Compare best Airbnb in Cortona from 100+ providers!

663 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Cortona vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Cortona

Best Cortona vacation rentals with a balcony

Cottage Contadina - Cortona
9.2 37 reviews

Cottage Contadina

house, Cortona
This Cortona vacation rental, a rustic cottage, is secluded in the woods, six kilometers (approximately 3.7 miles) from Cortona's center and 30 kilometers (approximately 18.6 miles) from Lake Trasimento.
This 810-square-foot (75-square-meter) house features one bedroom, one bathroom, accommodates four guests, and includes a private fenced property with a swimming pool, terrace, and barbecue; nearby attractions include the Valdichiana Outlet Village.
Casa Biagiotti - Cortona
9.8 67 reviews

Casa Biagiotti

apartment, Cortona
Casa Biagiotti is a 3-bedroom apartment located in the Tuscan countryside, just 1.9 miles from Cortona and a 15-minute drive from Lake Trasimeno.
The 1,180 square foot apartment features a private terrace with views of the Tuscan countryside, a garden, and a swimming pool, perfect for relaxing after a day of exploring Cortona and the surrounding area.
70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Cortona
9.0 2 reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Cortona
This Cortona apartment rental is conveniently located an 8-minute drive from Cortona's historic center, offering easy access to restaurants, wine bars, and museums, and is also within walking distance of public transportation.
The 750-square-foot (approximately 70-square-meter) unit features two bedrooms, two bathrooms, accommodates six guests, and includes a private terrace, shared pool (open June-September), parking, and a fully equipped kitchen with a fridge, freezer, and dishwasher.
Casale Margherita - Cortona
9.6 16 reviews

Casale Margherita

house, Cortona
Casale Margherita, near Cortona, Italy, is located 19 miles from Piazza Grande and 22 miles from Montepulciano Terme.
This 1,080-square-foot vacation home features two bedrooms, two bathrooms, and accommodates up to five guests, offering a private pool, free Wi-Fi, and a fully equipped kitchen with a dishwasher and microwave.

Popular Family Vacation Rentals in Cortona

Make memories with a family retreat in Cortona, where fresh air and scenic trails are right outside your door.

Appartamento Gelsomino Ai Piedi Di Cortona - Cortona
No reviews

Appartamento Gelsomino Ai Piedi Di Cortona

apartment, Cortona
This central Cortona apartment is located within walking distance of historic landmarks like Piazza della Repubblica and the MAEC Museum, offering direct access to the town's amenities.
This pet-friendly, family-friendly residence accommodates up to 4 guests and features a full kitchen with a microwave and dishwasher, plus air conditioning and on-site parking.
Il Cherubino By Interhome - Cortona
10 1 review

Il Cherubino By Interhome

apartment, Cortona
This spacious villa is located 3 miles from Cortona's center, offering a secluded rural setting surrounded by fields and is 13 miles from Lake Trasimeno.
This 8-bedroom, 7-bathroom property spans 328 square meters, accommodates up to 15 guests, and features a 1,000 m2 garden with a 6x12 meter swimming pool, air conditioning, Wi-Fi, a barbecue, and is pet-friendly.
70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Cortona
This Tuscan-style residence is located on a restored 16th-century farm estate just outside Cortona, 3 miles from the town center and Camucia's train station, and 9 miles from Lake Trasimeno.
This 750 sq ft apartment accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring air conditioning, private outdoor space, barbecue facilities, secure parking, and access to a shared swimming pool with views of Cortona.
Casa Sofia - Together In Tuscany - Cortona
9.7 53 reviews

Casa Sofia - Together In Tuscany

apartment, Cortona
This Cortona apartment is conveniently located just outside the historic center, offering easy access to explore the town's attractions while enjoying a peaceful setting. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment features one bedroom and one bathroom, providing comfortable accommodation for two guests in a 540 square foot space. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, and parking, making it a convenient and comfortable base for exploring the surrounding Tuscan countryside.

Frequently Asked Questions about vacation rentals in Cortona

  • What are some interesting places to visit in or near Cortone?

    Cortona is a beautiful hilltop town with a rich history. Some of the most interesting places to visit in or near Cortona include the Etruscan Museum, the Church of San Francesco, the Palazzo Comunale, and the Sanctuary of Santa Margherita. You can also visit the nearby town of Castiglione del Lago, which is located on the shores of Lake Trasimeno. The view from Cortona is absolutely stunning, especially at sunset. You'll see why it was chosen as the setting for the movie 'Under the Tuscan Sun'.
  • What are the best Airbnb and vacation rentals in Cortona?

