duomo
FromUS$ 222 /nightSelect
La Piccina Apartment Cortona
MapCortona Old Town district50m
  • Air-conditioned two-bedroom apartment
  • Fully equipped kitchen available
  • Pets allowed for a comfortable stay
  • Air conditioning
  • Fully equipped kitchen
  • Pets allowed
Hotel featuring charming apartments in historic Cortona
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Cortona Charme
MapBeautiful surrounding countryside300m
  • Wellness spa with diverse treatments
  • Live music and themed dinner nights
  • Convenient bike and car rentals
  • On-site Spa
  • Fitness Centre
  • Live Music
Charming hotel with wellness services and local activities
FromUS$ 257 /nightSelect
'Under The Tuscan Sun' - Beautiful Apartment With Swimming Pool Near Cortona
Map2.2 km from City Centre1.8 km from
FromUS$ 134 /nightSelect
Casa Samuela - Together In Tuscany
MapNearby Terme di Montepulciano37km
  • Spacious rooms with terrace
  • Fully equipped kitchen
  • On-site bike tours and hiking
  • Air conditioning
  • Flat-screen TV
  • Vip check-in
Hotel featuring self-contained rooms in scenic Tuscany
FromUS$ 183 /nightSelect
Casa Annateresa
2 adults
1 bedroom
1 bed
MapCortona's scenic countryside1km
  • Air-conditioned apartment with modern amenities
  • Fully equipped kitchen for self-catering guests
  • Non-smoking property promoting a healthy stay
  • Air conditioning
  • Dishwasher
  • Coffee machine
Hotel offering comfortable apartments in scenic Cortona
FromUS$ 145 /nightSelect
Villa Montanare - Romantic Escape Tuscany
The largest option:
4 adults
1 bedroom
2 beds
MapNear cultural attractions39km
  • On-site spa and wellness options available
  • Outdoor pool with stunning mountain views
  • Fully equipped rooms with kitchen facilities
  • Outdoor pool
  • On-site spa
  • Fully equipped kitchen
Charming hotel featuring wellness amenities and mountain views
FromUS$ 668 /nightSelect
La Casa Di Lucia
4 adults
2 bedrooms
2 beds
Map400 m from City Centre200 m from Cortona s Cathedral Duomo
FromUS$ 311 /nightSelect
Casa San Michelangelo
4 adults
2 bedrooms
2 beds
Map300 m from City Centre500 m from Cortona s Cathedral Duomo
FromUS$ 160 /nightSelect
Appartamento Suite Imperiale
2 adults
1 bedroom
1 bed
Map100 m from City Centre300 m from Cortona s Cathedral Duomo
FromUS$ 174 /nightSelect
Palazzo Petrella
The largest option:
7 adults
2 bedrooms
4 beds
MapNear Piazza Grande30km
  • Historic building with modern rooms
  • On-site restaurant and bar available
  • Activities include cycling and hiking
  • Air Conditioning
  • In-Room Breakfast
  • Pet Friendly
Charming hotel with scenic mountain views and activities
FromUS$ 344 /nightSelect
L'Antico Lavatoio
2 adults
1 bedroom
1 bed
MapCortona Old Town district0m
  • Air-conditioned rooms with outdoor dining
  • Fully equipped kitchen and living area
  • Shared lounge for guest relaxation
  • Outdoor dining
  • Equipped kitchen
  • Shared lounge
Charming apartment hotel with great amenities
FromUS$ 168 /nightSelect
Nice Apartment In Cortona Ar With Wifi
4 adults
2 bedrooms
2 beds
MapClose to Piazza Grande27km
  • Outdoor swimming pool available on site
  • Equipped with a full kitchen
  • Horseback riding available nearby
  • Outdoor pool
  • Free parking
  • Air conditioning
3-Star hotel featuring private entrance and amenities
FromUS$ 316 /nightSelect
Cegliolo 2
4 adults
2 bedrooms
2 beds
MapNearby Magione Motorspeedway36km
  • Outdoor swimming pool for relaxation
  • Horseback riding on-site for adventure
  • Air-conditioned rooms with private entrances
  • Outdoor pool
  • Horse riding
  • Private parking
Charming hotel with outdoor pool and unique activities
FromUS$ 165 /nightSelect
Cegliolo 9
2 adults
1 bedroom
1 bed
MapNearby Magione Motorspeedway36km
  • Outdoor swimming pool available
  • Air-conditioned rooms with privacy
  • Horseback riding on-site
  • Outdoor pool
  • Horse riding
  • Free parking
Charming hotel with outdoor pool and horse riding
FromUS$ 191 /nightSelect
Girasole
4 adults
2 bedrooms
2 beds
MapScenic views of Tuscan countryside27km
  • Inviting outdoor swimming pool
  • Private entrance for added seclusion
  • Fully equipped kitchen for self-catering
  • Outdoor pool
  • Free parking
  • Air conditioning
Hotel featuring private apartments and outdoor pool
FromUS$ 187 /nightSelect
La Casa Del Fattore
Map7.4 km from City Centre
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Via Roma 39
Map300 m from City Centre100 m from Cortona s Cathedral Duomo
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Terrazzino Margherita
Map400 m from City Centre200 m from Cortona s Cathedral Duomo
FromUS$ 79 /nightSelect
Le Casine
Map5.5 km from City Centre2.5 km from
FromUS$ 156 /nightSelect

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