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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1-20 out of 126
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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
Villa Il Trebbio Cortona
The largest option:
6 adults
3 bedrooms
3 beds
Map3.2 mi from City Centre1.0 mi from Terontola Stazione
FromUS$ 196 /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
Cortona'S Rooftop Nest
4 adults
3 bedrooms
3 beds
MapClose to city center300m
  • Stunning city views from spacious terrace
  • Charming historic building ambiance
  • Private entrance for added privacy
  • Flat-screen TV
  • Fully equipped kitchen
  • Private balcony
Rooftop apartment offering stunning views and privacy
FromUS$ 152 /nightSelect
Casa Del Loggiato
2 adults
1 bedroom
1 bed
Map200 yd from City Centre300 yd 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 yd from City Centre500 yd from Duomo Arezzo
FromUS$ 119 /nightSelect
La Terrazza - Together In Tuscany
Map100 yd from City Centre300 yd 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
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
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
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$ 107 /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$ 179 /nightSelect
Casa Erica
Map100 yd from City Centre300 yd from Duomo Arezzo
FromUS$ 99 /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$ 143 /nightSelect
Casa Elena
The largest option:
6 adults
2 bedrooms
3 beds
MapIn the heart of Tuscany300m
  • Seasonal outdoor swimming pool
  • Family-friendly with children's playground
  • Barbecue and picnic area available
  • Outdoor pool
  • Children's playground
  • Free parking
Hotel with outdoor pool and family-friendly amenities
FromUS$ 263 /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