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Vacation Rentals in Cortona

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The best vacation rentals in Cortona

Check out our selection of great vacation rentals in Cortona

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Casa Dreosti

Cortona Old Town, Cortona

Offering air-conditioned rooms in the Cortona Old Town district of Cortona, Casa Dreosti is 20 miles from Piazza Grande.

K
Konstantin
From
Israel
Lovely, clean and comfortable room. Beautiful location right in the centre of Cortona. An absolutely charming and exceptionally accommodating host. We will definitely return on our next visit to Tuscany.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 189 reviews
Price from
$145.44
1 night, 2 adults

La Renaia

Cortona

Providing garden views, La Renaia in Cortona offers accommodations, a seasonal outdoor swimming pool, a fitness center, free bikes, a garden, and a tennis court.

L
Laura
From
Canada
The perfect little get-away location! So many things to do on the property - tennis, table-tennis, soccer, chickens, geese, pool table, games, etc. etc.! It was so nice to do laundry too! The accommodation was spacious, clean and the little details done made you feel at home away from home - the perfect stay in Italy! Carola was so personable, welcoming and gracious! Next time we are definitely staying longer!!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 261 reviews
Price from
$96.84
1 night, 2 adults

Casa del Loggiato

Cortona Old Town, Cortona

Casa del Loggiato is located in Cortona, just 30 miles from Corso Vannucci and 21 miles from Magione Motorspeedway.

L
Lisa in Cali
From
United States
This is a beautiful apartment in a fabulous location. Cortona is so lovely! I didn't understand how to check in so get the information in advance so you don't have to wait around with luggage. It's quite a trek! Whew! The little cafe across from the apartment is fabulous and the employees very sweet. BTW the entrance to the apartment is on the left side of the building (as you face the restaurant). I have added a photo of the door.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 153 reviews
Price from
$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 center of Cortona.

A
Ana Maria
From
United States
It’s on a historic part of the city. Located at the center of the town. Very spacious, nice bathroom. Very comfortable.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 845 reviews
Price from
$84.52
1 night, 2 adults

Agriturismo Il Borgo

Cortona

Providing garden views, Agriturismo Il Borgo in Cortona provides accommodations, a seasonal outdoor swimming pool, a garden, and barbecue facilities.

L
Laureen
From
United States
The pool and loungers were great! The place was clean. The outdoor space was private for a group property. The grounds were well kept. Easy walk to town for lunch buffet.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 103 reviews
Price from
$123.25
1 night, 2 adults

Monastero San Silvestro

Cortona

Monastero San Silvestro provides a solarium and air-conditioned accommodations in Cortona, 20 miles from Piazza Grande.

M
Maja
From
Serbia
The property is spacious, easy to reach, close to Cortona and excellent point to explore Montepulciano area. It was fully booked, yet we had a feeling we were there alone.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 333 reviews
Price from
$142.67
1 night, 2 adults

B&B Il Mandorlo

Cortona

B&B Il Mandorlo enjoys a location in Cortona, 31 miles from Perugia Train Station and 22 miles from Magione Motorspeedway.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 44 reviews
Price from
$84.52
1 night, 2 adults

MAGNOLIA

Cortona

MAGNOLIA is located in Cortona, just 24 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

J
Johnny
From
United States
Wonderful hosts, beautiful home and a perfect setting in the Tuscan Countryside close to Cortona.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 59 reviews
Price from
$163.17
1 night, 2 adults

La Casa di Laura

Cortona Old Town, Cortona

La Casa di Laura offers accommodations in Cortona, 20 miles from Piazza Grande and 23 miles from Montepulciano Terme.

K
Kristin
From
United States
Excellent location, generous host, great value
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
$129.12
1 night, 2 adults

Nonna Nesti

Cortona

23 miles from Piazza Grande in Cortona, Nonna Nesti features accommodations with access to a solarium. This vacation home offers free private parking, a 24-hour front desk, and free Wifi.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 83 reviews
Price from
$77.97
1 night, 2 adults
All vacation rentals in Cortona

Most booked vacation rentals in Cortona and surrounding area in the past month

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Popular with guests booking vacation rentals in Cortona

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

Popular with guests booking vacation rentals in Cortona

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

Popular with guests booking vacation rentals in Cortona

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 408 reviews

Popular with guests booking vacation rentals in Cortona

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

Popular with guests booking vacation rentals in Cortona

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

Popular with guests booking vacation rentals in Cortona

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 296 reviews

Popular with guests booking vacation rentals in Cortona

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

Popular with guests booking vacation rentals in Cortona

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

Popular with guests booking vacation rentals in Cortona

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 404 reviews

Popular with guests booking vacation rentals in Cortona

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 845 reviews

Vacation Rentals with swimming pools in Cortona and nearby

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

Agriturismo Il Torrino is located in Cortona, just 19 miles from Piazza Grande and 31 miles from Perugia Cathedral. This property offers a private pool, free Wifi, and free private parking.

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

Offering free bikes, Casa Biagiotti provides accommodations in Cortona. This property offers access to a terrace, free private parking, and free Wifi. The pool features a fence and mountain views.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 55 reviews

Featuring city views, Margherita Holiday Home in Cortona offers accommodations, a garden, and barbecue facilities.

