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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Montecchio holiday 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 3.677.654 ₫
4.103.494 ₫ total
includes taxes & fees
2 Nov - 3 Nov
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 3.642.810 ₫
4.123.239 ₫ total
includes taxes & fees
21 Oct - 22 Oct
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 7.319.315 ₫
8.167.395 ₫ total
includes taxes & fees
21 Oct - 22 Oct
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 1.924.448 ₫
2.291.114 ₫ total
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
A hotel room with a bed, a bedside table, a mirror, and a ceiling with wooden beams.

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 1.715.790 ₫
2.395.513 ₫ total
includes taxes & fees
22 Oct - 23 Oct
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 3.721.948 ₫
4.210.291 ₫ total
includes taxes & fees
3 Nov - 4 Nov
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 5.986.878 ₫
6.701.714 ₫ total
includes taxes & fees
2 Nov - 3 Nov
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 6.269.328 ₫
7.012.409 ₫ total
includes taxes & fees
29 Oct - 30 Oct
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 2.858.813 ₫
3.260.842 ₫ total
includes taxes & fees
8 Nov - 9 Nov
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 2.189.744 ₫
2.495.990 ₫ total
includes taxes & fees
21 Oct - 22 Oct
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 5.939.292 ₫
6.576.776 ₫ total
includes taxes & fees
11 Nov - 12 Nov
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
8.2 out of 10, Very good, (84 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 1.961.675 ₫
2.332.063 ₫ total
includes taxes & fees
3 Nov - 4 Nov
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 2.485.809 ₫
2.909.080 ₫ total
includes taxes & fees
1 Nov - 2 Nov
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 2.922.272 ₫
3.330.531 ₫ total
includes taxes & fees
22 Oct - 23 Oct
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 4.426.014 ₫
4.984.763 ₫ total
includes taxes & fees
21 Oct - 22 Oct
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 4.137.756 ₫
4.667.679 ₫ total
includes taxes & fees
22 Oct - 23 Oct
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 2.106.494 ₫
2.433.291 ₫ total
includes taxes & fees
23 Oct - 24 Oct
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 2.732.226 ₫
3.121.597 ₫ total
includes taxes & fees
3 Nov - 4 Nov
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 2.982.880 ₫
3.281.168 ₫ total
includes taxes & fees
21 Oct - 22 Oct
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 2.591.674 ₫
2.966.990 ₫ total
includes taxes & fees
22 Oct - 23 Oct
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Amazing service and care. Especially Sara, Mathilda, Fredrico and Allesandro. The manager was so helpful as well. A must stay!"
Karim 4-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa

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.

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.