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Cortona vacation rentals
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Best Vacation rentals and Airbnb offers in Cortona

Best Cortona vacation rentals with a balcony

Piccola Corte - Together In Tuscany - Cortona
9.3 41 reviews

Piccola Corte - Together In Tuscany

apartment, Cortona
This Cortona apartment is conveniently located just 23 miles from Montepulciano Terme and 29 miles from Perugia Train Station, offering easy access to popular attractions while still enjoying the peaceful atmosphere of this charming Tuscan town. This apartment consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment features a separate bedroom and can comfortably accommodate two guests in its 540 square feet of space. Enjoy amenities like air conditioning, a fully equipped kitchen with a dishwasher, and a terrace or balcony for relaxing and taking in the views, as well as free Wi-Fi and parking for your convenience.
Apartment Rina By Interhome - Cortona
9.3 3 reviews

Apartment Rina By Interhome

apartment, Cortona
This Cortona apartment rental is conveniently located approximately 20 miles from both Montepulciano Terme and Piazza Grande, offering easy access to major attractions like the San Severo Church and Perugia Cathedral.
This 1290-square-foot (120-square-meter) vacation home boasts three bedrooms, two bathrooms, and a capacity for eleven guests, featuring a private terrace, garden, swimming pool, free parking, and a fully equipped kitchen with a dishwasher.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 141 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.
Casa Vacanze La Fiorita - Cortona
8.7 59 reviews

Casa Vacanze La Fiorita

house, Cortona
Casa Vacanze La Fiorita is a charming villa located in the countryside near Cortona, just a 20-minute drive from the town center. This vacation rental has earned excellent ratings for its location, cleanliness, and overall experience.
The villa features a spacious garden with a gazebo and BBQ area, perfect for outdoor dining. Enjoy the refreshing dip in the sea-water swimming pool, relax on the terraces with breathtaking views, and make use of the fully equipped kitchen and free Wi-Fi access.

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.

Agriturismo Frantoio Valiani - Cortona
8.9 266 reviews

Agriturismo Frantoio Valiani

farm, Cortona
Agriturismo Frantoio Valiani is a peaceful farm stay located 17 miles from Cortona's Piazza Grande and 23 miles from Montepulciano Terme, offering a tranquil escape from the bustling city. The farm consistently receives excellent ratings for its location, cleanliness, and overall experience.
This charming farm features one bedroom and one bathroom, providing a cozy and comfortable stay. Guests can enjoy amenities like free Wi-Fi, parking, a garden, a picnic area, and breakfast options, as well as explore the surrounding countryside with cycling opportunities.
Stunning Country Villa Near Cortona 7br/7ba W Pool - Cortona
10 74 reviews

Stunning Country Villa Near Cortona 7br/7ba W Pool

house, Cortona
Molino di Bordone, a secluded farmhouse near Cortona, Italy, offers a tranquil escape in the Tuscan countryside with easy access to both Tuscany and Umbria regions.
This 17th-century stone farmhouse rental boasts seven bedrooms, eight bathrooms, multiple kitchens and living rooms, a 10-acre private garden with a pool, fitness center, and various recreational activities including croquet, badminton, and a trampoline, accommodating large families or groups.
Agriturismo Il Borgo - Cortona
8.8 329 reviews

Agriturismo Il Borgo

farm, Cortona
This chalet is located just outside of Cortona, about 20 miles from Piazza Grande and 21 miles from Montepulciano Terme, offering easy access to the charming town and surrounding Tuscan countryside. The chalet has received excellent ratings for location, cleanliness, and overall experience.
The chalet offers spacious accommodations with comfortable furnishings. You can enjoy amenities like a private outdoor pool, barbecue facilities, a well-equipped kitchen, a terrace, and a garden.
Villino Cortona - Holiday Home, Pool Wi-fi And A/c - Cortona
10 18 reviews

Villino Cortona - Holiday Home, Pool Wi-fi And A/c

apartment, Cortona
This charming house is located in Cortona's Old Town, just a 5-minute walk from Piazza della Repubblica, the Museum of the Etruscan Academy, and the Cathedral of Cortona. Guests consistently rate this property excellent for its location, cleanliness, and overall experience.
The house has 2 bedrooms and 2 bathrooms, spanning 970 square feet and comfortably accommodating 4 guests. Enjoy the private pool, terrace, and garden, and take advantage of amenities like air conditioning, a fully equipped kitchen, and free Wi-Fi.

