Villas and Holiday homes in Cortona

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Cortona holiday homes
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74 Villa rentals in Cortona

Best Cortona villas and holiday homes with a pool

Among the 74 accommodations in Cortona, here are the 4 best villas and holiday homes with a pool

Il Giardino Degli Ulivi | Casa Ippocastano - Cortona
10 24 reviews
Cortona
14/09 – 24/09
£143/nighttotal: £1430 (10 )

Il Giardino Degli Ulivi | Casa Ippocastano

1 4
gîte , Cortona
Il Giardino degli Ulivi, a farmhouse near Cortona (3km), offers six restored apartments with easy access to other Tuscan towns such as Montepulciano (28km), Arezzo (30km), and Siena (65km).
Each apartment, such as L'Ippocastano, sleeps up to six guests and features two bedrooms, two bathrooms, a kitchen with a fridge, freezer, and dishwasher, air conditioning, and private outdoor space; a shared swimming pool and parking are also available.
Agriturismo Il Torrino - Cortona
9.4 7 reviews
Cortona
14/09 – 24/09
£163/nighttotal: £1630 (10 )

Agriturismo Il Torrino

1 4
farm , Cortona
Agriturismo Il Torrino is located in the Tuscan countryside, just 2 kilometres from the historic centre of Cortona and 35 kilometres from Arezzo, offering a peaceful retreat amidst rolling hills and olive groves. The property has received excellent ratings from previous guests for its location, cleanliness and overall experience.
The self-catering accommodation, covering 80 square metres, features one bedroom and one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as a terrace with stunning views of the Chiana Valley and Lake Trasimeno. Guests can enjoy the outdoor swimming pool, BBQ facilities, and free Wi-Fi, along with a complimentary breakfast basket upon arrival.
Villa Primula By Posarellivillas - Cortona
9.5 55 reviews
Cortona
17/09 – 15/10
£248/nighttotal: £6944 (28 )

Villa Primula By Posarellivillas

5 3
house , Cortona
Villa Primula is located in the village of Camucia, just 3.5 kilometres from the medieval town of Cortona and a 15-minute drive from Lake Trasimeno, offering a peaceful escape from the hustle and bustle. This property has received excellent user ratings for its location and cleanliness, as well as a very good rating overall.
This five-bedroom villa, spread across 200 square metres, offers ample space for families or groups of friends. The property is equipped with modern amenities such as Wi-Fi, a washing machine, and a swimming pool, as well as a charming garden and terrace, perfect for enjoying the Tuscan sunshine.
Villa Gelsi By Mmega - Cortona
Cortona
17/09 – 15/10
£435/nighttotal: £12180 (28 )

Villa Gelsi By Mmega

9 3
house , Cortona
Villa Gelsi is situated in the countryside of Cortona, close to the Umbrian border, offering an idyllic rural setting.
This 230 square meter villa sleeps 18 guests across 9 bedrooms and 8 bathrooms, featuring air conditioning in the upstairs bedrooms, a private swimming pool, a garden with a BBQ, and Wi-Fi.

Best Cortona villas and holiday homes with a kitchen

Holiday Home Lucia By Interhome - Cortona
9.5 42 reviews
Cortona
27/06 – 01/07
£149/nighttotal: £596 (4 )

Holiday Home Lucia By Interhome

1 4
house , Cortona
Holiday Home Lucia is situated near Cortona, approximately 32km from Piazza Grande and 50km from Perugia Cathedral.
This 95 square metre property sleeps six, boasting three bedrooms, two bathrooms, a private terrace and garden, a swimming pool, free parking and Wi-Fi, and a well-equipped kitchen with dishwasher.
Casale Vacanze Il Granaio - Cortona
9.7 55 reviews
Cortona
17/09 – 15/10
£110/nighttotal: £3080 (28 )

Casale Vacanze Il Granaio

2 3
house , Cortona
Casale Vacanze Il Granaio, a self-catering property in the Cortona countryside, is situated approximately 29 kilometres from Piazza Grande and 35 kilometres from Montepulciano Terme; a car is recommended due to limited public transport.
This pet-friendly house offers a private entrance, garden views, free parking, a fully equipped kitchen with fridge, freezer and dishwasher, air conditioning, Wi-Fi, and is close to cycling routes in the Tuscan countryside; bed linen and towels are provided.
Casa Primo - Cortona
10 17 reviews
Cortona
27/06 – 01/07
£278/nighttotal: £1112 (4 )

Casa Primo

2 4
house , Cortona
Casa Primo is situated in Cortona, a short distance from the historic centre, with Piazza Grande 30.6km away and Montepulciano Terme 37km distant. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The house offers 80 square metres of living space, comfortably accommodating up to four guests in its two bedrooms and two bathrooms. This charming dwelling comes with a range of amenities including a well-equipped kitchen, a relaxing hot tub, a peaceful garden, and a private patio, perfect for enjoying the Italian sunshine.
San Eusebio - Cortona
9.2 27 reviews
Cortona
06/10 – 16/10
£105/nighttotal: £1050 (10 )

San Eusebio

2 2
house , Cortona
This Cortona holiday home, situated in the San Eusebio district, is approximately 84 kilometres from Florence Airport.
The 70-square-metre property sleeps four guests across two bedrooms and two bathrooms, boasting a private pool, garden, terrace, and fully equipped kitchen including a dishwasher and microwave; free parking is also provided.