    Casa Zeni, Cortona Shabby Chic House and Casa Del Loggiato are the most popular Airbnb and vacation rentals in Cortona among travelers.

  • Which walking or cycling routes are the best in Cortone?

    There are many great walking and cycling routes in and around Cortona. A popular walk is the 'Sentiero della Bonifica', which takes you through the countryside surrounding Cortona. For cyclists, the 'Strada del Vino' is a scenic route that passes through vineyards and olive groves. There are also several mountain biking trails near Cortona, if you're looking for a more challenging ride.
  • What are the most popular Airbnbs in Cortona?

    Among the Airbnbs in Cortona, Wonderful Casa Idilio Cortona, Veronica Studio and Panoramic Country House In Cortona are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Cortone?

    Cortona is a great place to enjoy a variety of outdoor activities. You can go hiking or biking in the surrounding hills, swimming in Lake Trasimeno, or even go horseback riding. There are also several golf courses in the area. If you're looking for something a little more adventurous, you can try rock climbing or canyoning.
  • What are the best vacation rentals with a pool in Cortona?

  • What other towns or cities can be easily accessed from Cortone?

    Cortona is well-connected to other towns and cities in Tuscany. You can easily take a train or bus to nearby cities like Arezzo, Perugia, and Florence. If you're looking for a day trip, you can also visit the charming towns of Montepulciano, Pienza, and Siena. The train ride to Florence is beautiful and takes you through the rolling hills of Tuscany.
  • What are the best rentals for families and kids in Cortona?

    The best rentals for families and kids in Cortona are Casa Zeni, Cortona Shabby Chic House and Casa Del Loggiato.

  • What amenities are commonly available in vacation rentals in Cortone?

    Vacation rentals in Cortona typically offer a wide range of amenities, including kitchens, bathrooms, bedrooms, and living rooms. Many rentals also have private patios or balconies, as well as access to swimming pools or gardens. Some rentals even have fireplaces or wood-burning stoves, which are perfect for cozy evenings in.
  • What are the best rentals or Airbnbs with a jacuzzi in Cortona?

    The best vacation rentals or Airbnb with a jacuzzi in Cortona are Casa Zeni, "Casa Tarconte" Nel Cuore Di Cortona and Podere Casorbica.

  • What time of year is best to rent a vacation rental Cortone?

    The best time to rent a vacation rental in Cortona depends on your preferences. If you're looking for warm weather and sunny days, the summer months (June-August) are ideal. However, if you prefer cooler temperatures and fewer crowds, spring (April-May) or fall (September-October) might be a better choice. The spring is a beautiful time to visit Cortona, as the hills are covered in wildflowers.

Popular destinations

Best Cortona vacation rentals with a fireplace

Casale San Martino By Posarellivillas - Cortona
9.9 30 reviews

Casale San Martino By Posarellivillas

house, Cortona
Casale San Martino, a spacious villa near Cortona, Italy, is located 18 miles from Piazza Grande and 23 miles from Montepulciano Terme, offering easy access to major Tuscan attractions.
This 3,230-square-foot property boasts 8 bedrooms, 7 bathrooms, a private pool, a fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating large families or groups seeking a relaxing Tuscan getaway with opportunities for hiking nearby.
Cortona: Lovely Home Perfect Location - Cortona
9.8 71 reviews

Cortona: Lovely Home Perfect Location

apartment, Cortona
This apartment is located in a peaceful neighborhood near the center of Roseto, a district just outside of Cortona, with easy access to public transport, restaurants, and local shops. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The apartment offers a spacious 1450 square feet of living space, comfortably accommodating up to 8 guests. This family-friendly rental boasts a fully equipped kitchen, a private garden with a barbecue, a swimming pool, and a spa, providing everything you need for a relaxing and enjoyable stay in Cortona.
La Casa Sul Vicolo Cortona Centro Storico - Cortona
10 1 review

La Casa Sul Vicolo Cortona Centro Storico

apartment, Cortona
This 2-bedroom, 2-bathroom apartment is located directly on Vicolo della Vigna in Cortona's historic old town, offering an immersive experience of its ancient streets and medieval architecture. This residence accommodates up to 5 guests and features a kitchen and internet, providing direct access to Etruscan and medieval historical sites and cobblestone streets.
170 M² Villa ∙ 4 Bedrooms ∙ 10 Guests - Cortona
9.0 2 reviews

170 M² Villa ∙ 4 Bedrooms ∙ 10 Guests

house, Cortona
This spacious villa, located in the Cortona countryside, offers easy access to the historic center of Cortona and its Etruscan heritage.
The 1830-square-foot home features five bedrooms with ensuite bathrooms, a private 36-foot by 18-foot swimming pool, ample parking for four cars, and a large garden with barbecue – perfect for groups of up to 10 guests.

