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Holiday Rentals in Cortona

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The best holiday rentals in Cortona

Check out our pick of great holiday rentals in Cortona

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Casa Dreosti

Cortona Old Town, Cortona

Set within 32 km of Piazza Grande and 38 km of Terme di Montepulciano, Casa Dreosti offers rooms with air conditioning and a private bathroom in Cortona.

K
Kurt
From
Malta
Casa Dreosti is one of the best stays we had in Tuscany. The location is in the center of Cortona, close to everything. The owner took care of us during our stay and helped us with everything. We will be back soon !!!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 191 reviews
Price from
US$143.50
1 night, 2 adults

La Renaia

Cortona

Featuring a seasonal outdoor swimming pool and views of mountain, La Renaia is a farm stay situated in a historic building in Cortona, 33 km from Piazza Grande.

Z
Zsofia
From
Hungary
Lovely agriturismo near Cortona, tucked away in a secluded area. The location is excellent — perfect for exploring the surrounding region by car. Carola is very kind and a fantastic host, making sure you enjoy every moment of your stay. Our room was super comfortable and spotless, equipped with everything we needed: a huge, cozy bed; a kitchenette and fridge stocked with breakfast essentials; a coffee machine with capsules, and more. The bathroom was spacious and well-supplied with toiletries. There was even a patio. Parking was conveniently located right in front of the room, with shade. We’d gladly return anytime!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 257 reviews
Price from
US$95.55
1 night, 2 adults

Casa del Loggiato

Cortona Old Town, Cortona

Set in Cortona, 32 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa del Loggiato offers accommodation with free WiFi in a historic building.

N
Nelda
From
South Africa
Beautiful apartment giving us a real 'Tuscan' feel. Wish we could stay longer to enjoy the apartment. Location is perfect!
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 151 reviews
Price from
US$104.24
1 night, 2 adults

Le Residenze Ristori

Cortona Old Town, Cortona

Set in a 17th-century building, Le Residenze Ristori offers self-catering apartments and rooms with free WiFi in the historic centre of Cortona.

D
Denee
From
Canada
Stayed here while going to school at the Univeristy of Alberta. Lovely couple. Place is amazing. The hosts were so helpful and gave lots of helpful local tips. Really a wonderful stay and will definitely be back. Bedrooms were amazing. Beds were so comfy and its only a 2 min walk to downtown and 2 mins to the university. They even had a cute cot for my youngest complete with adorable bedding of Winnie the Pooh. The shower was fantastic and the heates towel rack was a game changer. My 2 boys and grandmother loved this place so much. There is also a soccer pitch within 5 mins and several amazing restaurants 2 blocks away.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 844 reviews
Price from
US$78.76
1 night, 2 adults

Agriturismo Il Borgo

Cortona

Agriturismo Il Borgo is located in Cortona and features a pool with a view and garden views. This property offers access to a terrace and free private parking.

A
Anita
From
Hungary
Everything was really amazing. The place is huge and beautiful. Emanuele is really nice and helpful.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 100 reviews
Price from
US$125.09
1 night, 2 adults

Locanda Petrella

Cortona Old Town, Cortona

With a quiet location in Cortona's pedestrian area, Locanda Petrella is a 5-minute walk from Cortona Cathedral. It is set on the second floor of a historic building dating back to the 1800s.

S
S
From
United Kingdom
Very nice atmosphere. The room was feel you are in the real Tuscany! Well organised. Owner/runner was very friendly. No tv which was a plus for us.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 398 reviews
Price from
US$150.57
1 night, 2 adults

Monastero San Silvestro

Cortona

Set within 32 km of Piazza Grande and 49 km of Perugia Cathedral, Monastero San Silvestro provides rooms with air conditioning and a private bathroom in Cortona.

N
Nico
From
South Africa
It felt like home for a week. Valeria was so friendly and helpful and everything so beautiful. It gave us the real Tuscan experience. And we enjoyed the crystal clear swimmingpool and the barbercue. The laundry on the premises is also a plus! Great respect for the Monastero.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 323 reviews
Price from
US$146.23
1 night, 2 adults

B&B Il Mandorlo

Cortona

Offering a garden and garden view, B&B Il Mandorlo is situated in Cortona, 28 km from Piazza Grande and 38 km from Terme di Montepulciano.

R
Robert
From
Australia
Cannot recommend this B&B enough. Our stay was amazing, if you want a true Tuscan experience, this is it. The hosts were just beautiful, the property was stunning, room was huge, comfortable beds and spacious bathroom. It was immaculately clean. Views over Cortona and the valley. 10 minutes to Cortona, local wineries and sights. Loved this place!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 42 reviews
Price from
US$83.39
1 night, 2 adults

MAGNOLIA

Cortona

Featuring garden views, MAGNOLIA provides accommodation with a garden and a patio, around 38 km from Terme di Montepulciano.

