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Montecchio Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Montecchio holiday rentals

A couple relaxing in a spa setting with a visible logo on the wall, a reception desk, and a plant in the background.

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 AU$214
includes taxes & fees
15 Nov - 16 Nov
San Michele al Borgo
Pool

2. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (43 reviews)
"It was wonderful!"
United States
Wade
The price is AU$125
includes taxes & fees
18 Nov - 19 Nov
iConic Wellness Resort
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

3. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (26 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$226
includes taxes & fees
4 Nov - 5 Nov
B&B Piccolo Hotel
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, (10 reviews)
"Wonderful stay!"
Canada
Brian
Fontelunga Hotel & Villas
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

5. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 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 AU$439
includes taxes & fees
4 Nov - 5 Nov
Castello di Gargonza
A spa area with a stone-walled arch, a hot tub, and a small window.

6. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is AU$174
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B
A restaurant named 'SALUMERIA FOCACCE E VINI' with outdoor seating and a stone facade.

7. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.2 out of 10, Wonderful, (5 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 AU$120
includes taxes & fees
10 Nov - 11 Nov
Limehome Arezzo Duomo
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 AU$324
includes taxes & fees
12 Nov - 13 Nov
CASA AMBRA
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

9. 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 AU$131
includes taxes & fees
4 Nov - 5 Nov
Artisti del Cavallo Tourism
A view of a historic town with prominent buildings and a church tower.

10. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is AU$150
includes taxes & fees
9 Nov - 10 Nov
Cameracaffè Centro
A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

11. 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
The price is AU$155
includes taxes & fees
13 Nov - 14 Nov
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

12. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is AU$106
includes taxes & fees
2 Dec - 3 Dec
Abbadia Sicille Relais
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

13. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is AU$156
includes taxes & fees
5 Nov - 6 Nov
Dolce Casa 2 by Tiny Away
A crowded restaurant with brick walls and multiple tables and chairs.

14. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is AU$243
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A building with a stone facade, multiple windows, and a balcony.

15. 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 AU$382
includes taxes & fees
4 Nov - 5 Nov
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Two hands holding wine glasses with wine, a framed picture on the wall, and a window in the background.

16. 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 traveller
The price is AU$696
includes taxes & fees
4 Nov - 5 Nov
Holiday Home 'Magazzino 4 Superior' with Shared Pool, Wi-Fi and Air Conditioning
A bedroom with a large bed, a chandelier, a mirror, and plants.

17. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"The BiBi was perfect for my needs. Its location is excellent, and the room had all the needed amenities. Fabio was a gracious host, orienting me to Arezzo and recommending a wonderful trattoria close by. I highly recommend and hope to return!"
United States
Carol
The price is AU$139
includes taxes & fees
4 Nov - 5 Nov
Bibi Boutique
A swimming pool with a glass enclosure and a stone border.

18. VILLA IL MATTO with a saltwater pool, spa, and sauna

VILLA IL MATTO with a saltwater pool, spa, and sauna
Toscana
The price is AU$854
includes taxes & fees
4 Nov - 5 Nov
VILLA IL MATTO with a saltwater pool, spa, and sauna
A park with picnic tables, a playground, and a gravel path.

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

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is AU$120
includes taxes & fees
4 Nov - 5 Nov
Vacation home with a panoramic terrace, ideal for families and couples
Dining

20. 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 AU$146
includes taxes & fees
4 Nov - 5 Nov
Montecchio di Cortona
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
Stephanie 4-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa

Find out more about Montecchio

Everything you need to know about Montecchio holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montecchio holiday rental for you. At Expedia, you can take your pick from private holiday 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 Montecchio holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montecchio holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montecchio. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montecchio holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montecchio holiday rentals we have selected for you start as low as AU$106 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montecchio rentals

At Expedia, we put the best Montecchio holiday 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 Montecchio 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 Montecchio holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montecchio. 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

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.