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Best Cortona villas and holiday homes with a fireplace

170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Cortona
9.3 6 reviews
Cortona
27/06 – 01/07
£445/nighttotal: £1780 (4 )

170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

4 4
house , Cortona
This spacious 170 square metre villa, located in Cortona's historic district, offers convenient access to the town's Renaissance architecture and cultural sites, with its precise location placing it within easy reach of local landmarks.
This property accommodates up to 8 guests across 4 bedrooms, featuring air conditioning, a fully equipped kitchen with a dishwasher and freezer, a swimming pool, garden, parking, and multiple living areas including one with a fireplace.
Agriturismo Fringuello - Sofora - Cortona
9.0 1 review
Cortona
14/09 – 24/09
£597/nighttotal: £5970 (10 )

Agriturismo Fringuello - Sofora

6 4
house , Cortona
Agriturismo Fringuello - Sofora is located in Cortona, just 29 kilometres from Piazza Grande, the main square of the historic town centre. The property enjoys a peaceful setting in the Tuscan countryside, offering stunning views of the surrounding hills.
This 6-bedroom, 5-bathroom villa sleeps up to 11 guests and is perfect for large families or groups of friends. The spacious accommodation, totalling 100 square metres, includes a fully equipped kitchen, a fireplace for cosy evenings, and a terrace with breathtaking views. Guests can enjoy the private pool, relax in the garden, and take advantage of the free parking and Wi-Fi.
Borgo In San Angelo - Cortona
9.1 117 reviews
Cortona
17/09 – 15/10
£139/nighttotal: £3892 (28 )

Borgo In San Angelo

1 3
house , Cortona
This detached house is situated in the countryside near Cortona, approximately 34 kilometres from Piazza Grande and 50 kilometres from Perugia Cathedral.
The property offers a private entrance, stunning garden views, a swimming pool, yoga classes, a fully equipped kitchen, air-conditioned rooms, free Wi-Fi, parking and a sun terrace.
Colle Degli Ulivi - Cortona, Pool, Nature, Privacy - Cortona
8.8 5 reviews
Cortona
27/06 – 01/07
£666/nighttotal: £2664 (4 )

Colle Degli Ulivi - Cortona, Pool, Nature, Privacy

7 4
farm , Cortona
Colle Degli Ulivi farmhouse, near Cortona, Italy, is situated approximately 29 kilometres from Piazza Grande and 40 kilometres from Montepulciano Terme.
This 380-square-metre property boasts seven bedrooms, six bathrooms, and three living rooms, comfortably accommodating up to 27 guests, and includes a private pool, barbecue facilities, free Wi-Fi, and free parking.

Explore Holiday Homes with a Hot Tub in Cortona

These holiday homes in Cortona feature a hot tub, providing a wonderful setting for a restorative soak.

Spacious Villa In Cortona With Private Pool - Cortona
8.6 104 reviews
Cortona
27/06 – 01/07
£224/nighttotal: £896 (4 )

Spacious Villa In Cortona With Private Pool

1 4
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.
Sweet Cortona - Cortona
9.1 42 reviews
Cortona
13/07 – 15/07
£124/nighttotal: £248 (2 )

Sweet Cortona

3 4
house , Cortona
Sweet Cortona is a holiday home located just 31 km from Piazza Grande in Arezzo, a charming medieval town, and 37 km from Terme di Montepulciano, a renowned spa resort. This property has received excellent ratings for location, cleanliness, and overall user experience.
The house spans 90 square meters and comfortably accommodates four guests in its three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private spa bath, a fully equipped kitchen, free Wi-Fi, and parking.
Romantic Lux Country House - Cortona
9.8 10 reviews
Cortona
06/10 – 16/10
£466/nighttotal: £4660 (10 )

Romantic Lux Country House

3 2
house , Cortona
This charming villa is located in a peaceful hamlet in the Tuscan hills, just 35km from Cortona and 45km from Siena. It has received excellent reviews from previous guests, who have praised its stunning views and luxurious amenities.
The property offers 105 square meters of living space, comfortably accommodating up to 8 guests. It features a private infinity pool with a jacuzzi, a spacious garden, and a covered patio, perfect for enjoying the Tuscan sunshine and al fresco dining.
Fonte Comelia - Cortona
9.6 57 reviews
Cortona
06/10 – 16/10
£205/nighttotal: £2050 (10 )

Fonte Comelia

2 2
house , Cortona
The Fonte Comelia house is situated on the hills outside Cortona, 1.9 kilometres from the town centre, with Lake Trasimeno 12 kilometres away and Arezzo and Montepulciano both 30 kilometres distant. It has received excellent ratings for location, cleanliness and overall user experience.
The property is a 96 square metre, two-bedroom villa that can accommodate up to four guests. It offers a range of amenities, including a terrace with a hot tub, a rustic-style patio with free BBQ facilities, a fireplace, air conditioning, a fully equipped kitchen, two bathrooms, and access to a nearby hotel’s restaurant and swimming pool.
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