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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

Agriturismo Annibale - Cortona
9.2 57 reviews

Agriturismo Annibale

farm, Tuoro sul Trasimeno
Agriturismo Annibale is located in the Umbrian countryside, just a short drive from the shores of Lake Trasimeno and a 30-minute drive from Perugia. Guests consistently rate the farm excellent for its location, cleanliness, and overall experience. The farm offers a variety of accommodations, including rooms and apartments with balconies, flat-screen TVs, and free Wi-Fi. Guests can enjoy the refreshing swimming pool, relax in the jacuzzi, and dine al fresco in the beautiful garden, all while taking advantage of the farm's own olive oil.
La Terrazza Degli Ulivi - Cortona View - Cortona
No reviews

La Terrazza Degli Ulivi - Cortona View

apartment, Cortona
This recently renovated one-bedroom apartment offers stunning Cortona views from its terrace and private balcony, located 19 miles from Piazza Grande and 35 miles from Perugia San Francesco d'Assisi Airport.
This 680 square foot residence accommodates up to 5 guests with a fully equipped kitchenette, free WiFi, on-site mini-market, outdoor dining with barbecue facilities, and convenient elevator access.
Casa Sonia - Cortona
8.6 31 reviews

Casa Sonia

apartment, Castiglion Fiorentino
Casa Sonia, a one-bedroom apartment in Castiglion Fiorentino, Italy, is conveniently located a short drive from Piazza Grande (12 miles) and Montepulciano Terme (27 miles).
This 620-square-foot (approximately 57 square meters) rental sleeps up to nine guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a terrace.
Il Ponticello Cortona Charmful Cottage In The Woods 5 Min From Cortona - Cortona
No reviews

Il Ponticello Cortona Charmful Cottage In The Woods 5 Min From Cortona

cottage, Cortona
This Cortona apartment rental is conveniently located near Lake Trasimeno, less than 1.2 miles from Villa Bramasole, the Santa Margherita Basilica, and the Girifalco Fortress.
The 750-square-foot unit features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, fireplace, washing machine, garden access, a terrace, free WiFi, and on-site parking.

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.

Bellavista - Cortona
9.5 78 reviews

Bellavista

apartment, Cortona
Bellavista is a Cortona apartment located just 20 miles from Piazza Grande and 23 miles from Montepulciano Terme, offering easy access to both historic sites and nearby attractions. The apartment enjoys excellent ratings for its cleanliness, location, and overall experience.
The apartment features two bedrooms and two bathrooms, providing ample space for families or groups. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, a terrace, and a garden, ensuring a comfortable and enjoyable stay.
La Casa Di Letizia - Cortona
9.9 141 reviews

La Casa Di Letizia

apartment, Cortona
This Cortona apartment is conveniently located in the town center, just a short walk from a park and three kilometers from the train station. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans two floors and comfortably accommodates up to four guests. It includes a fully equipped kitchen with a dishwasher, microwave, and refrigerator, along with two bathrooms, air conditioning, free parking, and the option of a baby cot, making it ideal for families and pet owners.
Lovely Apartment For 4 People With Wifi, A/c - Cortona
No reviews

Lovely Apartment For 4 People With Wifi, A/c

apartment, Cortona
This Cortona Old Town apartment offers a prime location, steps from the Signorelli Theater, the Etruscan Academy Museum, Casali Palace, Palazzo Comunale, and the Cortona Cathedral.
The two-bedroom, one-bathroom rental sleeps four guests and features a fully equipped kitchen with refrigerator, oven, and stovetop, plus free WiFi and air conditioning.
Casa D'agostino - Cortona
9.2 6 reviews

Casa D'agostino

apartment, Cortona
Casa D'Agostino is an apartment located in Cortona, 22 miles from Piazza Grande and 29 miles from San Severo Church, with Perugia San Francesco d'Assisi Airport 34 miles away.
This 750 sq ft dwelling offers 2 bedrooms, a living room, a full kitchen, air conditioning, WiFi, garden access, and parking for up to 11 guests.

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

110 M² House ∙ 3 Bedrooms ∙ 6 Guests - Cortona
9.6 11 reviews

110 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Cortona
This 5-room villa is located in a district of Cortona offering marvellous valley and town views, with convenient access to the garden.
This 1180 sq ft rental accommodates up to 6 guests, featuring 3 bedrooms, 2 bathrooms, air conditioning, WiFi, a fully equipped kitchen with a dishwasher, and a swimming pool, with pets allowed.
Casina Iannelli - Cortona
8.6 8 reviews

Casina Iannelli

apartment, Cortona
Casina Iannelli is a charming one-bedroom apartment located in Cortona's historic center, just a short walk from the town's main square and other attractions. This rental consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The 540-square-foot apartment comfortably accommodates two guests and features a fully equipped kitchen, a modern bathroom, and air conditioning. Enjoy amenities like free Wi-Fi, parking, and a prime location that makes exploring Cortona's charming streets and surrounding Tuscan countryside easy.
Casa Vacanze Le Tre Sorelle - Cortona
9.4 13 reviews

