Cortona Vacation Rentals from $183: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Cortona has to offer?

Beautiful tuscan villa with pool, ideal for groups : Visitors give good reviews to this Cortona vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Cortona is Casa Bacco - private house with a remarkable garden in the centre of Cortona .

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Our top choices for Cortona vacation rentals

B&B Piccolo Hotel

Cortona Old Town

mansoor

$141 nightly

Jul 27 - Jul 28

Total with taxes and fees

Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - Il Sole

Cortona Old Town

$107 nightly

Aug 3 - Aug 4

Total with taxes and fees

Vicolo Della Scala Rooms - La Luna

Cortona Old Town

$91 nightly

Aug 3 - Aug 4

Total with taxes and fees

Meublé Il Riccio

Montepulciano

Marlenne

$157 nightly

Aug 16 - Aug 17

Total with taxes and fees

La Locanda di San Francesco

Montepulciano

Jonathan

$144 nightly

Aug 6 - Aug 7

Total with taxes and fees

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

Arezzo

Rheymarie

$128 nightly

Jul 26 - Jul 27

Total with taxes and fees

Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

$107 nightly

Jul 26 - Jul 27

Total with taxes and fees

Hotel San Gregorio

Pienza

Nancy

$217 nightly

Jul 26 - Jul 27

Total with taxes and fees

Cameracaffè Centro

Arezzo Centro Storico

Roger

$83 nightly

Jul 31 - Aug 1

Total with taxes and fees

TH Perugia - Castello di Monterone

Perugia

Larraine

$187 nightly

Jul 31 - Aug 1

Total with taxes and fees

Delcorto Suites

Montepulciano

Melissa Hyun Joo

$174 nightly

Jul 25 - Jul 26

Total with taxes and fees

Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

$127 nightly

Jul 25 - Jul 26

Total with taxes and fees

Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

B&B 52cento

Arezzo Centro Storico

Tina

$81 nightly

Aug 5 - Aug 6

Total with taxes and fees

San Michele al Borgo

Castiglion Fiorentino

Vern

$125 nightly

Aug 3 - Aug 4

Total with taxes and fees

Abbadia Sicille Relais

Trequanda

Robert

$181 nightly

Jul 26 - Jul 27

Total with taxes and fees

Il Tosco

Montepulciano

Margaret

$223 nightly

Jul 28 - Jul 29

Total with taxes and fees

Residenza d'epoca Ca' de Principi

Piegaro

Robyn

$134 nightly

Jul 25 - Jul 26

Total with taxes and fees

Residenza Fabroni

Montepulciano

Nicholas

$82 nightly

Jul 26 - Jul 27

Total with taxes and fees

Locanda Antico Borgo

Civitella in Val di Chiana

"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. "

Mr Andy

$108 nightly

Jul 31 - Aug 1

Total with taxes and fees

Casale dell'Assiolo

Castiglione del Lago

$131 nightly

Aug 13 - Aug 14

Total with taxes and fees

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Top Cortona Hotel Reviews

Hotel San Luca

10/10 Excellent

"Wonderful place to stay in Cortona Great breakfast"

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

10/10 Excellent

"Lovely villa in great location. Bedrooms were all good size, good kitchen and indoor/outdoor eating areas. Excellent air conditioning. Beautiful grounds with olive trees and lovely pool area. Beautiful view of Cortona."

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"We absolutely loved our stay at Anna Maria's property in Fratticciola. The bedrooms are roomy, warmly decorated. We had fun cooking in the galley kitchen--the cooktop range was easy to operate and included a small burner just for the mocha. We didn't use the oven, but one is available. There are plenty of plates, bowls, silverware along with a few cooking supplies including their own delicious olive oil. Our stay was also greeted with some delicious homemade Cantucci and vin santo, a plate of bruschetta, and Panzanella. The futon in the living/dining area is just enough comfort but does seat low to the ground. The cottage has a wonderful homey feeling and is slightly tucked away from the road with small inviting gardens for lounging, reading, or sipping espresso. There is also a table and chairs for outdoor dining below the stairs. If you do not want to sit in the garden, a small table with two chairs are folded at the top of the stairs on the platform. Casa di Bini is a rustic, charming place with its own sense of home and romance. The surrounding area is gorgeous, quiet, and you are short drives from many beautiful places. Highly recommended!"

Cortona Resort Spa

10/10 Excellent

"Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved this place and the attentive staff. Super friendly and wonderful hospitality."

Find out more about Cortona

Everything you need to know about Cortona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cortona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortona vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cortona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cortona rentals

At Expedia, we put the best Cortona vacation 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 vacation.

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.

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Frequently asked questions

Can I find vacation rentals in Cortona?

Yes, there are vacation rentals close to the most popular sights in Cortona, or you can go with a 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 theater during your trip.

What are some of the best vacation home rentals that Cortona has to offer?

Beautiful tuscan villa with pool, ideal for groups: Visitors give good reviews to this Cortona vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Cortona is Casa Bacco - private house with a remarkable garden in the centre of Cortona.

How many vacation rentals are there in Cortona?

With 153 Expedia vacation rentals, you're sure 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 Villa Bramasole are other places worth a visit.

What’s a vacation rental in Cortona like?

A vacation rental is a private property where you can stay for a long or short time in Cortona. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.

Cortona Vacation Rentals

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Check prices for these dates

Our top choices for Cortona vacation rentals

B&B Piccolo Hotel

Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - La Luna

Meublé Il Riccio

La Locanda di San Francesco

iConic Wellness Resort

Bed & Breakfast Vicolo dell'Oste

Hotel San Gregorio

Cameracaffè Centro

TH Perugia - Castello di Monterone

Delcorto Suites

DormiVeglia B&B

B&B 52cento

San Michele al Borgo

Abbadia Sicille Relais

Il Tosco

Residenza d'epoca Ca' de Principi

Residenza Fabroni

Locanda Antico Borgo

Casale dell'Assiolo

Find vacation rentals that suit your style

Top Cortona Hotel Reviews

Hotel San Luca

Find out more about Cortona

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