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Il Borgo Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
$158 nightly
The price is $179
Sep 6 - Sep 7
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.

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
$129 nightly
The price is $147
Sep 9 - Sep 10
Total with taxes and fees
San Michele al Borgo

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
$119 nightly
The price is $138
Sep 30 - Oct 1
Total with taxes and fees
iConic Wellness Resort
A view of a historic town with prominent buildings and a church tower.

4. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
$89 nightly
The price is $105
Sep 12 - Sep 13
Total with taxes and fees
Cameracaffè Centro
A spa area with a stone-walled arch, a hot tub, and a small window.

5. 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
$116 nightly
The price is $132
Sep 3 - Sep 4
Total with taxes and fees
DormiVeglia B&B
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
$164 nightly
The price is $184
Sep 8 - Sep 9
Total with taxes and fees
Abbadia Sicille Relais
A crowded restaurant with brick walls and multiple tables and chairs.

7. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
$197 nightly
The price is $221
Sep 27 - Sep 28
Total with taxes and fees
La Locanda di San Francesco
An arched doorway leading to a building with a wooden door and a staircase.

8. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (105 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
$92 nightly
The price is $105
Sep 15 - Sep 16
Total with taxes and fees
Residenza Fabroni
A terrace with a table set for breakfast, overlooking a scenic landscape.

9. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (42 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
$191 nightly
The price is $215
Sep 3 - Sep 4
Total with taxes and fees
Delcorto Suites
An interior courtyard with stone columns, arches, and a mosaic.

10. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
$155 nightly
The price is $175
Sep 19 - Sep 20
Total with taxes and fees
Meublé Il Riccio
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

11. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay here! The hosts and staff were super warm and friendly. Breakfast had a wide choice and we liked the evening drinks set up too! The hotel doggies were definitely a highlight ☺️ we’d love to come back!"
United Kingdom
Shelby
$313 nightly
The price is $349
Sep 4 - Sep 5
Total with taxes and fees
Fontelunga Hotel & Villas
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

12. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
$122 nightly
The price is $139
Sep 3 - Sep 4
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

13. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
$329 nightly
The price is $367
Sep 5 - Sep 6
Total with taxes and fees
Il Tosco
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

14. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
$83 nightly
The price is $96
Sep 7 - Sep 8
Total with taxes and fees
Artisti del Cavallo Tourism
An arched stone bridge with a white building on the right, featuring a balcony with plants.

15. 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
$105 nightly
The price is $115
Oct 2 - Oct 3
Total with taxes and fees
Locanda Antico Borgo

16. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
$124 nightly
The price is $141
Sep 13 - Sep 14
Total with taxes and fees
Casale dell'Assiolo

17. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
$117 nightly
The price is $133
Sep 3 - Sep 4
Total with taxes and fees
montorio
A corridor with wooden flooring, a white cushioned bench, and shelves on both sides displaying bottles.

18. Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (17 reviews)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
$85 nightly
The price is $105
Sep 3 - Sep 4
Total with taxes and fees
Allegra Toscana - Affittacamere Guest house
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

19. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
$149 nightly
The price is $166
Oct 2 - Oct 3
Total with taxes and fees
Borgo Dolciano
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
$81 nightly
The price is $96
Sep 14 - Sep 15
Total with taxes and fees
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Amazing beautiful hotel in such a lovely town. Easy to travel to other small towns as well. The staff was very accommodating. The breakfast was great. Such a beautiful resort that was an old monastery on top of the hill. One tip would be to pay for a parking spot in the hotel. Otherwise you will have to park at the bottom of the town."
Jeffrey 3-night trip
Posted 10 hours ago
Monastero di Cortona Hotel & Spa

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 $105 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?

La Dolce Collina: This vacation home rental outside Il Borgo is located in a rural location and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and kitchenware.

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 Sualzo Beach 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.