Superb Familly Suite With Two Bedrooms ''Orchidea'' # 6
2 4
house , Cortona
This two-bedroom, two-bathroom villa is situated 10km from Cortona's historic centre, offering easy access to Santa Maria delle Grazie, the Cortona Cathedral, and the Signorelli Theatre. The property boasts a private pool, garden, and terrace, alongside a fully equipped kitchen (including fridge and microwave), free Wi-Fi, and parking; ideal for families seeking a tranquil rural retreat near Cortona.
8.6 104 reviews
Cortona
06/07 – 10/07
SG$569/nighttotal: SG$2276 (4 )
Spacious Villa In Cortona With Private Pool
3 2
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.
9.2 27 reviews
Cortona
14/09 – 24/09
SG$261/nighttotal: SG$2610 (10 )
San Eusebio
2 4
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.
10 3 reviews
Cortona
17/09 – 15/10
SG$225/nighttotal: SG$6300 (28 )
Cornici Di Verde - Cortona
2 3
house , Cortona
Cornici di Verde is a holiday home located in Cortona, 30 kilometres from Bagno Vignoni and 31 kilometres from Piazza Grande. This 130 square metre holiday home offers one bedroom, two bathrooms, and can accommodate up to seven guests, featuring air conditioning, a dishwasher, and an outdoor dining area.
8.7 298 reviews
Cortona
17/09 – 15/10
SG$256/nighttotal: SG$7168 (28 )
Beautiful Holiday Home With View Over Cortona In Beautiful Surroundings
2 3
chalet , Cortona
This charming chalet is located in the tranquil countryside just outside Cortona, a short drive from the historic Piazza Grande and the thermal baths of Montepulciano Terme. It has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers seeking a peaceful retreat. The property features spacious terraces, a private swimming pool, and a well-equipped kitchen. Guests can enjoy stunning views of the surrounding countryside, relax in the spa, or dine at the on-site restaurant.
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.
9.1 135 reviews
Cortona
14/09 – 24/09
SG$223/nighttotal: SG$2230 (10 )
Podere Casorbica
4 4
house , Cortona
Podere Casorbica is a holiday home situated just 35km from Perugia and 26km from Arezzo, offering a peaceful escape in the Tuscan countryside. This property has received excellent ratings for location, cleanliness, and overall user experience. The house features a well-equipped kitchen, a private bathroom, a terrace with stunning views, and a garden with a swimming pool and jacuzzi. Guests can enjoy outdoor dining with the barbecue, explore the surrounding area by bike or car, and relax in the tranquil atmosphere.
9.4 27 reviews
Cortona
17/09 – 15/10
SG$144/nighttotal: SG$4032 (28 )
Typical Cottage In The Hills Of Cortona, Perfect For Couples For A Romantic Holiday Or Honeymoon. Lo
1 3
house , Cortona
This Cortona villa, situated within 5km of the Diocesan Museum, Cortona Cathedral, Palazzo Comunale, Piazza della Repubblica, and the Etruscan Academy Museum, offers convenient access to the town's historical heart. The 50 square metre property sleeps three guests in one bedroom and one bathroom, boasting a private garden, swimming pool, terrace, free Wi-Fi, and a fully equipped kitchen including a dishwasher.
9.0 16 reviews
Cortona
27/06 – 01/07
SG$282/nighttotal: SG$1128 (4 )
Agriturismo Casa Paradiso
1 4
house , Cortona
Agriturismo Casa Paradiso, near Cortona, offers a peaceful countryside retreat approximately 30km from Piazza Grande and 37km from Montepulciano Terme. This pet-friendly house boasts a fully equipped kitchen, private parking, a garden, and barbecue facilities, providing bicycle use and easy access to local walking tours.
9.1 666 reviews
Cortona
27/06 – 01/07
SG$420/nighttotal: SG$1680 (4 )
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.
9.6 71 reviews
Cortona
12/09 – 03/10
SG$225/nighttotal: SG$4725 (21 )
Agriturismo Fattoria Podere Peciano
1 4
farm , Cortona
Agriturismo Podere Peciano is situated near Cortona, a 4-kilometre drive from the town centre and a short distance from Castiglion Fiorentino. The farm offers a range of amenities for families and groups, including a shared garden, an outdoor swimming pool, and farm animals such as goats, cows, and rabbits.
9.9 28 reviews
Cortona
27/06 – 01/07
SG$851/nighttotal: SG$3404 (4 )
Agriturismo Le Celle
4 4
house , Cortona
Agriturismo Le Celle is a charming villa located just 31 km from Cortona's historic Piazza Grande, offering a peaceful setting outside the bustling town centre. This property enjoys excellent user, location and cleanliness ratings. The villa spans 130 square metres and features four bedrooms. Guests can enjoy a private pool, a shared outdoor pool, a garden with barbecue facilities, free Wi-Fi, and private parking.
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
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.
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.
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.
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
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.
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.
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.
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
What are the must-see attractions in and around Cortone?
Cortona is a treasure trove of historical and cultural attractions. You absolutely must visit the Etruscan Academy Museum, which houses a vast collection of Etruscan artefacts. And don't miss the stunning views from the Fortezza Medicea, a 16th-century fortress overlooking the valley.
What types of wildlife can travelers expect to see in the area of Cortone?
The countryside around Cortona is a haven for wildlife. You're likely to spot red squirrels scampering through the trees, as well as numerous species of birds, including owls, hawks, and woodpeckers. If you're lucky, you might even catch a glimpse of a wild boar or a fox.
What are the best villa rentals with a pool in Cortona?
Spring and autumn are the most pleasant times to visit Cortona, as the weather is mild and the crowds are smaller. You'll enjoy beautiful blooms in the spring and vibrant colours in the fall.
What are the best villa rentals with a jacuzzi in Cortona?
When is it easiest to book a villa rental in Cortone?
Booking a villa rental in Cortona is easiest outside of the peak season, which is from June to August. You'll find better availability and often lower prices if you travel in the shoulder seasons, April to May or September to October.
What are the best villa rentals for families and kids in Cortona?
The area around Cortona is a hiker's paradise. Two popular trails are the Sentiero del Perugino, which leads to a stunning viewpoint overlooking Lake Trasimeno, and the Sentiero della Val di Chiana, offering beautiful views of the valley.
What are the best pet friendly villa rentals in Cortona?
What are the advantages of renting a house or a villa in Cortone
Renting a villa in Cortona offers a more authentic and private experience. You'll have your own space to relax and enjoy the beautiful surroundings, and you'll be able to cook your own meals and enjoy the local produce.
What are the best villa rentals with parking in Cortona?
Cortona is perfectly situated for exploring Tuscany. Within easy reach are the charming towns of Montepulciano, Pienza, and Arezzo. And of course, the beautiful city of Florence is just a short drive away.
Destinations nearby
Best Cortona villas and holiday homes with a fireplace
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.
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.
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.
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
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.
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.
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.
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.