Cortona Vacation Rentals from $228: 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. Some other top choices in Cortona are Casa Fontelunga, Tuscan holiday villa with private pool and Casa Bacco - private house with a remarkable garden in the centre of Cortona .

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Our top choices for Cortona vacation rentals

1. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town

Dawn H.

$107 nightly

Sep 29 - Sep 30

Total with taxes and fees

2. B&B Piccolo Hotel

Cortona Old Town

mansoor

$156 nightly

Sep 23 - Sep 24

Total with taxes and fees

3. La Finestra sul Teatro

Cortona Old Town

Michelle H.

$224 nightly

Sep 29 - Sep 30

Total with taxes and fees

4. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Old Town

Erin

$162 nightly

Sep 30 - Oct 1

Total with taxes and fees

5. Casa Beppina Cortona by Interhome

Cortona Old Town

$134 nightly

Oct 18 - Oct 19

Total with taxes and fees

Deluxe Apartment, City View | Soundproofing, iron/ironing board, WiFi (free)

6. CASA AMBRA

Cortona Old Town

$302 nightly

Oct 16 - Oct 17

Total with taxes and fees

7. Cortonas Rooftop Nest

Cortona Old Town

Robin F.

$211 nightly

Sep 29 - Sep 30

Total with taxes and fees

8. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona

$6,224 nightly

Sep 29 - Sep 30

Total with taxes and fees

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Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"The staff was so friendly from the moment we arrived. They guided us into the parking lot, assisted in booking dinner reservations and spa reservations. They were also extremely friendly throughout our stay, whether the bar, breakfast, dinner, and the cleaning staff. They also brought our luggage to our room and helped us at checkout. Overall an amazing experience. To note the breakfast was exceptional not a buffet. It was a sit down breakfast à la carte, coffee, fresh juices, omelettes made to order, and a 3 tier of pastries, fruits, and local meats and cheeses everyday. We loved our stay!! Also the room was very clean, they mopped the room as well!"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Il Falconiere treats you as a true guest. Welcoming, courteous and professional were all staff members. Food truly excellent and with the Michelin star, you will enjoy a sumptuous meal, ample portions, amuse bouche at meal's start with a surprise dessert tray with little bites. All staff you interact with are well trained and genuinely friendly and still professional. Our room was in the origjnal residence and had a modern bathroom, lovely size bedroom, anti room with a second desk. In the salon, upon entering the suite, you will find "gifts" left for guests with seating if wishing to entertain. Our group, 4 persons, were very impressed with accommodations, meals and courteous staff. Of course, owner and chef, Silvia Baracchi, too was gracious coming to tables in the evening, welcoming guests and if passed anyone during day, always smiled a buon giorno to one and all. A delightful experience and wonderful to share with good friends."

A small cottage in authentic Tuscany. Serves 4

10/10 Excellent

"We had a wonderful time during our holiday at Casina del Bibo! Anna Maria and Lorella gave us a warm welcome, they surprised us with wine, fresh fruits and lots of local products. The appartment was very clean and comfortable, the airconditioning worked perfectly and there were mosquito screens installed in most of the windows. The location of the appartment is ideal. We went to a lot of different cities like Arezzo, Siena, Montepulciano and Perugia during our stay of 14 days. The town of Cortona, which is 15 minutes by car, was very nice to visit for a few times. The appartment is in an a quiet village, but many facilities like a supermarket and restaurants are close by. Our stay at Casina del Bibo surpassed our expectations and we would recommend it to anyone who wants a comfortable quiet place to enjoy their holiday, but who also likes to explore the surrounding towns and countryside."

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 $228 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. Some other top choices in Cortona are Casa Fontelunga, Tuscan holiday villa with private pool and Casa Bacco - private house with a remarkable garden in the centre of Cortona.

How many vacation rentals are there in Cortona?

With 167 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

1. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

2. B&B Piccolo Hotel

3. La Finestra sul Teatro

4. Cortona Shabby Chic House<br>(Independent & balcony)

5. Casa Beppina Cortona by Interhome

6. CASA AMBRA

7. Cortonas Rooftop Nest

8. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

9. La casa di Laura

10. Holiday home with panoramic terrace ideal for families and couples

11. Vicolo Della Scala Rooms - Il Sole

12. Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

13. Nice apartment for 2 guests with WIFI, TV and pets allowed

14. Vacation home Beppina, typical cortonese house, in the center, animals welcome

15. Holiday Home 'Frantoio 5 Superior' with Shared Pool, Wi-Fi and Air Conditioning

16. Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

17. Montecchio di Cortona

18. Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo

19. B&B Casa Fattorini Apartment Bernie

20. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Find vacation rentals that suit your style

Top Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Cortona

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