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

Nonna Nesti - Cortona
9.1 93 reviews

Nonna Nesti

house, Cortona
Nonna Nesti, a peaceful Tuscan countryside retreat 23 miles from Cortona's Piazza Grande, offers easy day trips to Montepulciano Terme (20 miles) and Perugia (30 miles).
This 970-square-foot house features two bedrooms, one bathroom, and accommodates up to 11 guests, boasting a well-equipped kitchen, air conditioning, a terrace, a garden, free parking, and complimentary Wi-Fi.
Casa Nobile - Together In Tuscany - Cortona
9.1 21 reviews

Casa Nobile - Together In Tuscany

apartment, Cortona
Casa Nobile, near Cortona, Italy, is conveniently located approximately 19 miles from Piazza Grande and offers easy access to other Tuscan towns like Montepulciano and Perugia.
This 1180-square-foot apartment rental boasts two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, and free Wi-Fi; it comfortably accommodates families or groups of up to four, and includes on-site parking and a tennis court.
Signorelli House - Cortona
10 34 reviews

Signorelli House

apartment, Cortona
This apartment is in the heart of Cortona Old Town, steps away from Signorelli Theatre, Museum of the Etruscan Academy, and other key attractions. It has excellent user, location, and cleanliness ratings.
The apartment has three bedrooms, three bathrooms, and a floor area of 1910 square feet. It can accommodate up to six guests. It features a cozy fireplace, a fully equipped kitchen, free Wi-Fi, a spacious dining area, a Smart TV, air conditioning, a Jacuzzi, a tennis court, and parking. Pets are allowed.
Villa Augusto - Cortona
9.4 106 reviews

Villa Augusto

house, Cortona
Villa Augusto is a beautiful house located in Cortona, just 20 miles from Piazza Grande, offering picturesque views of the surrounding gardens. Guests consistently rate the house excellent for its location, cleanliness, and overall experience.
The house features a fully equipped kitchen, spacious living areas, and private bathrooms. Enjoy the convenience of on-site amenities like a swimming pool, tennis court, and garden, perfect for relaxing and enjoying the beautiful Tuscan countryside.

Best Cortona vacation rentals with a sauna

Maya Luxury Home - Together In Tuscany - Cortona
9.9 29 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.
Casale Margherita - Cortona
9.5 19 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.
45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Cortona
9.4 13 reviews

45 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Castiglion Fiorentino
Farm for 2 people with an excellent rating of 94% based on 13 reviews. You will be based in Castiglion Fiorentino.
Services and facilities: a barbecue, free parking and a sauna. The big plus of this accommodation in Castiglion Fiorentino is the jacuzzi!
Terra Di Cortona - Cortona
9.6 258 reviews

Terra Di Cortona

farm, Cortona
Terra di Cortona, located in the Cortona district, is approximately 38.6 kilometers (24 miles) from Piazza Grande and 45 kilometers (28 miles) from Perugia Cathedral.
This family-friendly farmhouse rental boasts a stunning pool with Tuscan countryside views, a Jacuzzi, sauna, and spa, plus amenities including a fully equipped kitchen, free Wi-Fi, and private parking.

Guest-Favorite Luxury Vacation Rentals in Cortona

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

Magnolia - Cortona
10 1 review

Magnolia

apartment, Cortona

Top-Rated Pet-Friendly Vacation Rentals in Cortona

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

Cortona's Rooftop Nest - Cortona
10 237 reviews

Cortona's Rooftop Nest

apartment, Cortona
B&b Il Rosmarino - Cortona
8.4 23 reviews

B&b Il Rosmarino

apartment, Cortona
La Cantina Di Arianna - Cortona
9.8 22 reviews

La Cantina Di Arianna

apartment, Cortona
Casa Sonia - Cortona
9.9 14 reviews

Casa Sonia

house, Castiglion Fiorentino

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.

Cortona · Serene And Intimate Accommodation 2|adults Only+16 - Cortona
9.7 50 reviews

Cortona · Serene And Intimate Accommodation 2|adults Only+16

apartment, Cortona
Cortona Piscina E Paradiso Verde Adults Only - Cortona
10 7 reviews

Cortona Piscina E Paradiso Verde Adults Only

house, Cortona
Agriturismo Cortoreggio - Cortona
9.4 33 reviews

Agriturismo Cortoreggio

house, Cortona
Apt. Elena- Tenuta Villa Augusto - Cortona
10 23 reviews

Apt. Elena- Tenuta Villa Augusto

apartment, 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.

Vacation Home In Pietraia With 1 Bedrooms Sleeps 4 - Cortona
No reviews

Vacation Home In Pietraia With 1 Bedrooms Sleeps 4

apartment, Cortona
Stunning Home In Castiglion Fiorentino - Cortona
No reviews

Stunning Home In Castiglion Fiorentino

apartment, Castiglion Fiorentino
90 M² House ∙ 2 Bedrooms ∙ 4 Guests - Cortona
No reviews

90 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Castiglion Fiorentino
Agriturismo Annibale - Cortona
9.4 57 reviews

Agriturismo Annibale

farm, Tuoro sul Trasimeno
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