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Holiday Rentals in Cortona

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Holiday Rentals for every style

Find the right holiday rental for you in Cortona

The best holiday rentals in Cortona

Check out our pick of great 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, 293 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, 256 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, 397 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$295.75 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$266.75 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$185.57 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$116.91 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$139.18 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$178.03 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$119.34 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$194.85 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$382.73 per night

Locanda Petrella

Cortona
Breakfast options
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 397 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$150.77 per night

Dolce Maria

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

Just 100 metres from Piazza della Repubblica, the Dolce Maria is located in the mediaeval hill town of Cortona.

From US$133.38 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$120.62 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$120.62 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$98.58 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$173.97 per night
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 104 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.

From US$248.20 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$147.53 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.

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$127.58 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$869.85 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.

Scored out of 10, guest rating 8.9
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.

From US$121.20 per night

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$152.05 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 57 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$150.77 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$197.17 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$200.65 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$190.21 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$177.45 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$161.21 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$83.51 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, 99 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$154.25
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