M
Magdalena
From
Poland
We were traveling with friends (two couples). Everything was top notch. The beds are super comfortable, there is a well-equipped kitchen (induction hob, oven, dishwasher, microwave), a bathroom with a shower and bidet (great :)) and an additional restroom. We could freely use the garden and patio, where we ate breakfast and spent evenings surrounded by astonishing greenery. The owners are very friendly people who were more than happy to answer all our questions. Magnolia is located within perfect distance, ca. 30 min walk from Cortona (once again thanks to the hosts for pointing us a shortcuts). It's perfect solution for both people who want to spend time in the city, but also want to relax in secluded spot. We highly recommend and thank you for lovely time.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 58 reviews
Price from
US$160.99
1 night, 2 adults

La Casa di Laura

Cortona Old Town, Cortona

Offering lake views, La Casa di Laura is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station.

T
Thomas
From
United Kingdom
Very helpful owners. Thanks to Bruno and his son, who spoke English, for picking us up from the station in Camucia. The property was excellent and fulfilled our needs with great views over the valley. 2 good double bedrooms and a decent sized bathroom with shower and washing machine. We visited Perugia by train, I would highly recommend this. We also had 2 small dogs with us who were made welcome. We had 4 very enjoyable days in Laura’s house.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
US$127.40
1 night, 2 adults
All holiday rentals in Cortona

Most booked holiday rentals in Cortona and surroundings in the past month

See all

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 294 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 232 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 164 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 257 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 416 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 391 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 323 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 398 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 409 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 844 reviews

Holiday Rentals with swimming pools in Cortona and nearby

L'Orangerie

Cortona
Swimming pool

Featuring a garden, private pool and mountain views, L'Orangerie is located in Cortona. There is an on-site restaurant, plus free private parking and free WiFi are available.

From US$295.34 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Set in Cortona, 31 km from Piazza Grande and 50 km from Perugia Cathedral, Agriturismo Il Torrino offers air conditioning.

From US$266.39 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 54 reviews

Featuring air-conditioned accommodation with a private pool, mountain view and a balcony, Casa Biagiotti is set in Cortona.

From US$185.31 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 323 reviews

Set within 32 km of Piazza Grande and 49 km of Perugia Cathedral, Monastero San Silvestro provides rooms with air conditioning and a private bathroom in Cortona.

From US$114.15 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 44 reviews

Located in Cortona in the Tuscany region and Piazza Grande reachable within 32 km, Podere Casorbica provides accommodation with free WiFi, a children's playground, pool with a view and free private...

From US$138.98 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 reviews

Boasting pool with a view and views of pool, Margherita Holiday Home is a farm stay set in a historic building in Cortona, 28 km from Piazza Grande.

From US$177.78 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 27 reviews

Set just 24 km from Piazza Grande, La Maestà Tuscan Sun provides accommodation in Castiglion Fiorentino with access to a rooftop pool, a garden, as well as luggage storage space.

From US$119.18 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 64 reviews

Nestled amid the hills on the Umbria - Tuscany border, the farm house is immersed in nature, just 6 km away from the historic town of Cortona.

From US$194.58 per night

Enjoy breakfast in Cortona and nearby

La Corte Di Ambra

Cortona
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 85 reviews

La Corte Di Ambra is located in Cortona's historical centre. Free Wi-Fi access is available in all areas.

From US$382.21 per night

Locanda Petrella

Cortona
Breakfast options
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 398 reviews

With a quiet location in Cortona's pedestrian area, Locanda Petrella is a 5-minute walk from Cortona Cathedral. It is set on the second floor of a historic building dating back to the 1800s.

From US$150.57 per night

B&B San Francesco

Cortona
Breakfast options
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 409 reviews

Located in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, B&B San Francesco provides accommodation with free WiFi in a historic building.

From US$120.45 per night

Casa Kita

Cortona
Breakfast options
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 224 reviews

Featuring mountain views, Casa Kita offers accommodation with terrace, around 31 km from Piazza Grande. With lake views, this accommodation provides a patio. The guest house features family rooms.

From US$120.45 per night

Locanda Del Molino

Cortona
Breakfast options
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 391 reviews

Locanda Del Molino is just a 10-minute drive from Cortona and features a typical restaurant where you can sample authentic cuisine from the region in a cosy atmosphere.

From US$98.45 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 57 reviews

Featuring free WiFi, parking on-site and an infinity pool, the recently renovated property of Agriturismo Annibale, offers accommodation in Tuoro sul Trasimeno, 39 km from Perugia Cathedral and 40 km...

From US$173.73 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 45 reviews

Featuring a spa bath, Tuttomio Suite con idromassaggio is located in Castiglion Fiorentino.

