Vacation rentals in Cortona, Italy - page 3

Carefully selected & verified rentals in Cortona, Italy
Check-in
19Oct2025Select date
Check-out
20Oct2025Select 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 135
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Antica Cortona Apartment
The largest option:
4 adults
1 bedroom
2 beds
MapNear Terme di Montepulciano38km
  • Seasonal outdoor swimming pool
  • Picnic area with barbecue facilities
  • Air-conditioned living spaces
  • Outdoor pool
  • Picnic area
  • Air conditioning
Hotel with outdoor pool and picnic facilities available
FromUS$ 133 /nightSelect
Il Dipinto - Together In Tuscany Cortona
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
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
Appartamento Io E Te Cortona Centro Storico - Seconda Doccia Su Romantica Corte
4 adults
2 bedrooms
2 beds
MapHistoric city center150m
  • Private entrance for added privacy
  • Fully equipped kitchen with dishwasher
  • On-site yoga classes available
  • Yoga classes
  • Airport transfers
  • Bicycle rentals
Charming hotel offering unique experiences in Cortona
FromUS$ 166 /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
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
Rugapiana 63
Map200 m from City Centre400 m from Duomo Arezzo
FromUS$ 95 /nightSelect
La Casa Della Campana
Map300 m from City Centre200 m from Duomo Arezzo
FromUS$ 177 /nightSelect
Casa Marlene
4 adults
1 bedroom
2 beds
Map200 m from City Centre300 m from Duomo Arezzo
FromUS$ 95 /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
Il Giardino Di Adele - Together In Tuscany
Map100 m from City Centre400 m from Duomo Arezzo
FromUS$ 135 /nightSelect
Valle Dame
The largest option:
6 adults
2 bedrooms
3 beds
MapCharming Tuscan countrysideN/A
  • Outdoor swimming pool with mountain views
  • Family-friendly with children's playground
  • Open-air bath for relaxation
  • Outdoor pool
  • Children's playground
  • Open-air bath
Charming hotel offering family-friendly accommodations in Tuscany
FromUS$ 110 /nightSelect
Giardino Di Sara
The largest option:
4 adults
1 bedroom
2 beds
MapBeautiful garden viewsunknown
  • Outdoor swimming pool with a view
  • Fully equipped kitchens in rooms
  • Barbecue facilities and picnic area
  • Outdoor pool
  • Barbecue area
  • Picnic tables
Hotel offering an outdoor pool and fully equipped kitchens
FromUS$ 164 /nightSelect
Magnolia
Map1.2 km from City Centre900 m from Duomo Arezzo
FromUS$ 138 /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
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
B&B Il Rosmarino
Map300 m from City Centre600 m from Duomo Arezzo
FromUS$ 196 /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
Casina Iannelli
2 adults
1 bedroom
1 bed
MapNearby historic attractions30km
  • Historic building with mountain views
  • Comfortable air-conditioned rooms
  • Fully equipped kitchen facilities
  • Air Conditioning
  • Flat-screen TV
  • Pet Friendly
Charming hotel offering modern amenities in historic Cortona.
FromUS$ 117 /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
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room