Compare Vacation Rentals & Airbnb in Cortona

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Cortona vacation rentals
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663 Rentals and Airbnb in Cortona

Best family friendly Cortona vacation rentals

Among the 663 accommodations in Cortona, here are the 4 best family friendly rentals

L'antico Casale Tuscany Charme & Private Pool 5-star - Cortona
8.7 11 reviews

L'antico Casale Tuscany Charme & Private Pool 5-star

house, Cortona
This renovated holiday home is located near Cortona, just 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering stunning lake views. The property is situated in a peaceful area, perfect for a relaxing getaway.
This comfortable house features a private pool with a garden, ideal for enjoying the Tuscan sunshine. The property also boasts a fully equipped kitchen, air conditioning, free Wi-Fi, and free private parking.
Agriturismo Frantoio Valiani - Cortona
8.9 266 reviews

Agriturismo Frantoio Valiani

farm, Cortona
Agriturismo Frantoio Valiani is a charming farm stay situated in the peaceful countryside, just 17 miles from the historic Piazza Grande in Cortona and 23 miles from Montepulciano Terme. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom farmhouse offers a peaceful retreat with a garden and a dedicated picnic area. Guests can enjoy free Wi-Fi, parking, and a continental or Italian breakfast, as well as cycling opportunities in the surrounding countryside.
Holiday Home With Panoramic Terrace Ideal For Families And Couples - Cortona
No reviews

Holiday Home With Panoramic Terrace Ideal For Families And Couples

apartment, Cortona
This two-bedroom holiday home is located in the countryside near Cortona, just 11 kilometres from Lake Trasimeno and 8 kilometres from the Val di Chiana.
The 90 square metre property boasts a garden, terrace, and parking, comfortably accommodating up to six guests and offering modern amenities like air conditioning, Wi-Fi, and a fully equipped kitchen.
Agriturismo Cortoreggio - Cortona
9.4 33 reviews

Agriturismo Cortoreggio

house, Cortona
This stone farmhouse, situated in the Umbria-Tuscany countryside, is 1.9km from Terontola train station and a 15-minute drive from Cortona, offering easy access to Lake Trasimeno (5km away).
The property boasts a swimming pool, Jacuzzi, and spacious garden with barbecue facilities, alongside free Wi-Fi, parking, and family-friendly amenities including a fully equipped kitchen and various rooms and apartments.

Best Cortona vacation rentals with a balcony

Apartment 'L'olivo Casa Del Nonno Bingheri' With Shared Garden & Wi-fi - Cortona
9.7 2 reviews

Apartment 'L'olivo Casa Del Nonno Bingheri' With Shared Garden & Wi-fi

apartment, Cortona
This Cortona farmhouse rental is situated 10km from Val di Chiana, Farneta Abbey, Fattoria Le Capezzine, Santa Maria delle Grazie, and Cortona Cathedral, offering a peaceful rural escape.
The self-catering property boasts a garden, terrace, air conditioning, parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher, perfect for families seeking a relaxing Tuscan getaway.
Casa Delia - Cortona
9.2 12 reviews

Casa Delia

house, Cortona
Casa Delia is a spacious villa located in Cortona, just 29 kilometres from the historic Piazza Grande and 39 kilometres from Montepulciano Terme.
This six-bedroom property boasts a private swimming pool, a fully equipped kitchen, and a large garden with a tennis court, making it ideal for families or groups seeking a relaxing escape in the Tuscan countryside.
Agriturismo Villa La Morina - Cortona
9.3 130 reviews

Agriturismo Villa La Morina

farm, Cortona
Villa La Morina, a renovated farmhouse near Cortona, is situated a 1.6km drive from the historic town centre, offering easy access to Cortona's cultural attractions.
This self-catering property features apartments with fully equipped kitchens, a private swimming pool, a barbecue area, free Wi-Fi, parking, and a 1.4km trekking path, plus a unique on-site old chapel.
Villa Le Celle Del Farinaio - Cortona
9.2 4 reviews

Villa Le Celle Del Farinaio

house, Cortona
Villa Le Celle Del Farinaio, near Cortona, offers a spacious six-bedroom property approximately 35km from Piazza Grande and 45km from Perugia Cathedral.
This 400 square metre villa boasts a private pool, garden, terrace, free Wi-Fi, parking, and family-friendly amenities including outdoor play equipment and free bikes, perfect for exploring the Tuscan countryside.

