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Il Borgo Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Il Borgo vacation rentals

An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

1. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is CA $203
CA $227 total
includes taxes & fees
Nov 2 - Nov 3
B&B Piccolo Hotel
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

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
The price is CA $189
CA $214 total
includes taxes & fees
Oct 6 - Oct 7
San Michele al Borgo
Pool

3. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is CA $106
CA $127 total
includes taxes & fees
Oct 25 - Oct 26
iConic Wellness Resort
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

4. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is CA $376
CA $420 total
includes taxes & fees
Oct 11 - Oct 12
Fontelunga Hotel & Villas
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful location. Can't wait to go back."
United States
Dawn H.
The price is CA $150
CA $156 total
includes taxes & fees
Oct 5 - Oct 6
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

6. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is CA $72
CA $107 total
includes taxes & fees
Oct 5 - Oct 6
Happy Nest Tuscany Between Florence and Rome
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

7. 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 CA $116
CA $134 total
includes taxes & fees
Oct 22 - Oct 23
Artisti del Cavallo Tourism
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 CA $436
CA $485 total
includes taxes & fees
Oct 5 - Oct 6
CASA AMBRA
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

9. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (44 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is CA $346
CA $387 total
includes taxes & fees
Oct 7 - Oct 8
Castello di Gargonza
A view from a window overlooking a courtyard with stone buildings and a tower.

10. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
La Finestra sul Teatro
A spa area with a stone-walled arch, a hot tub, and a small window.

11. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is CA $148
CA $170 total
includes taxes & fees
Oct 12 - Oct 13
DormiVeglia B&B
A hotel room with a bed, a bench, a wardrobe, and a shelf with items.

12. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (3 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 CA $96
CA $124 total
includes taxes & fees
Oct 12 - Oct 13
Limehome Arezzo Duomo
A staircase with two lit lanterns on the wall.

13. 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 CA $198
CA $232 total
includes taxes & fees
Oct 18 - Oct 19
Cortona Shabby Chic House<br>(Independent & balcony)
A park with picnic tables, a playground, and a gravel path.

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

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is CA $101
CA $130 total
includes taxes & fees
Oct 5 - Oct 6
Holiday home with panoramic terrace ideal for families and couples
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

15. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is CA $139
CA $159 total
includes taxes & fees
Oct 5 - Oct 6
Vicolo Della Scala Rooms - La Luna
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

16. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is CA $123
CA $171 total
includes taxes & fees
Oct 5 - Oct 6
Dolce Casa 2 by Tiny Away
Terrace/patio

17. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is CA $177
CA $201 total
includes taxes & fees
Oct 6 - Oct 7
Casale dell'Assiolo
Dining

18. 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 CA $127
CA $156 total
includes taxes & fees
Oct 19 - Oct 20
Montecchio di Cortona
An arched stone bridge with a white building on the right, featuring a balcony with plants.

19. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 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 CA $150
CA $165 total
includes taxes & fees
Oct 9 - Oct 10
Locanda Antico Borgo
A modern hotel room with large windows, a bed, a desk, and a chair.

20. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (81 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is CA $101
CA $121 total
includes taxes & fees
Oct 12 - Oct 13
B&B 52cento
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Unbelievable stay at this beautiful property, excellent service and the restaurant was exceptional."
Joseph 2-night trip
Posted 10 hours ago
Precise Tale Poggio Alla Sala

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, 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 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 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 Il Borgo vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Il Borgo vacation rentals we have selected for you start as low as CA $90 per night. Entering your travel dates in the search wizard 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.