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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

Villa Fabi 6&2, Emma Villas - Cortona
8.3 3 reviews

Villa Fabi 6&2, Emma Villas

house, Cortona
Villa Fabi 6&2, near Cortona, Italy, offers a convenient location, approximately 21 miles from Piazza Grande and 25 miles from Montepulciano Terme.
This 1940-square-foot vacation home features three bedrooms, three bathrooms, a fully equipped kitchen, a private pool, and a garden—perfect for families or groups of up to six guests seeking a relaxing Tuscan getaway.
La Renaia - Cortona
9.7 304 reviews

La Renaia

farm, Cortona
La Renaia is a farm stay located near Cortona, about 34 kilometers from Piazza Grande and 48 kilometers from Perugia Cathedral.
This family-friendly property offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and fitness center, making it a great choice for travelers seeking both relaxation and recreation.
Cortona Charme - Cortona
No reviews

Cortona Charme

apartment, Cortona
Apartment. Your accommodation will be based in Cortona.
Services and facilities: a bar, an iron and a kitchen.
Wunderschöne Wohnung In Cortona Mit Großer Terrasse By Interhome - Cortona
No reviews

Wunderschöne Wohnung In Cortona Mit Großer Terrasse By Interhome

apartment, Cortona
This luxury villa rental in Cortona offers a hilltop location with panoramic views of the historic Etruscan city and the Valdichiana valley, just a short drive from Lake Trasimeno's beaches and Umbrian attractions.
This 4,310 sq ft residence accommodates up to 8 guests in 4 bedrooms and 4 bathrooms, featuring a swimming pool, a large terrace, air conditioning, a Jacuzzi, and a fully equipped kitchen.

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.

Villa Patrizia - Cortona
9.2 4 reviews

Villa Patrizia

house, Cortona
Villa Patrizia, located in Cortona, Italy, is a short drive from Piazza Grande (21 miles) and Perugia (31 miles), offering easy access to major Tuscan attractions.
This 2690-square-foot vacation home boasts 5 bedrooms, 4 bathrooms, and accommodates up to 23 guests, featuring a private pool, Jacuzzi, and ample outdoor space with parking; amenities include a fully equipped kitchen and free Wi-Fi.
La Casa Dei Nonni - Cortona
9.0 18 reviews

La Casa Dei Nonni

house, Cortona
La Casa Dei Nonni is located in Cortona, just a short distance from the historic Piazza Grande, offering a peaceful escape from the bustling city center. This charming house has consistently received excellent ratings for user experience, location, and cleanliness.
The 2-bedroom house provides 1020 square feet of space, comfortably accommodating up to 5 guests. You can enjoy a shared lounge and kitchen, a tennis court, free WiFi, and a peaceful ambiance, making it ideal for families and groups seeking a relaxing Tuscan experience.
Casa Fontelunga, Tuscan Holiday Villa With Private Pool - Cortona
9.6 14 reviews

Casa Fontelunga, Tuscan Holiday Villa With Private Pool

apartment, Cortona
This Cortona vacation home sits 3 miles from Santa Maria delle Grazie and within 6 miles of attractions like the San Domenico Church and Cortona Cathedral.
The three-bedroom rental boasts a private pool, barbecue grills, a fully equipped kitchen including a dishwasher, and a terrace, comfortably accommodating families or groups seeking a peaceful Tuscan getaway near Cortona's historical sites.
Apartment ∙ 3 Bedrooms ∙ 6 Guests - Cortona
No reviews

Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Cortona
This top-floor apartment in Cortona's historic city center offers rare private terrace views of the Valdichiana Valley and local rooftops, located within a listed historical building.
This family-friendly residence accommodates up to 6 guests with 3 bedrooms, 2 bathrooms, air conditioning, and a kitchen featuring a fridge, freezer, microwave, and dishwasher, with a check-out time of 10:00 AM.