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Best Cortona vacation rentals with a sauna

Casale Margherita - Cortona
9.5 19 reviews

Casale Margherita

house, Cortona
Casale Margherita, near Cortona, is situated approximately 30 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme, offering easy access to major Tuscan landmarks by car.
This 100 square metre property sleeps five guests in two bedrooms and two bathrooms, boasting a private pool, free Wi-Fi, a terrace with garden views, barbecue facilities, and a fully equipped kitchen including a dishwasher and microwave.
Maya Luxury Home - Together In Tuscany - Cortona
9.9 29 reviews

Maya Luxury Home - Together In Tuscany

apartment, Cortona
Maya Luxury Home, a 95 square metre apartment in Cortona, is conveniently located for exploring Tuscany, being approximately 30.6 km from Piazza Grande and 37 km from Montepulciano Terme.
This two-bedroom, four-guest property boasts a fully equipped kitchen, a private garden, a sauna, air conditioning, Wi-Fi, and parking, offering a comfortable and relaxing stay.
Spacious Villa In Cortona With Private Pool - Cortona
8.6 141 reviews

Spacious Villa In Cortona With Private Pool

house, Cortona
This charming house is located in Cortona Old Town, just a short walk from the Santa Margherita Basilica, Signorelli Theatre, and Piazza della Repubblica, offering easy access to the area's historical attractions and vibrant atmosphere. It has received very good ratings for user experience, location, and cleanliness.
The house spans 120 square metres and comfortably accommodates up to 6 guests across 3 bedrooms and 1 bathroom. It features a private pool, a sauna, a spa, a fitness centre, a garden, a terrace, and a fully equipped kitchen, allowing guests to enjoy a relaxing and luxurious stay.
Terra Di Cortona - Cortona
9.6 258 reviews

Terra Di Cortona

farm, Cortona
Terra di Cortona farm stay is located near Cortona, Tuscany, approximately 39km from Piazza Grande and 45km from Perugia Cathedral.
This self-catering property boasts a swimming pool, Jacuzzi, sauna, and spa, alongside family-friendly amenities such as an indoor play area and barbecue facilities.

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
Lucia, a 3-bedroom villa, is located a short distance from Cortona's town centre, offering direct access to the surrounding Tuscan countryside.
This 95 square meter dwelling accommodates up to six guests, featuring three bedrooms, two bathrooms, a well-equipped kitchenette, WiFi, and a garden with a barbecue, with one small pet permitted.
Vacation Home Lucia By Interhome - Cortona
8.6 8 reviews

Vacation Home Lucia By Interhome

apartment, Cortona
This rural farmhouse flat is located in Camucia, 5 kilometres from Cortona's historic centre and 20 kilometres from Lake Trasimeno, offering a peaceful setting surrounded by fields with convenient access to local transport.
This 95 square metre property accommodates up to six guests across three bedrooms and two bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, a shared fenced swimming pool, a private terrace with barbecue, and on-site covered parking.
Relais Tosca - Cortona
10 2 reviews

Relais Tosca

house, Cortona
Relais Tosca is located in Cortona, 30.5 kilometres from Piazza Grande, with Perugia San Francesco d'Assisi Airport 67.5 kilometres away.
This 80 square metre villa offers accommodation for up to seven guests, featuring one bedroom, one bathroom, air conditioning, Wi-Fi, a private swimming pool, a jacuzzi, and private parking.
Villa Augusto - Cortona
9.4 106 reviews

Villa Augusto

house, Cortona
Villa Augusto is located in Cortona, offering garden views and is just 20 miles from Piazza Grande. The property has received excellent ratings for its cleanliness, location and user experience.
The villa provides comfortable living spaces with seating areas and dining areas. Guests can enjoy amenities like a private swimming pool, a fully equipped kitchen, a tennis court, and free Wi-Fi and parking.
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