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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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Ginevra Suite

Cortona Old Town, Cortona

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.

m
maria
From
South Africa
I want to thank the person who allowed us to book in earlier after 2 days of traveling and almost nothing sleep and a very wet, rainy day. . We really appreciate it. Cortona was on my bucket of places to see for many years. I finally got there.. Just love Cortona. Our accommodation was perfect. Nice and warm in cold, wet weather. In old town. Close to everything. It was so comfortable and pretty. Just love my room there.. It was handsdown the best accommodation I have in many years of traveling. Thank you.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 100 reviews
Price from
US$153.19
1 night, 2 adults

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.

G
G
From
Estonia
Excellent central location, very clean, working AC, spacious shower. Breakfast of sweet pastry, fresh fruit and cappuccino. Great recommendations from the host Jeoren for visiting Cortona and the rest of Toscana. Feels more like staying at a friend's house rather than a B&B.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 189 reviews
Price from
US$145.44
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.

P
Petr
From
Czech Republic
Perfect care since first moment. Agriturismo and apartment perfectly equipped , maybe best we have ever experienced in Italy.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 261 reviews
Price from
US$96.84
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 9.3
Superb - What previous guests thought, 153 reviews
Price from
US$105.65
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.

L
Lora
From
United States
Located in the heart of the city center. Surrounded by sights, shops, cafes, and restaurants. The studio was even better than I had hoped. Clean, comfortable, and considerately furnished. An excellent and extremely helpful host who was able to accommodate my late check out so I could spend a few minutes more in this charming town.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 847 reviews
Price from
US$84.52
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 9.5
Exceptional - What previous guests thought, 103 reviews
Price from
US$123.25
1 night, 2 adults

Casale l'Antico Carro

Cortona

Set in Cortona, 33 km from Piazza Grande, Casale l'Antico Carro has pool with a view, parking on-site and rooms with free WiFi access.

L
Loren
From
South Africa
The on site restaurant made the most delicious authentic Italian food. Was fantastic!!! The room was spacious and comfortable. Pool was great!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 107 reviews
Price from
US$140.86
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.

A
Alina
From
Ukraine
it was an amazing experience to feel the Tuskany spirit. absolutely beautiful and very clean, friendly and spacious. enjoyed our stay
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 333 reviews
Price from
US$142.67
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 9.4
Superb - What previous guests thought, 44 reviews
Price from
US$84.52
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 9.3
Superb - What previous guests thought, 59 reviews
Price from
US$163.17
1 night, 2 adults
All holiday rentals in Cortona

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

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Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 153 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 227 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 409 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 333 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 295 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 385 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 261 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 403 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 403 reviews

Popular with guests booking holiday rentals in Cortona

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 847 reviews

Holiday Rentals with swimming pools in Cortona and nearby

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

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

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 55 reviews

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

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 54 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.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 26 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.

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 67 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.

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 49 reviews

Casa Vacanze Papà Giuseppe is located in Cortona, 34 km from Piazza Grande, 49 km from Perugia Cathedral, as well as 49 km from San Severo Church - Perugia.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 256 reviews

Located in Cortona, in a historic building, 37 km from Piazza Grande, Podere La Vecchia Fornace is an aparthotel with a seasonal outdoor swimming pool and garden.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 22 reviews

Boasting pool views, Maine case vacanza features accommodation with patio, around 37 km from Piazza Grande. With mountain views, this accommodation provides a balcony and a swimming pool.

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, 75 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.

La Casa di Iole

Cortona
8.0+ review score
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 36 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 Ambra

Cortona
8.0+ review score
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 57 reviews

Located in Cortona, 30 km from Piazza Grande, Casa Ambra has free bikes, private parking and rooms with free WiFi access.

La Corte Di Ambra

Cortona
8.0+ review score
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 84 reviews

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

Locanda Petrella

Cortona
8.0+ review score
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 403 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.

Casa Teatro

Cortona
8.0+ review score
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 28 reviews

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

Noi Due a Cortona

Cortona
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 58 reviews

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

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.

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

Casa Vacanze Beppina Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 52 reviews

Offering city views, Casa Vacanze Beppina Cortona is an accommodation set in Cortona, 37 km from Terme di Montepulciano and 48 km from Perugia Train Station. The property has quiet street views.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 55 reviews

Situated in Cortona, 37 km from Terme di Montepulciano and 47 km from Perugia Train Station, Terrazza Silena, centro storico con vista Cortona! offers air conditioning.

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.

L'Antico Lavatoio

Cortona
Free cancellation options available

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.

B&B Il Rosmarino

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 24 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.

Il Centrale

Cortona
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 227 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.

Casa del Nonno Bingheri - Vencaglia

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 9 reviews

Set in Cortona, 36 km from Piazza Grande and 49 km from Perugia Cathedral, Casa del Nonno Bingheri - Vencaglia offers a garden and air conditioning.

Casa del Nonno Bingheri

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

Situated in Cortona, 36 km from Piazza Grande and 49 km from Perugia Cathedral, Casa del Nonno Bingheri offers a garden and air conditioning.

Enjoy breakfast in Cortona and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 56 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$446.06 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 111 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande and 44 km from Terme di Montepulciano, San Lazzo Luxury Room - ROOM & PERSONAL SPA offers air conditioning. A hot tub is available for guests.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 46 reviews

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

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 225 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.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 91 reviews

Set in Castiglion Fiorentino, 20 km from Piazza Grande, San Michele al Borgo provides accommodation with wellness packages, beauty services and a fitness room.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 114 reviews

Situated in Castiglion Fiorentino, 20 km from Piazza Grande, Le Mura Luxury Room ROOM & PERSONAL SPA provides accommodation with a sauna, a hot tub and a spa centre.

Casa Annateresa

Cortona
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews

Located in Cortona, 30 km from Piazza Grande and 37 km from Terme di Montepulciano, Casa Annateresa provides accommodation with amenities such as free WiFi and a TV.

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 3 reviews

Appartamento del Capitano 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.

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 9.2
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 9.5
Exceptional - What previous guests thought, 103 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, 450 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
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 113 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