From US$268.70 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 232 reviews

Set within 20 km of Piazza Grande and 44 km of Terme di Montepulciano, San Michele al Castello offers rooms with air conditioning and a private bathroom in Castiglion Fiorentino.

From US$137.83 per night

Highly rated holiday rentals in Cortona and nearby

Raggi di Sole

Cortona
8.0+ review score
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 74 reviews

Offering city views, Raggi di Sole is an accommodation located in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano.

From US$147.32 per night

La Casa di Iole

Cortona
8.0+ review score
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 35 reviews

Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, La Casa di Iole offers accommodation with free WiFi in a historic building.

Casa Teatro

Cortona
8.0+ review score
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 26 reviews

Set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station, Casa Teatro offers air conditioning.

From US$139.85 per night

Noi Due a Cortona

Cortona
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 59 reviews

Set in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Noi Due a Cortona offers air conditioning.

From US$127.40 per night

SIGNORELLI HOUSE

Cortona
8.0+ review score
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 9 reviews

SIGNORELLI HOUSE is situated in the Cortona Old Town district of Cortona, 48 km from Perugia Train Station, 50 km from Corso Vannucci and 35 km from Magione Motorspeedway.

From US$868.65 per night
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 46 reviews

Situated in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, Cortona's Rooftop Nest features accommodation with free WiFi in a historic building.

Ginevra Suite

Cortona
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 99 reviews

Situated in Cortona, 29 km from Piazza Grande and 33 km from Terme di Montepulciano, Ginevra Suite features air-conditioned accommodation with a balcony and free WiFi.

From US$151.84 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 59 reviews

Set within the Cortona Old Town district in Cortona, Cortona Shabby Chic House has air conditioning, a balcony, and inner courtyard views.

From US$150.57 per night

These holiday rentals in Cortona and nearby have options with free cancellation

Il Vicolino

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 52 reviews

Featuring a spa bath, Il Vicolino is set in Cortona. Located in the Cortona Old Town district, the property provides guests with access to a hot tub.

From US$196.89 per night

Il Nido di Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 10 reviews

Offering city views, Il Nido di Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

La finestra sulla Toscana

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 68 reviews

Offering city views, La finestra sulla Toscana is an accommodation located in Cortona, 38 km from Terme di Montepulciano and 47 km from Perugia Train Station.

From US$200.37 per night

L'Antico Lavatoio

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Set in Cortona, 31 km from Piazza Grande and 37 km from Terme di Montepulciano, L'Antico Lavatoio offers air-conditioned accommodation with a terrace and free WiFi.

From US$189.94 per night

B&B Il Rosmarino

Cortona
Free cancellation options available
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 23 reviews

Offering a garden and lake view, B&B Il Rosmarino is located in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station.

From US$187.63 per night

MAGNOLIA

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 58 reviews

Featuring garden views, MAGNOLIA provides accommodation with a garden and a patio, around 38 km from Terme di Montepulciano.

From US$160.99 per night

Il Centrale

Cortona
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 232 reviews

Il Centrale is situated in Cortona, 30 km from Piazza Grande, 50 km from Perugia Cathedral, and 50 km from San Severo Church - Perugia.

B&B Il Mandorlo

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 42 reviews

Offering a garden and garden view, B&B Il Mandorlo is situated in Cortona, 28 km from Piazza Grande and 38 km from Terme di Montepulciano.

From US$83.39 per night

FAQ about holiday rentals in Cortona

Holiday rentals that guests love in Cortona

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Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 80 reviews
Christina was very hospitable and we loved the decor, location and history of the old renovated Italian villa, dipped in charm and the sound of a church bell in the distance.
Guest review by
Heather
Family with young children
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 4 reviews
Fantastic small villa for a family of 4 or 2 couples. Very quiet location in the countryside near Cortona with a view on the mountains. Ideal spot to go and check the central part of Tuscany. Villa has a great pool and garden. House is cosy, but has everything you need.
Guest review by
Ben
Family with young children
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 100 reviews
The villa we stayed in was classic and beautiful. Each room had its own bathroom, providing ample space for everyone. The kitchen was well-furnished with all the necessary amenities. The garden was stunning, and there was plenty of parking space.
Guest review by
Fjo
Group
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 448 reviews
A beautiful little hotel with a very clean pool and conveniently located close to Cortona and other beautiful Tuscan villages. Antonella was a very gracious host that let us enjoy the pool the day we checked out for as long as we wanted. The breakfast was one of the best we had in Italy, served by very attentive waitress and enjoyed in the company of other guest. Very reasonably priced. Will come back!
Guest review by
Jose
Young couple
Avg. price/night: US$154.04
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 114 reviews
We love this beautiful holiday home and the well-maintained gardens in the surroundings. The compound is conveniently located in between several historical cities and towns, and one can park right in front of his house door. Supermarkt is also close by.
Guest review by
Dingnan
Group
gogless