Best Cortona vacation rentals with a sauna

Maya Luxury Home - Together In Tuscany - Cortona
9.9 27 reviews

Maya Luxury Home - Together In Tuscany

apartment, Cortona
Maya Luxury Home, a Cortona apartment rental, is conveniently located a short drive from Arezzo's Piazza Grande (19 miles) and Montepulciano Terme (23 miles), offering easy access to major Tuscan attractions while enjoying a quieter, authentic Tuscan experience.
This 1,020-square-foot unit features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, a private garden, a sauna, and accommodates up to four guests, perfect for families or friends seeking a relaxing Tuscan getaway.
Villa Del Sole - Cortona
9.8 8 reviews

Villa Del Sole

house, Cortona
Villa Del Sole, a luxurious 6-bedroom estate, is located approximately 32 kilometers (20 miles) from Cortona's Piazza Grande, offering easy access to this major Tuscan tourist attraction.
This spacious vacation home boasts a private indoor pool, wellness area with sauna and hot tub, fitness center, and ample amenities including a fully equipped kitchen, free Wi-Fi, and parking for large groups or families up to 18 people.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 109 reviews

Spacious Villa In Cortona With Private Pool

house, Cortona
This house is located in Cortona's Old Town, a short walk from the Santa Margherita Basilica, Signorelli Theatre, and Piazza della Repubblica. It has received very good ratings for cleanliness and user experience, and an excellent rating for location.
This 3-bedroom home can comfortably accommodate 6 guests in its 1290 square feet of space. Enjoy a relaxing vacation with amenities like a private pool, a spa, a sauna, a fitness center, and a garden.
250 M² House ∙ 5 Bedrooms ∙ 10 Guests - Cortona
No reviews

250 M² House ∙ 5 Bedrooms ∙ 10 Guests

house, Cortona
This Tuscan villa is located in a village near Cortona, offering convenient day-trip access to historical cities such as Arezzo and Florence, and is approximately 1.5 miles from the town center.
This 2690 sq ft estate accommodates up to 10 guests in 5 bedrooms, each with a private bathroom, and features a private pool, garden, sauna, and modern kitchen, ideal for family reunions or group retreats.

Guest-Favorite Luxury Vacation Rentals in Cortona

For a top-tier experience, choose a luxury vacation rental in Cortona that delivers on every front.

Appartamento Imperiale - Cortona
No reviews

Appartamento Imperiale

apartment, Cortona

Top-Rated Pet-Friendly Vacation Rentals in Cortona

These pet-friendly mountain vacation rentals and Airbnbs in Cortona offer wide-open spaces.

Apartment In Cortona With 4 Bedrooms Sleeps 8 - Cortona
10 1 review

Apartment In Cortona With 4 Bedrooms Sleeps 8

apartment, Cortona
75 M² House ∙ 1 Bedroom ∙ 4 Guests - Cortona
9.1 80 reviews

75 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Cortona
Il Cherubino - Cortona
10 3 reviews

Il Cherubino

farm, Cortona
Elegant Historic Apartment With Frescoes And View Of Valdichiana - Cortona
No reviews

Elegant Historic Apartment With Frescoes And View Of Valdichiana

apartment, Cortona

Compare Vacation Rentals with a Pool in Cortona

Vacation rentals in Cortona with pool access offer a refreshing way to unwind after a day of hiking.

Villa Elisa By Posarellivillas - Cortona
No reviews

Villa Elisa By Posarellivillas

house, Cortona
60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

60 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Cortona
Holiday Home Surrounded By Olive Groves And Pine Forest - Cortona
No reviews

Holiday Home Surrounded By Olive Groves And Pine Forest

apartment, Cortona
Podere Casorbica - Cortona
9.1 136 reviews

Podere Casorbica

house, Cortona

Check Out Vacation Rentals with a Hot Tub in Cortona

Soak in a private hot tub with scenic views at these exclusive Cortona vacation rentals.

Agriturismo Frantoio Valiani - Cortona
8.8 275 reviews

Agriturismo Frantoio Valiani

farm, Cortona
Appartamenti Belvedere - Cortona
8.8 52 reviews

Appartamenti Belvedere

apartment, Cortona
Sotto Il Sole Di Cortona - Cortona
9.3 3 reviews

Sotto Il Sole Di Cortona

apartment, Cortona
La Renaia - Cortona
9.7 304 reviews

La Renaia

farm, Cortona
©2026 cozycozy.com