A hillside town with historic buildings, a church, and vineyards.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Cortona holiday rentals

Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is Rp2.365.726
Rp2.685.208 total
includes taxes & fees
12 Jul - 13 Jul
B&B Piccolo Hotel
Deluxe Apartment, City View | Soundproofing, iron/ironing board, free WiFi

CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is Rp2.543.724
Rp2.860.278 total
includes taxes & fees
3 Aug - 4 Aug
CASA AMBRA
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is Rp2.052.048
Rp2.339.537 total
includes taxes & fees
11 Jul - 12 Jul
Vicolo Della Scala Rooms - Il Sole
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is Rp1.836.053
Rp2.101.942 total
includes taxes & fees
11 Jul - 12 Jul
Vicolo Della Scala Rooms - La Luna
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (38 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is Rp2.696.503
Rp3.090.517 total
includes taxes & fees
21 Jul - 22 Jul
iConic Wellness Resort
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is Rp1.852.762
Rp2.120.947 total
includes taxes & fees
12 Jul - 13 Jul
Bed & Breakfast Vicolo dell'Oste
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (113 reviews)
"It was very well located ."
Canada
Marlenne
The price is Rp2.953.624
Rp3.331.895 total
includes taxes & fees
12 Jul - 13 Jul
Meublé Il Riccio
Outdoor pool, pool loungers

TH Perugia - Castello di Monterone

TH Perugia - Castello di Monterone
Perugia
9.8 out of 10, Exceptional, (316 reviews)
"Breakfast buffet was outstanding."
United States
Larraine
The price is Rp3.736.436
Rp4.254.077 total
includes taxes & fees
25 Jul - 26 Jul
TH Perugia - Castello di Monterone
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is Rp3.503.330
Rp3.935.947 total
includes taxes & fees
23 Jul - 24 Jul
Delcorto Suites
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (177 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is Rp1.935.542
Rp2.190.809 total
includes taxes & fees
12 Jul - 13 Jul
Abbadia Sicille Relais
BBQ/picnic Area

Residenza d'epoca Ca' de Principi

Residenza d'epoca Ca' de Principi
Piegaro
9.8 out of 10, Exceptional, (13 reviews)
"The hotel was charming, and the staff really nice. Breakfast had lots of options. The room was large and beautiful view of the hills. The bed was comfortable."
United States
Robyn
The price is Rp2.431.077
Rp2.674.226 total
includes taxes & fees
11 Jul - 12 Jul
Residenza d'epoca Ca' de Principi
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (149 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is Rp3.920.022
Rp4.436.387 total
includes taxes & fees
22 Jul - 23 Jul
Hotel San Gregorio
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is Rp1.373.728
Rp1.594.010 total
includes taxes & fees
14 Jul - 15 Jul
Residenza Fabroni
Suite, Multiple Beds, Valley View | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (145 reviews)
"Great location."
United States
James
The price is Rp3.066.926
Rp3.455.902 total
includes taxes & fees
23 Jul - 24 Jul
La Locanda di San Francesco
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is Rp2.185.199
Rp2.444.861 total
includes taxes & fees
16 Jul - 17 Jul
La Piccola Locanda
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is Rp2.196.486
Rp2.498.419 total
includes taxes & fees
22 Jul - 23 Jul
PienzaLettings Suites
Exterior

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is Rp2.113.200
Rp2.324.520 total
includes taxes & fees
11 Jul - 12 Jul
Locanda Antico Borgo
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (128 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is Rp5.259.287
Rp5.867.500 total
includes taxes & fees
15 Jul - 16 Jul
Il Tosco
Porch

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (189 reviews)
"This property met all our needs for a one night stay. It is conveniently located near the train station and near the old town area. The people we encountered were friendly and helpful. The breakfast choices were plentiful and the breakfast area on the rooftop patio was beautiful. The only negative was that the walks of the room were thin and we could hear neighbors quite a bit. "
United States
Roger
The price is Rp1.626.958
Rp1.913.100 total
includes taxes & fees
17 Jul - 18 Jul
Cameracaffè Centro
Couples treatment room(s), sauna, hot tub, steam room, body treatments

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (47 reviews)
"Our stay was great. "
United States
Elena
The price is Rp2.009.595
Rp2.293.464 total
includes taxes & fees
12 Jul - 13 Jul
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cortona Hotel Reviews

Hotel San Luca

Hotel San Luca

10/10 Excellent
"Very nice boutique hotel for the budget minded traveler with a great location on via Garibaldi. Easy access to the main vicola and park. the staff is attentive and helpful, especially with travel coordination to and from Cortona-Camucia rail station. Having stayed in Cortona many times, I recommend it"
Tom 2-night trip
Posted 1 day ago
Hotel San Luca

Find out more about Cortona

Search for holiday rentals in Cortona on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Cortona using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cortona!

Frequently asked questions

Can I find holiday rentals in Cortona?

Yes, there are holiday rentals close to the most popular sights in Cortona, or you can select a more secluded option if you're looking for a relaxing stay. Cortona is known for its cathedral and monuments. Make sure you have time to check out the temples and musical theatre during your trip.

How many holiday rentals are there in Cortona?

With 147 Expedia holiday rentals, you're guaranteed to find just the right place for your Cortona stay.

What’s there to see and do in Cortona?

Cultural attractions include Museum of the Etruscan Academy and Signorelli Theatre, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Santa Maria Nuova are other places worth a visit.

What’s a holiday rental in Cortona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cortona. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.