Villas and Holiday homes in Cortona

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Cortona villas
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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

Villa Gelsi By Mmega - Cortona
Cortona
17/09 – 15/10
SG$750/nighttotal: SG$21000 (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.
95 M² House ∙ 3 Bedrooms ∙ 6 Guests - Cortona
8.6 13 reviews
Cortona
27/06 – 01/07
SG$254/nighttotal: SG$1016 (4 )

95 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 4
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.
Villa Cortonese - Fifteen Bedroom Villa, Sleeps 34 - Cortona
Cortona
25/07 – 09/08
SG$7866/nighttotal: SG$117990 (15 )

Villa Cortonese - Fifteen Bedroom Villa, Sleeps 34

16 8
house , Cortona
This historic 17th-century Tuscan villa is located on the hillsides of Cortona, 28 kilometres from Arezzo, within easy reach of Siena, Perugia, Assisi, and Florence.
This 550 square metre manor offers 15 bedrooms, accommodation for 34 guests, a swimming pool, air conditioning, and is set within an 8-hectare park with opportunities for equestrian excursions and pitch & putt golf.
170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Cortona
Cortona
12/09 – 03/10
SG$453/nighttotal: SG$9513 (21 )

170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

4 4
house , Cortona
This 16th-century villa, situated 1km from Camucia and 5km from Cortona's historic centre, offers a tranquil retreat at the foot of the Cortona hills.
The 170 square metre property boasts four bedrooms, three bathrooms, a private 12m x 6m pool with solarium, ample parking, and accommodates up to eight guests, making it ideal for families or groups.

Best Cortona villas and holiday homes with a kitchen

Villa Augusto - Cortona
9.3 114 reviews
Cortona
17/09 – 15/10
SG$330/nighttotal: SG$9240 (28 )

Villa Augusto

2 3
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.
Rina - Cortona
10 1 review
Cortona
12/09 – 03/10
SG$149/nighttotal: SG$3129 (21 )

Rina

3 4
farm , Cortona
This farmhouse, situated in Camucia, 5km from Cortona and 20km from Lake Trasimeno, offers easy access to other Tuscan towns such as Castiglion Fiorentino and Arezzo.
The 'Rina' apartment boasts 120 square metres of space, comprising three bedrooms, two bathrooms, a terrace, and a private patio, sleeping up to six guests and featuring a kitchen with a microwave and dishwasher, plus a shared swimming pool and barbecue area.
Holiday Home Martina By Interhome - Cortona
9.5 42 reviews
Cortona
27/06 – 01/07
SG$256/nighttotal: SG$1024 (4 )

Holiday Home Martina 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.
Antico Casale By Posarellivillas - Cortona
9.2 47 reviews
Cortona
10/08 – 16/08
SG$874/nighttotal: SG$5244 (6 )

Antico Casale By Posarellivillas

3 2
house , Cortona
Villa Calcinaio is located in the Tuscan hills, just 2.6 kilometres from the historic centre of Cortona and a short 5-minute drive from Camucia Cortona Train Station, offering a peaceful escape from the bustling town. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom villa can accommodate up to six guests, and features a spacious garden with a private pool and sun terrace. Guests can enjoy modern amenities, including a fully equipped kitchen, air conditioning, Wi-Fi, and a luxurious spa bath.

Frequently asked questions about villa rentals in Cortona

Destinations nearby

Best Cortona villas and holiday homes with a fireplace

Villa In Cortona With 8 Bedrooms Sleeps 16 - Cortona
Cortona
12/09 – 03/10
SG$895/nighttotal: SG$18795 (21 )

Villa In Cortona With 8 Bedrooms Sleeps 16

8 4
house , Cortona
Villa Il Gelso is a historic 16th-century stone and brick villa located at the foot of Cortona, with the Etruscan Archaeological Park just meters away, offering convenient access to Tuscan and Umbrian cities.
This substantial property, spanning 400 square meters, features 8 bedrooms and 8 bathrooms to accommodate up to 16 guests, a 5x12 meter fenced swimming pool open from May to October, a fully equipped communal kitchen, and is equipped with Wi-Fi and air conditioning.
200 M² Villa ∙ 5 Bedrooms ∙ 9 Guests - Cortona
Cortona
17/09 – 15/10
SG$461/nighttotal: SG$12908 (28 )

200 M² Villa ∙ 5 Bedrooms ∙ 9 Guests

5 3
house , Cortona
This five-bedroom house, ideal for nine guests, is situated in the Cortona countryside, a short drive (approximately 5km) from Cortona's historic centre and close to Etruscan tombs.
The 200 square metre property boasts a fully equipped kitchen with dishwasher and freezer, air conditioning, a private swimming pool, terrace, garden, and ample parking; enjoy the Tuscan countryside and easy access to local attractions.
Villa In Cortona With Pool And Val Di Chiana View - Cortona
8.8 53 reviews
Cortona
14/09 – 24/09
SG$699/nighttotal: SG$6990 (10 )

Villa In Cortona With Pool And Val Di Chiana View

5 4
house , Cortona
Belvilla by OYO San Martino Ulivi is situated in the San Martino district of Cortona, just 29 kilometres from the historic Piazza Grande and 39 kilometres from Montepulciano Terme, offering a peaceful escape from the bustling town centre. The property has received excellent ratings for its location, cleanliness, and overall experience.
This five-bedroom villa provides ample space for families and groups, with two living rooms and four bathrooms. Guests can enjoy a private garden with an outdoor pool, a fully equipped kitchen, a charming fireplace, and a barbecue for al fresco dining, along with free Wi-Fi throughout the property.
Agriturismo Villa Augusto - Cortona
9.6 4 reviews
Cortona
15/11 – 17/11
SG$230/nighttotal: SG$460 (2 )

Agriturismo Villa Augusto

1 1
gîte , Cortona
Villa Augusto, in Cortona's tourist district, offers easy access to the town's attractions, its precise location within the historic centre unspecified.
This family-friendly hotel boasts an outdoor pool, tennis courts, billiards, a tranquil garden, BBQ facilities, and room service, ensuring a comfortable stay.

Best Cortona villas and holiday homes with jacuzzi

Casa Primo - Cortona
10 17 reviews
Cortona
10/08 – 16/08
SG$380/nighttotal: SG$2280 (6 )

Casa Primo

2 2
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.
Fonte Comelia - Cortona
9.6 57 reviews
Cortona
15/11 – 17/11
SG$308/nighttotal: SG$616 (2 )

Fonte Comelia

2 1
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.
Fattoria Del Nonno Berto - Cortona
9.8 17 reviews
Cortona
12/09 – 03/10
SG$403/nighttotal: SG$8463 (21 )

Fattoria Del Nonno Berto

2 4
farm , Cortona
Fattoria del Nonno Berto is a farm stay situated near Cortona, approximately 30 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme.
This family-friendly farm offers guests a range of amenities including a swimming pool, jacuzzi, spa, restaurant, tennis court, and fitness centre, as well as packed lunches for exploring the Tuscan countryside.
Sweet Cortona - Cortona
9.1 42 reviews
Cortona
13/07 – 15/07
SG$214/nighttotal: SG$428 (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.
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