Vacation rentals in Cortona, Italy

Carefully selected & verified rentals in Cortona, Italy
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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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Ginevra Suite Cortona
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$ 128 /nightSelect
La Finestra Sul Teatro Apartment Cortona
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
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$ 174 /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
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
Raggi Di Sole
6 adults
2 bedrooms
2 beds
MapIn the heart of the village200m
  • On-site Italian restaurant available
  • Tennis equipment for guests' use
  • Located in the heart of Cortona
  • Tennis Court
  • On-site Bar
  • Private Entrance
Hotel offering rich history and leisure activities
FromUS$ 181 /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
Appartamento Io E Te Cortona Centro Storico - Seconda Doccia Su Romantica Corte
4 adults
2 bedrooms
2 beds
MapHistoric city center150m
  • Private entrance for added privacy
  • Fully equipped kitchen with dishwasher
  • On-site yoga classes available
  • Yoga classes
  • Airport transfers
  • Bicycle rentals
Charming hotel offering unique experiences in Cortona
FromUS$ 166 /nightSelect
Casa Zeni
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$ 194 /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$ 210 /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
Vicolo Della Scala Rooms
Map200 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 121 /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
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$ 133 /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$ 153 /nightSelect
Casa Della Rosa
Map100 yd from City Centre400 yd from Cortona s Cathedral Duomo
FromUS$ 100 /nightSelect
Le Residenze Ristori
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

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$ 668
⬇️ The lowest price
US$ 67
đź’¸ Average price for
Apartments
US$ 188

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.

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Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room