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Holiday Rentals in Cortona

"Perfect relaxing vacation!"

"Property is perfect for the view and the loction"

"We had a very happy stay at this house in the country with our two friends. It is ideally located within an hour’s drive of interesting sites and historic towns. The place and its surroundings allowed us a restful and pleasant respite from our busier daytrips. The house was comfortable, beds were very good and the garden provided a peaceful setting with a choice of sitting and lounging areas. Louise was lovely, an excellent hostess who responded quickly to our questions and needs. "

"This property is all it explains to be. The stay included myself, my husband, my daughters and their families. The property is spectacular, the rooms as beautiful as shown. The guesthouse was perfect for my daughter, her husband and 2 young children. The travel cots were perfect and opening the chest of toys brought so much joy to my 2 year old granddaughter. We utilized the kitchen and pizza oven and have such wonderful memories to hold. Our only disappointment was that the pool heater was not...

"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...

"We were a family group of 15 ranging in age from 20 to 92. We used the pool every day. Laughed at the clothes dryer because they have the same kind in Portugal where we vacationed. Many people walked into Camucia and enjoyed the restaurants grocery stores etc. Several of us have been to Italy before my first time in Assisi but we shared experiences with them. Staff was prompt to arespond to any problems. And a week of perfect weather makes it all the better"

"Fabulous location and property. We had a fantastic family holiday in the house. Great area to explore. Madeline was lovely. We will be back"

"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."

"We loved staying here. It was so convenient for walks in town, restaurants, shopping, yet was so quiet and comfy for relaxing. Rossana was the perfect host. We will be back!"

includes taxes & fees

2 Feb - 3 Feb

"Un luogo che ha lasciato tutti noi (sia adulti che bambini) a bocca aperta: un paradiso terrestre! Per chi ama la natura, vuole staccare dalla caotica vita quotidiana e godere del tempo con i propri cari , questo è il posto che offre tutto ciò e di più! Non conoscendo bene la zona siamo arrivati un po’ impreparati ma tutto si è risolto con un viaggio al supermercato vicino Cortona! *essendo immersi nella natura c’è’ da far conto di insetti e possibili cervi e cinghiali, che rendono questo posto...

"Having vacationed in this area for the last 20 years and lived here for four, rarely have we come across a restoration with the attention to detail and clearly a personal touch from someone passionate about this special place. A beautifully restored farmhouse interior with plenty of space and good size rooms all finished to a high standard. The living room especially is a comfortable and inviting escape when it’s too hot outside. The outside areas and furniture could do with some renewal to...

"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were...

"80 von 100 punkten. Ein sehr schönes Haus mit einem super Pool. Der Besitzer ist sehr sympathisch und hat uns frisches Gemüse gebracht, die Verwalterin ist äusserst zuvorkommend. Für den relatv hohen Preis dürfte das Mobiliar jedoch in einem besseren Zustand sein. Es hat keine bequemen Sessel im Aussenbereich um gemütlich zu sitzen, die sonnenliegen sind etwas gammlig und die Pfannen in der Küche praktisch unbrauchbar zum kochen."

"Un cadre idyllique au milieu des oliviers de la vigne et des figuiers. Une petite maison typique avec le strict minimum (dont des ventilateurs), une vue magique et une piscine (sans escaliers) très bien. Le chemin d’accès ne doit pas vous décourager !"

"Sehr schönes kleines Haus in ruhiger Lage. Leider sind die letzen km dahin sehr beschwerlich. Wir würden jederzeit wieder dahin gehen aber auf Grund des schlechten Weges leider nicht möglich."

"H"

"I want to move into this villa. It was amazing from start to finish with only one or two minor issues. The location was perfect for visiting nearby towns and wineries. The American style coffee maker was ancient and it took over an hour to brew a cup of coffee. Once we cleaned it with vinegar it worked a lot better. Sadly we did not use the pool due to the weather. I definitely would return to this villa. "

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"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

"Stunning property with an amazing restaurant. "

"Super friendly service from most of the staff and beautiful property, restaurant and bars were great too. "

Find out more about Cortona

Everything you need to know about Cortona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cortona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cortona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cortona. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cortona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cortona holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cortona rentals

At Expedia, we put the best Cortona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cortona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cortona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cortona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Cortona properties

5/5 Excellent

"The staff at hotel Italia are very welcoming and helpful. The hotel and rooms are incredibly charming. The view from the upper floors is absolutely breathtaking. "

