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 Mimosa - Cortona
8.7 3 reviews
Cortona
12/09 – 03/10
SG$689/nighttotal: SG$14469 (21 )

Villa Mimosa

5 4
house , Cortona
Villa Mimosa, near Cortona, is situated approximately 34 kilometres from Piazza Grande and 39 kilometres from Montepulciano Terme, offering easy access to these Tuscan landmarks.
This five-bedroom property boasts 175 square metres of living space, sleeping up to 19 guests, and features a private swimming pool, garden, and free Wi-Fi; it also includes a fully equipped kitchen, air conditioning and ample parking.
Rina - Cortona
10 1 review
Cortona
21/06 – 24/06
SG$235/nighttotal: SG$705 (3 )

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.
Villa In Cortona With Pool - Cortona
8.9 154 reviews
Cortona
27/06 – 01/07
SG$422/nighttotal: SG$1688 (4 )

Villa In Cortona With Pool

1 4
house , Cortona
Villa Nigra is situated in Cortona, just 30km from Piazza Grande and 37km from Montepulciano Terme, making it an ideal base for exploring the charming Tuscan countryside. The property has received very good ratings for cleanliness and user experience, with an excellent location rating.
This holiday home offers a private swimming pool, a fitness centre, and air conditioning for a comfortable stay. Guests can enjoy a fully equipped kitchen, an outdoor terrace with barbecue facilities, free Wi-Fi, a peaceful garden, a sauna, a spa, and parking.
Casa Pippin 8, Emma Villas - Cortona
Cortona
17/09 – 15/10
SG$812/nighttotal: SG$22736 (28 )

Casa Pippin 8, Emma Villas

4 2
house , Cortona
Casa Pippin, a 200 square metre farmhouse, is situated in the Tuscan countryside a few kilometres from Cortona, offering easy access to explore both Tuscany and Umbria.
This five-bedroom, three-bathroom property sleeps eight guests and boasts a private infinity pool, 2400 square metre garden with barbecue, and stunning panoramic views; utilities, linen and cleaning are included in the rental price, along with Zer0Dep accidental damage cover.

Best Cortona villas and holiday homes with a kitchen

La Vecchia Casa Di Moda - Cortona
10 7 reviews
Cortona
10/08 – 16/08
SG$258/nighttotal: SG$1548 (6 )

La Vecchia Casa Di Moda

3 2
house , Cortona
This charming house is situated in Cortona, just 19km from the historic Piazza Grande and 23km from the spa town of Montepulciano Terme, offering a peaceful retreat in a quiet neighbourhood. The property has received excellent ratings for its location, cleanliness and overall experience.
The house spans 70 square metres and features two bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a terrace with city views, a garden, a tennis court, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Villa Le Dodici Querce Cortona - Cortona
Cortona
14/09 – 24/09
SG$248/nighttotal: SG$2480 (10 )

Villa Le Dodici Querce Cortona

3 4
house , Cortona
This villa in Cortona offers proximity to Piazza Grande, 34 kilometres away, and Magione Motorspeedway, 37 kilometres distant.
This 100 square metre property accommodates up to five guests in three bedrooms and two bathrooms, featuring air conditioning, WiFi, a kitchen with a microwave and dishwasher, a terrace, garden, tennis court, and private parking, with bicycle hire available for exploring the area.
Monastero San Silvestro - Cortona
9.1 666 reviews
Cortona
21/06 – 24/06
SG$318/nighttotal: SG$954 (3 )

Monastero San Silvestro

2 4
farm , Cortona
Monastero San Silvestro is a farm located near Cortona in the Valdichiana Valley, just 15 kilometres from Lake Trasimeno and a short drive from Mount Amiata. This property has received excellent ratings for location, cleanliness, and overall user experience.
The farm offers spacious apartments decorated in a traditional Tuscan style. Guests can enjoy the outdoor swimming pool with views of Cortona and the Valdichiana Valley, as well as BBQ facilities, a garden, and free parking.
Romantic Lux Country House - Cortona
9.8 10 reviews
Cortona
17/09 – 15/10
SG$857/nighttotal: SG$23996 (28 )

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.

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Best Cortona villas and holiday homes with a fireplace

550 M² House ∙ 3 Bedrooms ∙ 8 Guests - Cortona
9.7 9 reviews
Cortona
27/06 – 01/07
SG$536/nighttotal: SG$2144 (4 )

550 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 4
house , Cortona
This spacious villa is located in the Cortona countryside, approximately 20km from Lake Trasimeno and 30km from Arezzo, offering easy access to both.
The 550 square metre property boasts three bedrooms, three bathrooms, and sleeps eight, featuring a swimming pool, fitness centre, and large garden with stunning views; bike trails and water sports are also nearby.
170 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Cortona
9.3 6 reviews
Cortona
14/09 – 24/09
SG$478/nighttotal: SG$4780 (10 )

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.
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.
Casale Il Gelso By Vacavilla - Cortona
9.0 3 reviews
Cortona
12/09 – 03/10
SG$795/nighttotal: SG$16695 (21 )

Casale Il Gelso By Vacavilla

8 4
house , Cortona
Il Gelso is a renovated farmhouse located just outside Cortona, less than 3km from the town centre and a 15-minute drive from Lake Trasimeno. The property has received very good ratings for its location, cleanliness and overall experience.
The apartments feature traditional Tuscan furnishings, tiled floors, and some have wood-beamed ceilings. Guests can enjoy amenities such as a swimming pool, BBQ facilities, free bike rental, and a spacious garden.

Best Cortona villas and holiday homes with jacuzzi

Spacious Villa In Cortona With Private Pool - Cortona
8.6 104 reviews
Cortona
27/06 – 01/07
SG$387/nighttotal: SG$1548 (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.
Fattoria Del Nonno Berto - Cortona
9.8 17 reviews
Cortona
17/09 – 15/10
SG$447/nighttotal: SG$12516 (28 )

Fattoria Del Nonno Berto

2 2
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.
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.
Villa Casupoli - Cortona
10 1 review
Cortona
14/09 – 24/09
SG$1309/nighttotal: SG$13090 (10 )

Villa Casupoli

3 4
house , Castiglion Fiorentino
Villa Casupoli, a secluded property 24 kilometres from Castiglion Fiorentino's Piazza Grande, offers tranquil accommodation with easy access to the town.
This 160 square metre villa boasts three bedrooms, five bathrooms, and can comfortably sleep eleven guests, featuring a private pool, hot tub, and terrace with barbecue facilities.
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