Vacation rentals in Cortona, Italy

Carefully selected & verified rentals in Cortona, Italy
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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21-40 out of 118
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
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
Appartamenti Belvedere Cortona
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$ 180 /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
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$ 177 /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
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
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$ 103 /nightSelect
Tina'S House
Map300 yd from City Centre500 yd from Duomo Arezzo
FromUS$ 107 /nightSelect
Casa Nobile - Together In Tuscany
MapCentrally located near attractions300m
  • Spacious rooms with city views
  • Fully equipped kitchen available
  • On-site car rental service offered
  • Car rental
  • Flat-screen TV
  • Hiking opportunities
Hotel featuring well-equipped rooms in Tuscan city
FromUS$ 187 /nightSelect
Casa Caterina
6 adults
2 bedrooms
3 beds
MapCortona Old Town district300m
  • Air-conditioned apartment for comfortable stays
  • Outdoor dining area for al fresco meals
  • Pets allowed for a family-friendly experience
  • Outdoor dining
  • Garden area
  • Pet-friendly
Hotel featuring modern amenities in historic Cortona
FromUS$ 184 /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
La Finestrella
Map200 yd from City Centre300 yd from Duomo Arezzo
FromUS$ 94 /nightSelect
Vicolo Della Scala Rooms
Map200 yd from City Centre400 yd from Duomo Arezzo
FromUS$ 111 /nightSelect
La Casa Di Iole
Map200 yd from City Centre300 yd from Duomo Arezzo
FromUS$ 158 /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
Antica Cortona
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
Noi Due A Cortona
MapNearby cultural attractions30km
  • Air-conditioned rooms with city views
  • Kitchen equipped with cookware and utensils
  • Pet-friendly, non-smoking property
  • Air conditioning
  • Flat-screen TV
  • Kitchen facilities
Fully equipped hotel for leisure travelers in Cortona
FromUS$ 123 /nightSelect
Casa Agata, Accogliente Appartamento Nel Centro Storico
4 adults
2 bedrooms
2 beds
MapHistoric city center31km
  • Modern flat-screen TV
  • Fully equipped kitchen
  • Air conditioned rooms
  • Air conditioning
  • Garden views
  • Kitchen utensils
Charming apartment with essential amenities in Cortona
FromUS$ 83 /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$ 571 /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

Flexible Price Range for Vacation Homes in Cortona

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 690
⬇️ The lowest price
US$ 73
đź’¸ Average price for
4-star hotels
US$ 175
3-star hotels
US$ 204
Apartments
US$ 179

Top vacation homes in Cortona

Based on guest reviews from the past 12 months

Charming Historical Retreats:
Casa Del Loggiato
Scenic Nature Escapes:
Villa Il Trebbio
Family Friendly Stays:
Casa Vacanze Beppina Cortona
Vibrant Local Culture:
La Casa Di Laura
Romantic Getaways:
Casa Luna, Il Cuore Di Cortona!
Authentic Tuscan Experiences:
Stunning Panoramic Views:
Cortona'S Rooftop Nest

FAQs about Cortona rentals

Get answers to common questions and plan your adventure smoothly

Are there any family-friendly vacation rentals in Cortona?
Yes, 'Casa Dei Pini' and 'Casa Del Nonno Bingheri - L'Olivo' offer family-friendly amenities such as spacious accommodations and nearby playgrounds, making them suitable for families traveling with children.
What are the best-rated vacation rentals near popular landmarks in Cortona?
'Casa Del Loggiato' is conveniently located near the Cortona Cathedral, just a 5-minute walk. 'Casa Teatrò' is also nearby, providing easy access to various attractions within the city center.
What are some affordable vacation rental options in Cortona?
'Casa Mia A Cortona' and 'Cortona Shabby Chic House' are among the more affordable options, often priced under $100 per night, especially during the off-peak season.
Which vacation rentals in Cortona are best for couples?
'Villa Montanare - Romantic Escape Tuscany' and 'Casa Del Loggiato' are excellent choices for couples, offering romantic settings and comfortable accommodations for a getaway.

Vacation Rentals Overview in Cortona, Italy

This guide evaluates 2 vacation rentals in Cortona, Italy, providing key information to help travelers make informed accommodation choices at competitive prices.

Typical nightly rates range from $100 to $250.

Two vacation rental properties evaluated offer unique local charm.

Peak travel seasons are June to August and around major holidays.

Local tourist taxes are approximately 1.5 euros per person, per night.

Most rentals are within 1 mile of major attractions like Piazza della Repubblica and the Etruscan Academy Museum.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room