A verified traveller stayed at Hotel Italia

Posted 12 days ago

Casa Bacco - private house with a remarkable garden in the centre of Cortona

5/5 Excellent

Dreaming of our return

"Our two adult children who were studying abroad met us here with our younger two children. We had two nights in a 12 day stay in Italy. Of all our stops, this was by far our favorite. The house was like a story book. The garden was so lovely, we spent an afternoon eating and sharing a bottle of wine. We were here in November and the weather was very mild compared to Chicago winters. Most of the stores and restaurants were open with far less people. We weren’t really here to see anything, we were only here to be. We rented a car and drove here from Venice. We easily parked in a free lot before we entered the town. The uphill hike was funny and an adventure for us. We did our laundry and I happily hung it from the lines out the window (no dryer). I would stay in this home if you are looking for something relaxing and authentic. It is easily walkable to everything in this enchanting town. We moved on and enjoyed the rest of our trip, but under different circumstances, my wife and I could’ve stayed much longer. There was more than enough room for our entire family. The house was charming and well equipped. "

A verified traveller stayed at Casa Bacco - private house with a remarkable garden in the centre of Cortona

Posted 2 months ago

5/5 Excellent

"First off, Cortona is BEAUTIFUL AND AMAZING! Such an amazing old walled city to walk, photograph and enjoy! Second, this property is one of the most beautiful and ancient places I’ve ever stayed! The halls and rooms were stunning. Old stone and iron everywhere. We stayed in the top room with the terrace. Oh man, I just can’t tell you how beautiful and fun this stay was. We sat on the terrace and watched the meteor shower while I did night photography! This property is stunning. The parking down the hill was free! Just pull into the parking lot, park, then call the desk to get you a taxi up to the hotel! Unless you’re fit and can climb a hill with suitcases get a quick 2 minute taxi up there! Trust me, it’s a walled city and the walk up and down is a thing! It’s only 150 yards or so but damn, it’s an ancient cobble stone hill! Get the ride! Bring comfy shoes because you’re gonna walk the whole town! "

A verified traveller stayed at Hotel San Michele

Posted 3 months ago

Villa di Piazzano - Small Luxury Hotel of the World

5/5 Excellent

"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

A verified traveller stayed at Villa di Piazzano - Small Luxury Hotel of the World

Posted 4 months ago

Heritage Tuscan Farmhouse with private swimming pool

5/5 Excellent

Highly recommended

"We had a very happy stay at this house in the country with our two friends. It is ideally located within an hour’s drive of interesting sites and historic towns. The place and its surroundings allowed us a restful and pleasant respite from our busier daytrips. The house was comfortable, beds were very good and the garden provided a peaceful setting with a choice of sitting and lounging areas. Louise was lovely, an excellent hostess who responded quickly to our questions and needs. "

A verified traveller stayed at Heritage Tuscan Farmhouse with private swimming pool

Posted 4 months ago

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All accommodation types 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 257 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 Signorelli Theatre and Museum of the Etruscan Academy, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Cortona Cathedral 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.

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Holiday Rentals in Cortona

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Holiday Rentals in Cortona

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Appartamento Loggetta

Appartamento Loggetta

Heritage Tuscan Farmhouse with private swimming pool

Heritage Tuscan Farmhouse with private swimming pool

Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool

Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Beautiful villa with spectacular views in a rural location

Beautiful villa with spectacular views in a rural location

Cottage " I due Pini"

Cottage " I due Pini"

La Finestra sul Teatro

La Finestra sul Teatro

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Fratta Orchidee, Cortona, Italy

Fratta Orchidee, Cortona, Italy

Beautifully converted farmhouse alone on a tuscan hillside with stunning views

Beautifully converted farmhouse alone on a tuscan hillside with stunning views

Casa Bacco - private house with a remarkable garden in the centre of Cortona

Casa Bacco - private house with a remarkable garden in the centre of Cortona

Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

Wonderful private villa for 5 guests with WIFI, private pool, pets allowed and parking

Wonderful private villa for 5 guests with WIFI, private pool, pets allowed and parking

Panoramic View Village of Villa Luigina Cortona

Panoramic View Village of Villa Luigina Cortona

2 bedroom pet friendly home in Cortona AR

2 bedroom pet friendly home in Cortona AR

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Wonderful villa at the foot of Cortona with private pool and unforgettable views

Wonderful villa at the foot of Cortona with private pool and unforgettable views

Other types of properties in Cortona you may be interested in

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

Relais Il Falconiere

Relais Il Falconiere

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Find out more about Cortona

Find out more about Cortona

Recent reviews of Cortona properties

Recent reviews of Cortona properties

Hotel Italia

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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