Casa Vacanze Le Tre Sorelle

house, Cortona
This Cortona apartment rental is centrally located in the historic district, offering easy walking access to Cortona's main attractions and boasting breathtaking Val di Chiana sunset views.
The two-bedroom, one-bathroom unit sleeps five guests and features a fully equipped kitchen with dishwasher, a washing machine, and a flat-screen TV.
Holiday Home Cottage Contadina By Interhome - Cortona
9.5 2 reviews

Holiday Home Cottage Contadina By Interhome

house, Cortona
Holiday Home Cottage Contadina, located in Cegliolo, a short drive from Cortona and about 19 miles from Arezzo's Piazza Grande and 24 miles from Montepulciano Terme, offers a peaceful countryside escape near popular Tuscan destinations.
This 810-square-foot (75-square-meter) cottage features one bedroom, one bathroom, a fully equipped kitchen, a terrace, a garden, a swimming pool, and parking; it comfortably accommodates couples or small families and includes a baby cot.

Best Cortona vacation rentals with a sauna

Villa In Cortona With Pool - Cortona
8.9 154 reviews

Villa In Cortona With Pool

house, Cortona
Villa Nigra is located in Cortona, a charming town in Tuscany, situated 19 miles from Piazza Grande and 23 miles from Montepulciano Terme. Travelers have rated this property highly, with "very good" marks for user experience, cleanliness, and an "excellent" location rating.
The villa offers spacious accommodations with private bathrooms and fully equipped kitchens. Enjoy a refreshing dip in the private pool, stay active in the fitness center, or relax on the terrace with barbecue facilities.
Agriturismo Borgo Santa Lucia, Entire Property - Cortona
9.7 3 reviews

Agriturismo Borgo Santa Lucia, Entire Property

house, Castiglion Fiorentino
This house in Pergognano, Castiglion Fiorentino, offers garden views and is located 13 miles from Piazza Grande and 26 miles from Montepulciano Terme, with Perugia San Francesco d'Assisi Airport 42 miles away.
This pet-friendly villa features air conditioning, a private pool, a garden, a terrace, and a sauna, with a kitchen equipped with a fridge, microwave, and dishwasher, plus free WiFi and parking available.
Cortona Deluxe Private Garden - My Rental Homes - Cortona
No reviews

Cortona Deluxe Private Garden - My Rental Homes

apartment, Cortona
Cortona Deluxe, a luxury residence, offers a prime location in the center of Cortona, within walking distance to the main square and essential services.
This 1,023 sq ft, one-story apartment accommodates up to 4 guests and features air conditioning, WiFi, a dishwasher, a private garden with valley views, and a sauna available upon request for an additional fee, with Camucia's supermarkets and train station 3 miles away.
80 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Cortona
10 1 review

80 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house, Castiglion Fiorentino
This Tuscan villa is located in a private park near Castiglion Fiorentino, offering panoramic views of the Tuscan hills and mountains, and is situated 150 meters from a shared outdoor pool.
This 860 sq ft house accommodates up to 4 guests in 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a fireplace, a garden, and parking, with access to a patio for BBQs and bicycles for exploring the surrounding area.

Guest-Favorite Luxury Vacation Rentals in Cortona

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

Casa Nella Più Bella Valle Del Centro Italia - Cortona
10 10 reviews

Casa Nella Più Bella Valle Del Centro Italia

house, Castiglion Fiorentino

Top-Rated Pet-Friendly Vacation Rentals in Cortona

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

2 Bedroom Amazing Apartment In Cortona - Cortona
No reviews

2 Bedroom Amazing Apartment In Cortona

apartment, Cortona
La Finestra Su Cortona - Cortona
9.4 42 reviews

La Finestra Su Cortona

house, Cortona
100 M² Apartment ∙ 2 Bedrooms ∙ 7 Guests - Cortona
No reviews

100 M² Apartment ∙ 2 Bedrooms ∙ 7 Guests

apartment, Cortona
Casa Vacanze Beppina Cortona - Cortona
8.7 88 reviews

Casa Vacanze Beppina Cortona

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.

Beautiful Apartment In Cortona With Swimming Pool - Cortona
No reviews

Beautiful Apartment In Cortona With Swimming Pool

apartment, Cortona
Moderne Villa Mit Atemberaubendem Seeblick - Cortona
9.0 1 review

Moderne Villa Mit Atemberaubendem Seeblick

house, Lisciano Niccone
Elegant In-villa House With Pool And Garden - Cortona
No reviews

Elegant In-villa House With Pool And Garden

apartment, Cortona
450 M² House ∙ 10 Bedrooms ∙ 14 Guests - Cortona
No reviews

450 M² House ∙ 10 Bedrooms ∙ 14 Guests

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.

Wunderschöne Wohnung In Cortona Mit Großer Terrasse - Cortona
No reviews

Wunderschöne Wohnung In Cortona Mit Großer Terrasse

apartment, Cortona
Borgo Elisa - Cortona
9.6 5 reviews

Borgo Elisa

house, Cortona
Private Villa With Hot Tub, Private Pool, Wifi, A/c, Tv, Patio, Panoramic View, Close To Cortona - Cortona
10 2 reviews

Private Villa With Hot Tub, Private Pool, Wifi, A/c, Tv, Patio, Panoramic View, Close To Cortona

house, Cortona
Palazzo Medici Suites - Cortona
No reviews

Palazzo Medici Suites

apartment, Cortona
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