Vacation rentals in Cortona, Italy

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.
View map
1-20 out of 135
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Casa Zeni Apartment Cortona
The largest option:
6 adults
2 bedrooms
3 beds
MapInside ancient city walls200m
  • On-site wellness packages available
  • Family-friendly rooms with kitchens
  • Unique location in medieval building
  • Wellness spa
  • Family rooms
  • Bike tours
Hotel offering wellness and family-friendly amenities
FromUS$ 142 /nightSelect
Le Residenze Ristori Apartment Cortona
The largest option:
4 adults
2 bedrooms
2 beds
MapHistoric town center200m
  • Self-catering apartments with kitchens
  • Located in a historic 17th-century building
  • Ideal for exploring Cortona's attractions
  • Wood-beamed ceilings
  • Private bathrooms
  • Flat-screen TV
Hotel with unique self-catering accommodations in Cortona
FromUS$ 73 /nightSelect
La Finestra Sul Teatro
4 adults
2 bedrooms
2 beds
MapRight in the center of town0m
  • Air-conditioned spacious rooms
  • Fully equipped kitchen available
  • City views from property
  • Fully equipped kitchen
  • City views
  • Air conditioning
Hotel with city views and fully equipped kitchen
FromUS$ 140 /nightSelect
Villa Il Trebbio
The largest option:
6 adults
3 bedrooms
3 beds
Map5.1 km from City Centre1.6 km from Terontola Stazione
FromUS$ 196 /nightSelect
Casa Del Loggiato
2 adults
1 bedroom
1 bed
Map200 m from City Centre200 m from Duomo Arezzo
FromUS$ 117 /nightSelect
Terrazza Silena, Centro Storico Con Vista Cortona!
MapHilltop vantage point0m
  • Terrace with city views
  • Outdoor dining area
  • Equipped kitchen available
  • Air conditioning
  • Flat-screen TV
  • Outdoor seating
Hotel with stunning views and modern amenities
FromUS$ 126 /nightSelect
La Casa Di Laura
Map300 m from City Centre400 m from Duomo Arezzo
FromUS$ 119 /nightSelect
La Terrazza - Together In Tuscany
Map100 m from City Centre300 m from Duomo Arezzo
FromUS$ 183 /nightSelect
Donnaberarda
The largest option:
6 adults
3 bedrooms
3 beds
MapHistoric town center on a hill200m
  • Family-friendly rooms with fully equipped kitchen
  • Private patio offering garden and lake views
  • Pets allowed with outdoor dining area
  • Fully equipped kitchen
  • Private patio
  • Family rooms
Hotel featuring garden views and family-oriented amenities
FromUS$ 167 /nightSelect
Ginevra Suite
MapIn the center of the old town0m
  • On-site spa services available
  • Air-conditioned comfortable rooms
  • Pets allowed for your convenience
  • On-site spa
  • Air conditioning
  • Pet friendly
Charming hotel with attentive services in Cortona area
FromUS$ 142 /nightSelect
Casina Bella
2 adults
1 bedroom
1 bed
MapClose to town square300m
  • Historic building with city views
  • Fully equipped kitchen in every room
  • Quiet street setting near town square
  • City views
  • Equipped kitchen
  • Flat-screen TV
Charming hotel with self-catering facilities in Cortona
FromUS$ 83 /nightSelect
La Nicchia - Serena Tuscany Homes
3 adults
1 bedroom
2 beds
MapClose to town hall200m
  • Private entrance for added privacy
  • Equipped kitchenette in each room
  • Historic building with city views
  • Flat-screen TV
  • Private entrance
  • Paid airport shuttle
Charming hotel in a historic building with city views
FromUS$ 115 /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 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 Colonia - Together In Tuscany
2 adults
1 bedroom
1 bed
MapCortona Old Town district0m
  • Air-conditioned rooms with kitchenette
  • Private check-in and check-out service
  • Bicycle rental available for guests
  • Bicycle rental
  • Concierge service
  • Shuttle service
Hotel offering unique experiences in Cortona's charm
FromUS$ 159 /nightSelect
La Finestra Sulla Toscana
6 adults
2 bedrooms
3 beds
MapTuscan valley viewpoint300m
  • Rooms with mountain and lake views
  • 24-hour front desk service
  • Pet-friendly environment
  • Kitchen area
  • Private entrance
  • Cycling activities
Rooms offering scenic views in the heart of Tuscany
FromUS$ 199 /nightSelect
Cortona Shabby Chic House
3 adults
1 bedroom
2 beds
MapCortona Old Town district0m
  • Air-conditioned rooms with city views
  • Private entrance for enhanced privacy
  • Equipped kitchen for self-catering convenience
  • Air conditioning
  • Equipped kitchen
  • Flat-screen TV
Charming hotel with modern amenities in historic setting
FromUS$ 158 /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$ 184 /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$ 80 /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

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$ 807
⬇️ The lowest price
US$ 73
đź’¸ Average price for
Apartments
US$ 194

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:
Cozy Homely Atmosphere:
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
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room