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Montecchio Holiday Rentals

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Check prices for these dates

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

Our top choices for Montecchio holiday rentals

A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

1. 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 HK$1,119
HK$1,267 total
includes taxes & fees
30 Sept - 1 Oct
San Michele al Borgo
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

2. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is HK$401
HK$598 total
includes taxes & fees
1 Oct - 2 Oct
Happy Nest Tuscany Between Florence and Rome
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

3. 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 HK$1,217
HK$1,375 total
includes taxes & fees
21 Oct - 22 Oct
B&B Piccolo Hotel
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

4. 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 HK$834
HK$870 total
includes taxes & fees
30 Sept - 1 Oct
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Pool

5. 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 HK$591
HK$704 total
includes taxes & fees
25 Oct - 26 Oct
iConic Wellness Resort
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

6. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is HK$2,336
HK$2,606 total
includes taxes & fees
18 Oct - 19 Oct
Fontelunga Hotel & Villas
A park with picnic tables, a playground, and a gravel path.

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

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is HK$562
HK$723 total
includes taxes & fees
1 Oct - 2 Oct
Holiday home with panoramic terrace ideal for families and couples
A view from a window overlooking a courtyard with stone buildings and a tower.

8. 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.
The price is HK$1,045
HK$1,599 total
includes taxes & fees
4 Oct - 5 Oct
La Finestra sul Teatro
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

9. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is HK$683
HK$951 total
includes taxes & fees
1 Oct - 2 Oct
Dolce Casa 2 by Tiny Away
A staircase with two lit lanterns on the wall.

10. 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 HK$1,103
HK$1,291 total
includes taxes & fees
30 Sept - 1 Oct
Cortona Shabby Chic House<br>(Independent & balcony)
Room

11. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is HK$740
HK$1,008 total
includes taxes & fees
30 Sept - 1 Oct
Dolce Casa 1 by Tiny Away
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

12. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is HK$2,555
HK$2,837 total
includes taxes & fees
1 Oct - 2 Oct
CASA AMBRA
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

13. 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 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, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is HK$647
HK$748 total
includes taxes & fees
30 Sept - 1 Oct
Artisti del Cavallo Tourism
A spa area with a stone-walled arch, a hot tub, and a small window.

15. 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 HK$878
HK$1,002 total
includes taxes & fees
4 Oct - 5 Oct
DormiVeglia B&B
Dining

16. 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 HK$705
HK$865 total
includes taxes & fees
28 Oct - 29 Oct
Montecchio di Cortona
A historic building with a tower, a courtyard, and a well-lit entrance.

17. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is HK$971
HK$1,095 total
includes taxes & fees
25 Oct - 26 Oct
Abbadia Sicille Relais
A view of a historic town with prominent buildings and a church tower.

18. 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
The price is HK$706
HK$830 total
includes taxes & fees
15 Oct - 16 Oct
Cameracaffè Centro
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 traveller
The price is HK$2,056
HK$2,427 total
includes taxes & fees
5 Oct - 6 Oct
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Terrace/patio

20. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is HK$1,046
HK$1,186 total
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
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 Montecchio 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 19 hours ago
Villa Tiberini Wine Relais

Find out more about Montecchio

Search for holiday rentals in Montecchio on Expedia! You can easily find your home rentals, villas, holiday apartments in Montecchio using one of the methods below:

  • View our selection of featured holiday rentals in Montecchio
  • Use the map to find apartments and other holiday homes in the Montecchio neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montecchio while they last

Look no further and take a look at our great range of rental properties in Montecchio!

Frequently asked questions

Can I find a holiday rental in Montecchio?

Yes, there are holiday rentals close to the most popular sights in Montecchio, or you can select a more secluded option if you're looking for a relaxing stay.

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

Villa Banditello, secluded, panoramic view over Montepulciano valley.: This holiday home rental outside of Montecchio 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 Montecchio?

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

What’s there to see and do in Montecchio?

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

What’s a holiday rental in Montecchio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montecchio. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.