Vacation rentals in Cortona, Italy - page 3

Carefully selected & verified rentals in Cortona, Italy
Check-in
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Check-out
31Jan2026Select 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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41-60 out of 125
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Casa Vacanze Beppina Cortona
2 adults
1 bedroom
1 bed
MapCity views in a quiet area31km
  • Private entrance for added privacy
  • Fully equipped kitchen available
  • Pet-friendly environment offered
  • Private entrance
  • Fully equipped kitchen
  • Pet-friendly
Modern hotel with unique city views and cycling activities
FromUS$ 132 /nightSelect
Tina'S House
Map300 yd from City Centre500 yd from Cortona s Cathedral Duomo
FromUS$ 67 /nightSelect
Stylish Apartment In The Historic Center Of Cortona
4 adults
2 bedrooms
2 beds
MapCentral close to the main square300m
  • Air-conditioned 2-bedroom apartment
  • Fully equipped kitchen available
  • Located in Cortona Old Town
  • Air conditioning
  • Fully equipped kitchen
  • Bike tours
Charming apartment accommodation in historical Cortona
FromUS$ 191 /nightSelect
Casa Marlene
4 adults
1 bedroom
2 beds
Map200 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 119 /nightSelect
Casa Coppi - Together In Tuscany
MapScenic views of the lake0m
  • Equipped kitchen with dishwasher and oven
  • Outdoor dining area with lake views
  • Concierge service and private check-in
  • Private entrance
  • Outdoor dining
  • Garden views
Hotel offering spacious apartments in picturesque Tuscany
FromUS$ 273 /nightSelect
Enjoy Tuscany - Flat In The Center Of Cortona
MapCortona Old Town district0m
  • Well-equipped kitchen for easy dining
  • Private terrace for relaxation outdoors
  • Air-conditioned rooms for comfort
  • Air Conditioning
  • Flat-screen TV
  • Private Entrance
Apartment-style hotel with modern amenities in Cortona
FromUS$ 159 /nightSelect
Balcone Fiorito, Nel Cuore Del Centro Storico Di Cortona
MapHistoric city center50m
  • Private check-in and check-out available
  • Equipped kitchen with essential appliances
  • Outdoor dining area with city views
  • Air conditioning
  • Flat-screen TV
  • Outdoor terrace
Hotel offering modern rooms in a historic setting
FromUS$ 176 /nightSelect
Il Dipinto - Together In Tuscany
MapClose to Terme di Montepulciano37km
  • Spacious three-bedroom apartment available
  • On-site bike tours and cooking classes
  • Concierge service for guest assistance
  • Air Conditioning
  • Car Rental
  • Concierge Service
Charming hotel offering a unique Tuscan experience
FromUS$ 195 /nightSelect
Signorelli House
6 adults
3 bedrooms
4 beds
MapLocated just in the center0m
  • Spacious three-bedroom family rooms
  • Private entrance for extra privacy
  • On-site bike rental service
  • Air conditioning
  • Flat-screen TV
  • Bicycle rental
Hotel featuring spacious family rooms with full kitchens
FromUS$ 574 /nightSelect
Casa Del Nonno Bingheri - L'Olivo
MapScenic countryside settingnot specified
  • Garden views from private terrace
  • Fully equipped kitchen available
  • Children's playground on site
  • Free parking
  • Air conditioning
  • Barbecue area
Hotel with private entrance and family-friendly features
FromUS$ 98 /nightSelect
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
Apartament Monastero
Map1.4 mi from City Centre1.1 mi from
FromUS$ 135 /nightSelect
Podere Marcigliano
The largest option:
6 adults
2 bedrooms
3 beds
MapQuiet countryside setting1.3km
  • Private pool with mountain views
  • Seasonal outdoor swimming pool
  • On-site cooking classes available
  • Outdoor pool
  • Cooking classes
  • Play area
Charming hotel with private pool and family facilities
FromUS$ 179 /nightSelect
Appartamento Luna
The largest option:
6 adults
2 bedrooms
3 beds
MapScenic views in Cortona1.5km
  • Free parking available on-site
  • Equipped kitchen in some rooms
  • Garden area for relaxation
  • Garden area
  • Equipped kitchen
  • Free parking
Apartment-style hotel offering unique local experiences
FromUS$ 195 /nightSelect
Panorama
6 adults
3 bedrooms
3 beds
MapNear Terme di Montepulciano37km
  • Mountain and lake views from rooms
  • Three bedrooms with private entrance
  • Air conditioning and flat-screen TV
  • Air Conditioning
  • Private Entrance
  • Flat-Screen TV
Hotel featuring picturesque views and spacious accommodations
FromUS$ 212 /nightSelect
"Casa Tarconte" Nel Cuore Di Cortona
4 adults
1 bedroom
2 beds
MapHistoric center of Cortona300m
  • Air-conditioned rooms with kitchen areas
  • Bicycle rental service available on-site
  • Located in a historic building
  • Bicycle Rental
  • Electric Kettle
  • Golf Course
Hotel offering modern living in a historic setting
FromUS$ 104 /nightSelect
Cortona Skyline Retreat
Map400 yd from City Centre100 yd from Duomo Arezzo
FromUS$ 253 /nightSelect
Il Giardino Di Adele - Together In Tuscany
Map100 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 135 /nightSelect

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Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room