Discover Your Perfect Cortona Old Town Vacation Homes

Why Choose Rent By Owner for your Cortona Old Town Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Cortona Old Town

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this charming destination ensures you can fully enjoy its authentic atmosphere and local culture, making your stay in Cortona Old Town truly memorable.

Peak Season Highlights

spring
Spring (April to June)

During this period, the area blossoms with vibrant colors and pleasant weather, making it an ideal time to explore the historic streets and enjoy outdoor dining.

Average Temperature Daytime: 20°C - Nighttime: 10°C
autumn
Early Fall (September to October)

The region experiences warm days and cooler evenings, perfect for sightseeing while avoiding the summer crowds and enjoying local cultural events.

Average Temperature Daytime: 24°C - Nighttime: 12°C

Off-Season Highlights

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Winter (December to February)

This quieter time offers a peaceful atmosphere with fewer visitors, allowing you to immerse yourself in the charm of the old town without the usual bustle.

Average Temperature Daytime: 8°C - Nighttime: 2°C
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Late Fall (November)

As the weather cools, the region becomes less crowded, providing a serene setting for exploring the historic streets and enjoying the cozy ambiance.

Average Temperature Daytime: 12°C - Nighttime: 5°C

Weekly Weather Forecast for Cortona Old Town

How to Book Your Cortona Old Town Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Cortona Old Town

More Top-Rated Vacation Rentals in Cortona Old Town Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor terrace or patio to relax and take in the scenic views of the region.
  • Take advantage of a well-maintained garden where you can unwind amidst lush greenery.
  • Make the most of an outdoor dining area perfect for al fresco meals under the Tuscan sky.
  • Benefit from convenient parking spaces available on-site or nearby, making exploring easier.
  • Use an outdoor barbecue grill to prepare delicious local cuisine during your stay.
  • Discover a charming courtyard that provides a peaceful retreat within the historic setting.
  • Access a swimming pool or plunge pool if included, offering a refreshing escape after a day of sightseeing.

Top Attractions Around Cortona Old Town

What attractions are nearby?

Within walking distance of your vacation rental in Cortona Old Town, you can enjoy exploring charming streets, visiting historic sites, and indulging in local Tuscan cuisine that highlight the region’s rich cultural heritage.

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Family Activities

  • Explore the Museo dell'Accademia Etrusca: Dive into the region’s ancient history at this engaging museum, perfect for family members of all ages interested in the area's rich Etruscan heritage.
  • Stroll through Piazza della Repubblica: Enjoy a leisurely walk in this charming square, where you can soak up the lively atmosphere and observe local life unfold around historic architecture.
  • Participate in a family-friendly cooking class: Discover authentic Tuscan cuisine together by joining a hands-on cooking experience available nearby, ideal for creating delicious memories with your loved ones.
  • Climb to the top of the city walls: Take in panoramic views of the surrounding countryside while exploring the medieval fortifications—an exciting activity for children and adults alike.
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Adult Activities

  • Historical Walking Tours: Immerse yourself in the rich history of this destination by exploring its well-preserved medieval streets on guided walking tours.
  • Local Art Galleries and Workshops: Visit the area's vibrant art scene through galleries and artisan workshops that showcase authentic Tuscan craftsmanship.
  • Culinary Experiences and Wine Tasting: Indulge in authentic Tuscan cuisine and regional wines at local establishments, perfect for savoring the flavors of the region.
  • Architectural and Cultural Sightseeing: Discover the area's stunning architecture and historical landmarks that highlight the region's cultural heritage.

Other Places to Stay in Cortona Old Town

Cathedral of Cortona
Cathedral of Cortona Vacation Rentals
Museo Diocesano
Museo Diocesano Vacation Rentals
Piazza della Repubblica
Piazza della Repubblica Vacation Rentals
Fortress of Girifalco
Fortress of Girifalco Vacation Rentals
Santa Margherita Basilica
Santa Margherita Basilica Vacation Rentals
Belvedere
Belvedere Vacation Rentals
Museum of the Etruscan Academy
Museum of the Etruscan Academy Vacation Rentals
Palazzo Comunale
Palazzo Comunale Vacation Rentals
Casali Palace
Casali Palace Vacation Rentals
San Domenico Church
San Domenico Church Vacation Rentals
Cortona
Cortona Vacation Rentals
More Places to Stay Near Cortona Old Town

Cortona Old Town Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to dine at authentic eateries in the area to enjoy traditional Tuscan dishes and immerse yourself in the regional flavors.
  • Stroll Through Historic Streets: Wander through the charming alleyways and discover hidden gems that showcase the rich history and architectural beauty of this destination.
  • Visit Nearby Landmarks: Plan visits to renowned sites around here to deepen your appreciation of the region’s cultural heritage during your stay.
  • Experience the Local Atmosphere: Engage with residents or participate in community events to get a genuine feel for the vibrant local life in this part of Tuscany.

Transportation Options

  • Walking: Exploring on foot is the most convenient way to discover the charming streets of this destination, with many vacation rentals located within walking distance of key attractions.
  • Rental Cars: Renting a car provides the flexibility to explore the wider region at your own pace, with parking options available near the old town area.
  • Local Buses: Public bus services connect the heart of the city to surrounding towns and transportation hubs, making it easy to navigate without hassle.
  • Taxi Services: Taxis are readily available for quick trips or airport transfers, ensuring comfortable and reliable transportation through here's historic streets.

Local Customs Options

  • Local Religious Traditions: Participating in the area's religious festivals and processions offers an authentic glimpse into its spiritual heritage and community spirit.
  • Traditional Tuscan Cuisine: Sampling local dishes during seasonal festivals or in family-run eateries helps you experience the region’s culinary customs firsthand.
  • Artisan Craftsmanship: Visiting workshops and markets allows you to observe and appreciate the handmade crafts that reflect the area's rich artistic traditions.
  • Festive Celebrations: Engaging in local events and celebrations, especially during historical festivals, provides insight into the region’s vibrant cultural customs.

Frequently Asked Questions About Cortona Old Town?

1. What are the top vacation rentals in Cortona Old Town?

There are a lot of options in Cortona Old Town. If you plan on staying in the Cortona Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cortona Old Town:

2. How many vacation rentals have private pools in Cortona Old Town?

There are 344 vacation rentals with private pools near Cortona Old Town. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Cortona Old Town are best for families?

If you are looking for a family-friendly vacation home in Cortona Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cortona Old Town:

4. How many Rentbyowner vacation rentals are available in Cortona Old Town?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1265 in the Cortona Old Town area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cortona Old Town. 

5. What is the cancellation policy for a vacation rental in Cortona Old Town?

The cancellation policy varies by listing, so you should review the specific terms listed on the property details or contact the owner directly to understand the applicable rules and potential refund options.

6. How do I ensure the vacation rental I choose in the region has the amenities I need?

You can verify the available amenities by reading the detailed listing description and photos. If you have specific requirements, reaching out to the property owner for confirmation is recommended.

7. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning, service charges, or local taxes may apply depending on the listing. Always check the detailed price breakdown before completing your reservation.

8. What is the process for checking in and out of a vacation rental in this destination?

Check-in and check-out procedures are outlined in the property listing. Contact the host directly if you need specific instructions or assistance to ensure a smooth arrival and departure.

9. Can I modify or cancel my booking if my plans change?

Modifications or cancellations are subject to the property's policies. Review these policies carefully and contact the owner promptly if you need to make adjustments to your reservation.