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

95 M² House ∙ 3 Bedrooms ∙ 6 Guests - Cortona
8.6 12 reviews

95 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Cortona
This 1020 sq ft, 3-bedroom, 2-bathroom house in Cortona accommodates up to 6 guests and features rustic furnishings, a fireplace, a private garden, terrace, and barbecue facilities.
This property offers a kitchen with a fridge, freezer, microwave, and dishwasher, plus a washing machine, WiFi, and allows one small pet, located near local attractions without being in the immediate center.
Monastero San Silvestro - Cortona
9.1 675 reviews

Monastero San Silvestro

farm, Cortona
Monastero San Silvestro is a 14th-century farmhouse located in the Valdichiana Valley, near Cortona, with views of the town and the surrounding countryside. The farmhouse is close to Lake Trasimeno and Mount Amiata and is within a half-hour drive of Arezzo and Perugia. The property has received excellent ratings for location, cleanliness, and overall user experience.
The farmhouse offers spacious self-catering apartments with a Tuscan style featuring stone walls, terracotta floors, exposed wood beams, and fireplaces. Guests can enjoy amenities like a saltwater pool with views of Cortona and the Valdichiana Valley, a garden with BBQ facilities, free parking, and WiFi.
Beautiful Apartment In Cortona With Swimming Pool - Cortona
No reviews

Beautiful Apartment In Cortona With Swimming Pool

apartment, Cortona
This apartment in Cortona is located 21 miles from Piazza Grande and 22 miles from Montepulciano Terme, with Perugia Train Station 29 miles away.
This 750 square foot rental accommodates up to 7 guests with 1 bathroom, featuring air conditioning, a dishwasher, a fridge, WiFi, a fireplace, outdoor seating, and private parking.
300 M² House ∙ 6 Bedrooms ∙ 14 Guests - Cortona
9.1 12 reviews

300 M² House ∙ 6 Bedrooms ∙ 14 Guests

house, Cortona
This country house is located 3 miles above Cortona, offering panoramic Chiana Valley views and walking access to the town's Etruscan museum and Franciscan monastery.
This 3230 sq ft villa accommodates 14 guests in 6 bedrooms and 6 bathrooms, featuring a private pool, jacuzzi, sauna, a separate dependance, pizza oven, and direct access to trekking and biking trails, with Lake Trasimeno 12 miles away.

Best Cortona vacation rentals with a sauna

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.
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.
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.

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 Samuela - Together In Tuscany - Cortona
9.5 77 reviews

Casa Samuela - Together In Tuscany

apartment, Cortona

Top-Rated Pet-Friendly Vacation Rentals in Cortona

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

Appartamento Centrale - Overlooking The Charming Piazza Signorelli - Cortona
10 1 review

Appartamento Centrale - Overlooking The Charming Piazza Signorelli

apartment, Cortona
La Limonaia Cortona - Cortona
10 1 review

La Limonaia Cortona

house, Cortona
Beautiful Apartment For 2 Guests With A/c, Wifi And Pets Allowed - Cortona
10 1 review

Beautiful Apartment For 2 Guests With A/c, Wifi And Pets Allowed

apartment, Cortona
Cosy Apartment For 8 Guests With Wifi, Balcony And Pets Allowed - Cortona
No reviews

Cosy Apartment For 8 Guests With Wifi, Balcony And Pets Allowed

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 Eleonora - Cortona
8.0 1 review

Villa Eleonora

house, Cortona
Casa Lucy - Cortona
9.9 107 reviews

Casa Lucy

house, Cortona
Rina - Cortona
10 1 review

Rina

farm, Cortona
Holiday Home Il Cherubino By Interhome - Cortona
No reviews

Holiday Home Il Cherubino By Interhome

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.

Borgo Elisa - Cortona
9.6 5 reviews

Borgo Elisa

house, Cortona
Apartment Wunderschöne Wohnung In Cortona Mit Großer Terrasse By Interhome - Cortona
No reviews

Apartment Wunderschöne Wohnung In Cortona Mit Großer Terrasse By Interhome

apartment, Cortona
Villa In Sant'angiolo With 5 Bedrooms Sleeps 12 - Cortona
No reviews

Villa In Sant'angiolo With 5 Bedrooms Sleeps 12

house, Cortona
Casa Vinalia: Etruscan Paradise - Cortona
9.9 95 reviews

Casa Vinalia: Etruscan Paradise

house, Cortona
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