Default HTG hotel image

Il Borgo Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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

A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

1. 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.
$106 nightly
The price is $111
Oct 6 - Oct 7
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A view from a window overlooking a courtyard with stone buildings and a tower.

2. 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.
$199 nightly
The price is $204
Oct 4 - Oct 5
Total with taxes and fees
La Finestra sul Teatro
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

3. CASA AMBRA

CASA AMBRA
Cortona Old Town
$280 nightly
The price is $311
Oct 1 - Oct 2
Total with taxes and fees
CASA AMBRA
Pool

4. 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
$75 nightly
The price is $90
Oct 25 - Oct 26
Total with taxes and fees
iConic Wellness Resort
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

5. 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
$140 nightly
The price is $158
Oct 1 - Oct 2
Total with taxes and fees
B&B Piccolo Hotel
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

6. 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
$123 nightly
The price is $140
Oct 5 - Oct 6
Total with taxes and fees
San Michele al Borgo
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

7. 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.
Cortonas Rooftop Nest
A staircase with two lit lanterns on the wall.

8. 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
$161 nightly
The price is $165
Sep 30 - Oct 1
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
A park with picnic tables, a playground, and a gravel path.

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

Holiday home with panoramic terrace ideal for families and couples
Cortona
$92 nightly
The price is $92
Sep 30 - Oct 1
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

10. 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
$76 nightly
The price is $88
Oct 7 - Oct 8
Total with taxes and fees
Artisti del Cavallo Tourism
A view of a historic town with prominent buildings and a church tower.

11. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (193 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
$81 nightly
The price is $96
Oct 15 - Oct 16
Total with taxes and fees
Cameracaffè Centro
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

12. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
$72 nightly
The price is $76
Oct 3 - Oct 4
Total with taxes and fees
Happy Nest Tuscany Between Florence and Rome
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

13. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$96 nightly
The price is $110
Oct 1 - Oct 2
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

14. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
$80 nightly
The price is $92
Oct 1 - Oct 2
Total with taxes and fees
Villa Fontis Rapolano
A modern hotel room with large windows, a bed, a desk, and a chair.

15. 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
$70 nightly
The price is $84
Oct 21 - Oct 22
Total with taxes and fees
B&B 52cento
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
$121 nightly
The price is $121
Oct 6 - Oct 7
Total with taxes and fees
Dolce Casa 2 by Tiny Away
A fountain with water cascading down a column, surrounded by greenery and a building in the background.

17. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
$86 nightly
The price is $99
Sep 30 - Oct 1
Total with taxes and fees
Residence al Lago
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.
$110 nightly
The price is $110
Oct 28 - Oct 29
Total with taxes and fees
Montecchio di Cortona
A large estate with multiple buildings, a swimming pool, and well-maintained gardens.

19. Holiday Home 'Magazzino 4 Superior' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Magazzino 4 Superior' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
9.4 out of 10, Exceptional, (3 reviews)
"Pros: Great house, pool, and location!! Thank you!"
United States
Anonymous traveler
$621 nightly
The price is $627
Sep 30 - Oct 1
Total with taxes and fees
Holiday Home 'Magazzino 4 Superior' with Shared Pool, Wi-Fi and Air Conditioning
A compact kitchen with a microwave, a sink, and wooden cabinets.

20. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"Volvería a reservar aquí, la ubicación es inmejorable. El apartamento muy limpio y el edificio súper bonito."
United States
Franchezca
$74 nightly
The price is $93
Sep 30 - Oct 1
Total with taxes and fees
Limehome Arezzo Duomo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Il Borgo Hotel Reviews

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"It's great place for the large family."
ENLI 3-night trip
Posted 20 hours ago
Villa Tiberini Wine Relais

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 $64 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.