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Montecchio Vacation Rentals

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Dec 19 - Dec 21

Vacation Rentals in Montecchio

Exterior
Meublé Il Riccio

Meublé Il Riccio

Montepulciano
9.8 out of 10, Exceptional, (86)
"Beautiful hotel."
United States
Helen
$151 nightly
The price is $171
Dec 12 - Dec 13
Total with taxes and fees
Meublé Il Riccio
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

La Locanda di San Francesco

Montepulciano
9.8 out of 10, Exceptional, (130)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
United States
Alizeh
$171 nightly
The price is $193
Dec 26 - Dec 27
Total with taxes and fees
La Locanda di San Francesco
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
$114 nightly
The price is $130
Dec 8 - Dec 9
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Interior
Delcorto Suites

Delcorto Suites

Montepulciano
10.0 out of 10, Exceptional, (32)
"Exceptional service great building felt like a Medici!"
United States
gaetano
$164 nightly
The price is $185
Dec 8 - Dec 9
Total with taxes and fees
Delcorto Suites
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (164)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
$75 nightly
The price is $87
Dec 16 - Dec 17
Total with taxes and fees
Abbadia Sicille Relais
Lobby
Residenza Fabroni

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
$84 nightly
The price is $97
Dec 9 - Dec 10
Total with taxes and fees
Residenza Fabroni
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

DormiVeglia B&B

Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
$82 nightly
The price is $94
Dec 10 - Dec 11
Total with taxes and fees
DormiVeglia B&B
Exterior
The house in the village - Angelica apartment - Vald'Orcia

The house in the village - Angelica apartment - Vald'Orcia

Monticchiello
10.0 out of 10, Exceptional, (11)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
$125 nightly
The price is $127
Dec 14 - Dec 15
Total with taxes and fees
The house in the village - Angelica apartment - Vald'Orcia
Outdoor pool, sun loungers
Borgo Dolciano

Borgo Dolciano

Chiusi
9.0 out of 10, Wonderful, (25)
"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
$121 nightly
The price is $136
Dec 15 - Dec 16
Total with taxes and fees
Borgo Dolciano
Property entrance
Il Tosco

Il Tosco

Montepulciano
10.0 out of 10, Exceptional, (114)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
$250 nightly
The price is $280
Dec 23 - Dec 24
Total with taxes and fees
Il Tosco
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down comforters, pillowtop beds, minibar
THE MONNA LISA RESORT

THE MONNA LISA RESORT

Arezzo
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
$120 nightly
The price is $140
Dec 19 - Dec 20
Total with taxes and fees
THE MONNA LISA RESORT
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
$129 nightly
The price is $147
Dec 9 - Dec 10
Total with taxes and fees
San Michele al Borgo
1 bedroom, desk, iron/ironing board, WiFi
Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Old Town
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
$131 nightly
The price is $134
Dec 8 - Dec 9
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona
$102 nightly
The price is $107
Dec 8 - Dec 9
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
$91 nightly
The price is $91
Dec 31 - Jan 1, 2026
Total with taxes and fees
Montecchio di Cortona
Property grounds
La casa di Laura

La casa di Laura

Cortona Old Town
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
$201 nightly
The price is $206
Dec 13 - Dec 14
Total with taxes and fees
La casa di Laura
1 bedroom, travel crib, free WiFi
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, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
$109 nightly
The price is $114
Dec 9 - Dec 10
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Outdoor pool
Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia

La Valle
9.6 out of 10, Exceptional, (7)
"Great place. Would stay here again."
United States
Rob B.
$194 nightly
The price is $194
Dec 7 - Dec 8
Total with taxes and fees
Villa Graziella, Romantic Perugia
Exterior
Podere La Chiusella

Podere La Chiusella

Rapolano Terme
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa La Ginestra

Villa La Ginestra

Subbiano
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Pedro 1-night trip
Posted 21 hours ago
Relais Villa Grazianella - UNA Esperienze

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, 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 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 low season months. For more hustle and bustle, you may prefer to visit Montecchio 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 $87 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 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?

Farmhouse in the hills with panoramic view and swimming pool: This vacation home rental outside of Montecchio is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 garden in this rental home to help you unwind.

How many vacation rentals are there in Montecchio?

With 3 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.