Photo by Giammy McMario

Montecchio holiday rentals

We found 1,288 holiday rentals — enter your dates for availability
Discover a selection of 9 villas and other holiday rentals in Montecchio that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Montecchio

Showing deals for:25 Dec - 1 Jan

Exterior detail
Outdoor dining
Dining
Pool
Exceptional
(6 reviews)

Apartment in Farmhouse

Cortona

6% off
AU$1,518
for 7 nights, 1 room
AU$217 per night
includes taxes & fees
Apartment in Farmhouse
Pool
Property grounds
Outdoor dining
Exterior
Exceptional
(37 reviews)

Villa Mulinoavento with magnificent view 5 minutes walking downtown

Cortona

9% off
AU$7,020
for 7 nights, 1 villa
AU$1,003 per night
includes taxes & fees
Villa Mulinoavento with magnificent view 5 minutes walking downtown
Master Bedroom
View from the outside
Living room + Sofa bed
Dining Room
Exceptional
(59 reviews)

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Cortona

14% off
AU$2,382
for 7 nights, 1 home
AU$340 per night
includes taxes & fees
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Exterior
Property grounds
Pool
Living area
Exceptional
(19 reviews)

Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens

Cortona

7% off
AU$4,711
for 7 nights, 1 apartment
AU$673 per night
includes taxes & fees
Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens
Relax in this cozy living area
Interior
AHHH! Tuscany!
Room
Exceptional
(11 reviews)

❤️ of Castiglion Fiorentino

Castiglion Fiorentino

9% off
AU$1,147
for 7 nights, 1 apartment
AU$164 per night
includes taxes & fees
❤️ of Castiglion Fiorentino
We've tailored every detail to help you feel at home
There's no doubt you're in Tuscany
Take a seat. You're finally home.
Welcome to a piece of history!
Exceptional
(24 reviews)

Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities

Castiglion Fiorentino

9% off
AU$1,544
for 7 nights, 1 apartment
AU$221 per night
includes taxes & fees
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
Property grounds
Outdoor dining
Pool
Dining
Exceptional
(25 reviews)

Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley

Cortona

7% off
AU$2,500
for 7 nights, 1 room
AU$357 per night
includes taxes & fees
Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley
Room
Outdoor dining
Exterior detail
Interior
Exceptional
(12 reviews)

My house with steam room, theater view, chromtherapy, relaxing music, jacuzzi...

Cortona

7% off
AU$1,983
for 7 nights, 1 apartment
AU$283 per night
includes taxes & fees
My house with steam room, theater view, chromtherapy, relaxing music, jacuzzi...

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    Enjoy full kitchens, laundry, pools, gardens and more

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Find the perfect holiday rental for your Montecchio getaway

Learn about the unique charm of Montecchio with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Montecchio

Do you want to discover things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Montecchio has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Tennis Club Castiglionese (2.2 mi / 3.6 km)
  • Tenuta Valdipiatta (14.8 mi / 23.9 km)
  • San Luciano Winery (8.1 mi / 13.1 km)
  • Golf Club Valdichiana (8.3 mi / 13.3 km)
  • La Braccesca Winery (10.1 mi / 16.2 km)
  • Montemaggiore Wine & Countryhouses (10.6 mi / 17.1 km)

Exploring the natural features in Montecchio

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Montecchio is a great place to get out in nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Piazza Guido Monaco (10.9 mi / 17.6 km)
  • Isola Maggiore (12.4 mi / 19.9 km)
  • Lake Trasimeno (15 mi / 24.1 km)
  • Val di Chiana (16.6 mi / 26.6 km)
  • Battle of Lake Trasimene Monument (9 mi / 14.5 km)
  • Sandro Pertini Park (10.5 mi / 16.8 km)

Frequently asked questions

What is the best area to stay in Montecchio when booking a holiday rental?
When considering a holiday rental in Montecchio, Tuscany, the best area to stay would be in the heart of the village itself. This central location offers easy access to local amenities and a genuine feel for the Tuscan lifestyle. The charming streets are lined with traditional architecture, providing plenty of opportunities for leisurely strolls.One of the top attractions nearby is the historic castle, which offers stunning views of the surrounding countryside and a glimpse into the region's rich history. Additionally, the local vineyards and olive groves are great for those looking to indulge in wine tasting or enjoy the picturesque landscapes that Tuscany is renowned for.In terms of property availability, this central area boasts a variety of holiday rentals, from quaint apartments to rustic villas, allowing visitors to choose accommodations that suit their preferences.
What are the top attractions in Montecchio?
In Montecchio, Tuscany, visitors can engage in the local charm and history. The village itself is known for its picturesque countryside and beautiful landscapes, making it a great base for exploring the surrounding area. A short distance from Montecchio, the stunning medieval town of Cortona offers attractions such as the Diocesan Museum and the beautiful Piazza della Repubblica.For those interested in wine, the nearby vineyards of Montepulciano and Montalcino are renowned for their exceptional wines and provide opportunities for tastings and vineyard tours. Nature enthusiasts will appreciate the scenic walking trails that wind through the olive groves and rolling hills typical of the Tuscan landscape.Additionally, the proximity to Lake Trasimeno allows for leisurely days by the water, with options for boating and picnicking.
Are all fees included in the Montecchio holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Montecchio holiday homes with parking?
Stayz offers a wide selection of holiday homes in Montecchio with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Montecchio holiday homes?
You can find great discounts on holiday homes in Montecchio on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Montecchio holiday home booking on Stayz?
To find Montecchio holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Montecchio?
A long-stay holiday home in Montecchio is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Montecchio holiday home?
Book your Montecchio holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Montecchio?
Prices for holiday homes in Montecchio vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Montecchio to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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