Vacation rentals in Cortona, Italy - page 4

Carefully selected & verified rentals in Cortona, Italy
Check-in
06Dec2025Select date
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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61-80 out of 132
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Belvedere Apartment Cortona
2 adults
1 bedroom
1 bed
Map200 m from City Centre400 m from Cortona s Cathedral Duomo
FromUS$ 106 /nightSelect
Panorama Apartment Cortona
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
Il Giardino Di Adele - Together In Tuscany
Map100 m from City Centre300 m from Cortona s Cathedral Duomo
FromUS$ 135 /nightSelect
The House With Steam Room, Jacuzzi And Theater View
4 adults
2 bedrooms
2 beds
MapBeautiful city views300m
  • On-site steam room and hot tub
  • Game console available for entertainment
  • Coffee shop located within the property
  • Steam room
  • Hot tub
  • Coffee shop
Exclusive hotel featuring wellness facilities and entertainment options
FromUS$ 141 /nightSelect
Appartamento Palei
MapNearby attractions and cultural sites37km
  • Air conditioning throughout the rooms
  • Fully equipped kitchen for convenience
  • Non-smoking property for a healthier stay
  • Air conditioning
  • Fully equipped kitchen
  • Washing machine
Charming hotel offering modern amenities in Cortona
FromUS$ 152 /nightSelect
Cortona Skyline Retreat
Map400 m from City Centre100 m from Duomo Arezzo
FromUS$ 253 /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
Ad My Home
Map10.3 km from City Centre1.8 km from
FromUS$ 199 /nightSelect
La Casa Di Iole
Map200 m from City Centre200 m from Cortona s Cathedral Duomo
FromUS$ 158 /nightSelect
Sisters'Home
2 adults
1 bedroom
1 bed
MapCortona Old Town200m
  • Adults only enhancing peaceful atmosphere
  • Fully equipped kitchen in rooms
  • Parquet floors and fireplace for ambience
  • Fully equipped kitchen
  • Air conditioning
  • Lift access
Hotel in historic district with cozy, elegant rooms
FromUS$ 127 /nightSelect
Fattoria Le Chianacce
The largest option:
10 adults
5 bedrooms
5 beds
MapAccess to nearby thermal spa25km
  • Seasonal outdoor pool with beautiful views
  • Free use of bicycles for exploring
  • Rooms with fully equipped kitchenettes
  • Seasonal pool
  • Bicycle rental
  • Table tennis
Resort featuring outdoor pool and leisure activities
FromUS$ 96 /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
Il Nido Di Cortona
Map400 m from City Centre100 m from Duomo Arezzo
FromUS$ 99 /nightSelect
Casa Cara Mia
Map200 m from City Centre200 m from Cortona s Cathedral Duomo
FromUS$ 209 /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 Del Borgo
Map300 m from City Centre500 m from Cortona s Cathedral Duomo
FromUS$ 111 /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
Casa Di Chiarilu'
6 adults
2 bedrooms
3 beds
Map2.2 km from City Centre1.8 km from
FromUS$ 200 /nightSelect
Apartament Monastero
Map2.2 km from City Centre1.8 km from
FromUS$ 135 /nightSelect
Appartamento Del Capitano
6 adults
3 bedrooms
3 beds
MapCortona Old Town district30km
  • Spacious apartment with three bedrooms
  • Fully equipped kitchen and dining area
  • Pets allowed for added family comfort
  • Flat-screen TV
  • Private entrance
  • Kitchen utensils
Apartment hotel offering mountain and city views
FromUS$ 211 /nightSelect

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