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Il Borgo Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Il Borgo holiday rentals

Pool

1. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (43 reviews)
"It was wonderful!"
United States
Wade
The price is AU$125
includes taxes & fees
18 Nov - 19 Nov
iConic Wellness Resort
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

2. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$224
includes taxes & fees
4 Nov - 5 Nov
B&B Piccolo Hotel
A breakfast setting with a fireplace, a table with plates, glasses, and a croissant.

3. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AU$214
includes taxes & fees
8 Nov - 9 Nov
San Michele al Borgo
An outdoor dining setup with a pool and lounge chairs in the background.

4. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is AU$173
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B
A building entrance with a number '10' sign, a stone staircase, and a potted plant with pink flowers.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
9.8 out of 10, Exceptional, (9 reviews)
"Nice property"
United States
Joseph
The price is AU$155
includes taxes & fees
4 Nov - 5 Nov
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

6. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$129
includes taxes & fees
5 Nov - 6 Nov
Artisti del Cavallo Tourism
An aerial view of a rectangular swimming pool with multiple white umbrellas and lounge chairs around it.

7. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
Fontelunga Hotel & Villas
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

8. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is AU$324
includes taxes & fees
5 Nov - 6 Nov
CASA AMBRA
Terrace/patio

9. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is AU$182
includes taxes & fees
5 Nov - 6 Nov
Casale dell'Assiolo
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

10. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is AU$106
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A park with picnic tables, a playground, and a gravel path.

11. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is AU$119
includes taxes & fees
4 Nov - 5 Nov
Vacation home with a panoramic terrace, ideal for families and couples
A hotel room with a bed, a desk with a chair, a wardrobe, a television, and a window with curtains.

12. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.2 out of 10, Wonderful, (5 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is AU$118
includes taxes & fees
10 Nov - 11 Nov
Limehome Arezzo Duomo
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

13. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AU$157
includes taxes & fees
4 Nov - 5 Nov
Dolce Casa 2 by Tiny Away
A bedroom with a large bed, a nightstand, a lamp, and a wooden table.

14. Cortona Shabby Chic House<br>(Independent & Balcony)

Cortona Shabby Chic House<br>(Independent & Balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AU$220
includes taxes & fees
4 Nov - 5 Nov
Cortona Shabby Chic House<br>(Independent & Balcony)
Dining

15. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is AU$145
includes taxes & fees
4 Nov - 5 Nov
Montecchio di Cortona
An arched stone bridge with a white building on the right, featuring a balcony with plants.

16. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 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 AU$157
includes taxes & fees
4 Nov - 5 Nov
Locanda Antico Borgo
Room

17. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is AU$165
includes taxes & fees
4 Nov - 5 Nov
Dolce Casa 1 by Tiny Away
A rustic brick building with a mural, a clock, and various potted plants.

18. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is AU$154
includes taxes & fees
22 Nov - 23 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A hotel room with a bed, bedside tables, a lamp, and artwork on the wall.

19. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is AU$150
includes taxes & fees
4 Nov - 5 Nov
Cameracaffè Centro
A view from a window overlooking a town with traditional architecture and a clear sky.

20. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AU$237
includes taxes & fees
13 Nov - 14 Nov
Cortonas Rooftop Nest
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 Il Borgo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
Stephanie 4-night trip
Posted 4 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Il Borgo

Everything you need to know about Il Borgo 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 Il Borgo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Il Borgo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Il Borgo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Il Borgo. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Il Borgo 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 Il Borgo holiday rentals we have selected for you start as low as AU$99 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Il Borgo rentals

At Expedia, we put the best Il Borgo 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 Il Borgo 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 Il Borgo 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 Il Borgo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Il Borgo?

Yes, there are holiday rentals close to the most popular sights in Il Borgo, or you can select a more secluded option if you're looking for a relaxing stay. Il Borgo is known for its gardens and restaurants.

What are some of the best holiday rentals that Il Borgo has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This holiday home rental outside of Il Borgo is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Il Borgo?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Il Borgo stay.

What’s there to see and do in Il Borgo?

While you're exploring the area, Isola Maggiore and Piazza Guido Monaco are a couple of picturesque spots to get outside and enjoy nature. Cortona Cathedral and Piazza della Repubblica are a couple of places you'll find in the wider area.

What’s a holiday rental in Il Borgo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Il Borgo. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.