Vacation rentals in Cortona, Italy - page 2

Carefully selected & verified rentals in Cortona, Italy
Check-in
16Mar2026Select date
Check-out
17Mar2026Select 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.
View map
21-40 out of 141
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Casa Dei Pini Apartment Cortona
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 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$ 173 /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
Casa Della Rosa
Map100 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 100 /nightSelect
Il Giardino Degli Ulivi
The largest option:
4 adults
2 bedrooms
3 beds
MapScenic mountain backdrop0m
  • Stunning infinity pool with mountain views
  • Family-friendly rooms available for comfort
  • On-site activities include cycling and table tennis
  • Infinity pool
  • Family rooms
  • Barbecue facilities
Resort with infinity pool and family-friendly amenities
FromUS$ 201 /nightSelect
Appartamenti Belvedere
The largest option:
4 adults
2 bedrooms
2 beds
MapNearby village center200m
  • Family-friendly rooms available
  • Garden and lake views offered
  • Close to village center amenities
  • Family rooms
  • Garden views
  • On-site minimarket
Hotel offering family rooms with scenic views
FromUS$ 157 /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 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$ 160 /nightSelect
Cortona Suite - The House With Well And The Frescos Palace
MapNear local cultural attractions200m
  • Infinity pool with stunning views
  • On-site spa with diverse treatments
  • Fully equipped kitchens in rooms
  • Infinity pool
  • On-site spa
  • Fitness classes
Boutique hotel with unique frescoes and wellness options
FromUS$ 443 /nightSelect
Magnolia
Map1300 yd from City Centre1000 yd from Duomo Arezzo
FromUS$ 138 /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
La Casa Della Campana
Map300 yd from City Centre200 yd from Cortona s Cathedral Duomo
FromUS$ 177 /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
Appartamento Il Loggiato
4 adults
1 bedroom
2 beds
MapIn the city centre0m
  • Air-conditioned, fully equipped kitchen
  • Centrally located in historical center
  • Activities including cycling and hiking
  • Air conditioning
  • Fully equipped kitchen
  • Bicycle tours
Hotel in the historic heart of Cortona
FromUS$ 94 /nightSelect
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$ 148 /nightSelect
Tina'S House
Map300 yd from City Centre500 yd from Cortona s Cathedral Duomo
FromUS$ 67 /nightSelect
Terrazzino Margherita
Map400 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 88 /nightSelect
Casa Marlene
4 adults
1 bedroom
2 beds
Map200 yd from City Centre300 yd from Cortona s Cathedral Duomo
FromUS$ 105 /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

Other cities in Italy

Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room