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Montecchio Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Montecchio 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 $175
CA $196 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 $181
CA $206 total
includes taxes & fees
Oct 25 - Oct 26
San Michele al Borgo
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

3. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
The price is CA $377
CA $421 total
includes taxes & fees
Oct 22 - Oct 23
Fontelunga Hotel & Villas
Pool

4. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (41 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is CA $105
CA $125 total
includes taxes & fees
Nov 16 - Nov 17
iConic Wellness Resort
A church with a tall spire and a clock tower, surrounded by trees and a grassy area.

5. 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 $90
CA $127 total
includes taxes & fees
Oct 20 - Oct 21
Limehome Arezzo Duomo
A crowded restaurant with brick walls and multiple tables and chairs.

6. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 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 CA $231
CA $261 total
includes taxes & fees
Nov 3 - Nov 4
La Locanda di San Francesco
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

7. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (137 reviews)
"An amazing property with amazing hosts! Every detail was an amenity was thought of. Hosts are very gracious and bend over backwards to make your stay unforgettable!"
Canada
Sean
The price is CA $328
CA $367 total
includes taxes & fees
Nov 2 - Nov 3
Il Tosco
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

8. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (48 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 $343
CA $384 total
includes taxes & fees
Oct 19 - Oct 20
Castello di Gargonza
A spa area with a stone-walled arch, a hot tub, and a small window.

9. 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 CA $150
CA $172 total
includes taxes & fees
Nov 8 - Nov 9
DormiVeglia B&B
A historic building with a tower, a courtyard, and a well-lit entrance.

10. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is CA $115
CA $131 total
includes taxes & fees
Nov 18 - Nov 19
Abbadia Sicille Relais
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

11. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is CA $302
CA $335 total
includes taxes & fees
Nov 6 - Nov 7
CASA AMBRA
A modern hotel room with large windows, a bed, a desk, and a chair.

12. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (82 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 $107
CA $128 total
includes taxes & fees
Nov 3 - Nov 4
B&B 52cento
A view of a historic town with prominent buildings and a church tower.

13. 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 CA $114
CA $135 total
includes taxes & fees
Oct 19 - Oct 20
Cameracaffè Centro
Front of property

14. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
The price is CA $160
CA $182 total
includes taxes & fees
Oct 19 - Oct 20
montorio
A terrace with a table set for breakfast, overlooking a scenic landscape.

15. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is CA $242
CA $273 total
includes taxes & fees
Oct 19 - Oct 20
Delcorto Suites
An interior courtyard with stone columns, arches, and a mosaic.

16. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is CA $211
CA $238 total
includes taxes & fees
Oct 22 - Oct 23
Meublé Il Riccio
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

17. 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 $110
CA $127 total
includes taxes & fees
Oct 25 - Oct 26
Artisti del Cavallo Tourism
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

18. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 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
The price is CA $150
CA $171 total
includes taxes & fees
Nov 1 - Nov 2
Bed & Breakfast Vicolo dell'Oste
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, (21 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 $147
CA $162 total
includes taxes & fees
Oct 24 - Oct 25
Locanda Antico Borgo
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

20. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is CA $133
CA $153 total
includes taxes & fees
Oct 20 - Oct 21
Vicolo Della Scala Rooms - La Luna
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 di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 9 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Montecchio

Everything you need to know about Montecchio 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 Montecchio 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 Montecchio vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montecchio vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montecchio 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 Montecchio vacation rentals we have selected for you start as low as CA $94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montecchio rentals

At Expedia, we put the best Montecchio 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 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 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 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 vacation rental in Montecchio?

Yes, we offer vacation rentals near top local attractions in Montecchio, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Montecchio?

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

With 4 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Montecchio like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Montecchio. Vacation rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.