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 27 reviews

La Maestà Tuscan Sun in Castiglion Fiorentino provides accommodations with a rooftop pool, a garden, and barbecue facilities.

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 66 reviews

Nestled amid the hills on the Umbria - Tuscany border, the farm house is immersed in nature, just 3.7 mi 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 enjoys a location in Cortona, 21 miles from Piazza Grande and 30 miles from Perugia Cathedral. This property offers a private pool and free private parking.

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

Podere La Vecchia Fornace in Cortona provides accommodations with a terrace and barbecue facilities. This property offers access to table tennis, free private parking, and free Wifi.

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

Offering inner courtyard views, Maine case vacanza in Cortona features accommodations and a garden. With mountain views, this accommodation provides a balcony and a swimming pool.

Enjoy breakfast in Cortona and nearby

La Corte Di Ambra

Cortona
Breakfast options
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 84 reviews

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

Locanda Petrella

Cortona
Breakfast options
Scored out of 10, guest rating 8.9
Excellent - 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.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 57 reviews

Featuring free Wifi, parking on-site, and an infinity pool, the recently renovated property Agriturismo Annibale offers accommodations in Tuoro sul Trasimeno, 24 miles from Perugia Cathedral and 25...

From $446.06 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 46 reviews

27 miles from Montepulciano Terme in Castiglion Fiorentino, Tuttomio Suite con idromassaggio offers accommodations with access to spa facilities, wellness packages, and beauty services.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 225 reviews

San Michele al Castello features a hot tub and spa facilities, as well as air-conditioned accommodations in Castiglion Fiorentino, 12 miles from Piazza Grande.

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

12 miles from Piazza Grande in Castiglion Fiorentino, San Michele al Borgo provides accommodations with access to wellness packages, beauty services, and fitness room.

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

12 miles from Piazza Grande in Castiglion Fiorentino, Le Mura Luxury Room ROOM & PERSONAL SPA provides accommodations with access to a sauna, hot tub, and spa center. This apartment offers a bar.

Casa Annateresa

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

Casa Annateresa in Cortona provides accommodations with free Wifi, 19 miles from Piazza Grande, 23 miles from Montepulciano Terme, and 30 miles from Perugia Train Station.

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

Raggi di Sole

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 75 reviews

Raggi di Sole is located in Cortona, just 31 miles from Corso Vannucci and 21 miles from Magione Motorspeedway.

La Casa di Iole

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 36 reviews

La Casa di Iole offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

Casa Teatro

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 28 reviews

Casa Teatro is located in Cortona, just 30 miles from Perugia Train Station and 31 miles from Corso Vannucci. The air-conditioned accommodation is 23 miles from Montepulciano Terme.

Noi Due a Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 58 reviews

Noi Due a Cortona offers accommodations in Cortona, 31 miles from Corso Vannucci and 21 miles from Magione Motorspeedway.

SIGNORELLI HOUSE

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

SIGNORELLI HOUSE is located in Cortona, just 23 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

Casa Vacanze Beppina Cortona

Cortona
Free cancellation options available
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 53 reviews

Casa Vacanze Beppina Cortona offers accommodations in Cortona, 23 miles from Montepulciano Terme and 30 miles from Perugia Train Station.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 56 reviews

Terrazza Silena, centro storico con vista Cortona! is located in Cortona, just 23 miles from Montepulciano Terme and 29 miles from Perugia Train Station.

Ginevra Suite

Cortona
Free cancellation options available
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 99 reviews

Ginevra Suite is located in Cortona, just 18 miles from Piazza Grande and 20 miles from Montepulciano Terme. This apartment features air-conditioned accommodations with a balcony and free Wifi.

Highly rated vacation rentals in Cortona and nearby

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 54 reviews

Cortona Shabby Chic House offers accommodations in Cortona, 19 miles from Piazza Grande and 23 miles from Montepulciano Terme. With city views, this accommodation offers a terrace.

Il Nido di Cortona

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

Il Nido di Cortona is located in Cortona, just 19 miles from Piazza Grande and 23 miles from Montepulciano Terme.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 63 reviews

La finestra sulla Toscana is located in Cortona, just 20 miles from Piazza Grande and 23 miles from Montepulciano Terme.

B&B Il Rosmarino

Cortona
8.0+ review score
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 24 reviews

Providing a garden, B&B Il Rosmarino features accommodations in Cortona. This property offers access to a balcony, free private parking, and free Wifi.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 9 reviews

Casa del Nonno Bingheri - Vencaglia offers accommodations in Cortona, 23 miles from Piazza Grande and 31 miles from Perugia Cathedral.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 26 reviews

Da Daniela offers accommodations in Castiglion Fiorentino, 13 miles from Piazza Grande and 26 miles from Montepulciano Terme. This property offers access to a terrace and free private parking.

From $352.16 per night
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 27 reviews

Featuring garden views, Borgo Sanguineto in Tuoro sul Trasimeno provides accommodations, a terrace, and barbecue facilities.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 15 reviews

Casa FONTESECCA offers accommodations in Castiglion Fiorentino, 29 miles from Montepulciano Terme. Featuring a garden, the property is located within 12 miles of Piazza Grande.

FAQ about vacation rentals in Cortona

Vacation 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
Wonderful - 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
Wonderful - 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