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Il Borgo Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Il Borgo vacation rentals

Pool

1. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
$77 nightly
The price is $91
Nov 17 - Nov 18
Total with taxes and fees
iConic Wellness Resort
A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

2. 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
$131 nightly
The price is $149
Nov 16 - Nov 17
Total with taxes and fees
San Michele al Borgo
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

3. 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
$103 nightly
The price is $107
Nov 16 - Nov 17
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A spa area with a stone-walled arch, a hot tub, and a small window.

4. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (31 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
$115 nightly
The price is $131
Nov 16 - Nov 17
Total with taxes and fees
DormiVeglia B&B
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

5. CASA AMBRA

CASA AMBRA
Cortona Old Town
$203 nightly
The price is $225
Nov 16 - Nov 17
Total with taxes and fees
CASA AMBRA
A view from a window overlooking a courtyard with stone buildings and a tower.

6. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"we loved the rooms—especially"
United States
Jean V. A.
$204 nightly
The price is $208
Dec 8 - Dec 9
Total with taxes and fees
La Finestra sul Teatro
Terrace/patio

7. 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
$109 nightly
The price is $125
Nov 21 - Nov 22
Total with taxes and fees
Casale dell'Assiolo
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

8. 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
$80 nightly
The price is $92
Nov 17 - Nov 18
Total with taxes and fees
Artisti del Cavallo Tourism
A staircase with two lit lanterns on the wall.

9. Cortona Shabby Chic House<br>(Detached & Balcony)

Cortona Shabby Chic House<br>(Detached & 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
$148 nightly
The price is $152
Nov 16 - Nov 17
Total with taxes and fees
Cortona Shabby Chic House<br>(Detached & Balcony)
A park with picnic tables, a playground, and a gravel path.

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

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
$82 nightly
The price is $82
Nov 16 - Nov 17
Total with taxes and fees
Vacation home with a panoramic terrace, ideal for families and couples
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

11. 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.
$153 nightly
The price is $157
Nov 27 - Nov 28
Total with taxes and fees
Cortonas Rooftop Nest
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

12. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$91 nightly
The price is $103
Nov 21 - Nov 22
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
A view of a historic town with prominent buildings and a church tower.

13. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
$94 nightly
The price is $110
Nov 16 - Nov 17
Total with taxes and fees
Cameracaffè Centro
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

14. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
$64 nightly
The price is $74
Nov 26 - Nov 27
Total with taxes and fees
Abbadia Sicille Relais
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.
$99 nightly
The price is $99
Nov 17 - Nov 18
Total with taxes and fees
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
$100 nightly
The price is $110
Nov 26 - Nov 27
Total with taxes and fees
Locanda Antico Borgo
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

17. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
$108 nightly
The price is $108
Nov 17 - Nov 18
Total with taxes and fees
Dolce Casa 2 by Tiny Away
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

18. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Hidden gem where you feel like you have your own medieval town to yourself. Nice pool, relaxing spots to unwind. Both restaurant and breakfast we excellent! Quiet"
United States
David
$271 nightly
The price is $303
Nov 18 - Nov 19
Total with taxes and fees
Castello di Gargonza
A building with a stone facade, multiple windows, and a balcony.

19. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Italy
Anonymous traveler
$282 nightly
The price is $288
Nov 30 - Dec 1
Total with taxes and fees
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
A rustic brick building with a mural, a clock, and various potted plants.

20. 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
$96 nightly
The price is $106
Dec 16 - Dec 17
Total with taxes and fees
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
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

Hotel Minerva

Hotel Minerva

10/10 Excellent
"Very good"
Mulham 1-night trip
Posted 2 days ago
Hotel Minerva

Find out more about Il Borgo

Everything you need to know about Il Borgo 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 Il Borgo 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 Il Borgo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Il Borgo vacation 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 low season months. For more hustle and bustle, you may prefer to visit Il Borgo 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 $59 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 Il Borgo rentals

At Expedia, we put the best Il Borgo 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 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 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 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 vacation rentals in Il Borgo?

Yes, you can find vacation rentals near popular attractions in Il Borgo, or you can go with 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 vacation home rentals in Il Borgo?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This vacation home rental outside of Il Borgo is located in a rural location and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Il Borgo?

With 4 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Il Borgo like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Il Borgo. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.