Monticchiello holiday homes

We found 940 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Monticchiello that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include a pool and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Monticchiello

Showing deals for:18 Dec - 25 Dec

Outdoor dining
Pool
Private kitchen
Dining
Exceptional
(14 reviews)

Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

Montalcino

10% off
NZ$32,771
for 7 nights, 1 villa
NZ$4,682 per night
includes taxes & fees
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
Exterior detail
Pool
Outdoor dining
Exterior
Exceptional
(17 reviews)

Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

Montepulciano

8% off
NZ$7,652
for 7 nights, 1 villa
NZ$1,093 per night
includes taxes & fees
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Large kitchen
Pool
Exterior detail
Exterior
Exceptional
(52 reviews)

Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

Pienza

9% off
NZ$7,019
for 7 nights, 1 villa
NZ$1,003 per night
includes taxes & fees
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Private kitchen
Private kitchen
Room
Private kitchen
Exceptional
(11 reviews)

"Il Focolare" Superior Apartment in Monticchiello

Pienza

5% off
NZ$1,559
for 7 nights, 1 home
NZ$223 per night
includes taxes & fees
"Il Focolare" Superior Apartment in Monticchiello
Interior
Outdoor dining
Dining
Property grounds
Exceptional
(38 reviews)

Villa Mulinello, secluded, panoramic view over Montepulciano valley.

Torrita di Siena

9% off
NZ$2,736
for 7 nights, 1 home
NZ$391 per night
includes taxes & fees
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Room
Outdoor dining
Living area
Bathroom
Exceptional
(5 reviews)

Magnificent and Bright 2 BR Apt. with Terrace

Montepulciano

9% off
NZ$3,932
for 7 nights, 1 apartment
NZ$562 per night
includes taxes & fees
Magnificent and Bright 2 BR Apt. with Terrace
Property grounds
Exterior
Private kitchen
Outdoor dining
Exceptional
(26 reviews)

Villa Banditello, secluded, panoramic view over Montepulciano valley.

Torrita di Siena

9% off
NZ$3,083
for 7 nights, 1 home
NZ$440 per night
includes taxes & fees
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Interior
Gorgeous View to wake up to in the mornings!
Classic Apt. in a Palazzo with modern comforts and classic features
Room
Exceptional
(36 reviews)

Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,

Montepulciano

13% off
NZ$5,073
for 7 nights, 1 apartment
NZ$725 per night
includes taxes & fees
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting arty Monticchiello

Enjoy the art galleries and other features of Monticchiello. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Monticchiello

Do you want to find attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Monticchiello a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Consorzio del Vino Nobile di Montepulciano (3.5 mi / 5.6 km)
  • Piscine Termali Theia (4.6 mi / 7.4 km)
  • Terme di Chianciano (5 mi / 8.1 km)
  • Baths of San Filippo (9.4 mi / 15.2 km)
  • Tenuta Greppo Franco Biondi Santi (11.2 mi / 18.1 km)
  • Poggio Antico (13 mi / 21 km)

Exploring the natural features in Monticchiello

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Monticchiello. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Historic Centre of Pienza (2.4 mi / 3.8 km)
  • La Foce (4 mi / 6.4 km)
  • Terme di Montepulciano Spa (4 mi / 6.5 km)
  • Piscine Termali Theia (4.6 mi / 7.4 km)
  • Val di Chiana (5 mi / 8.1 km)
  • Terme Sant'Elena (5 mi / 8.1 km)

Frequently asked questions

What is the best area to stay in Monticchiello when booking a holiday rental?
When considering a stay in Monticchiello, Tuscany, the village itself offers a charming and picturesque atmosphere that makes it an ideal choice for a holiday rental. Nestled on a hilltop, Monticchiello is renowned for its stunning views of the surrounding Val d'Orcia countryside, which is a UNESCO World Heritage site. The area is dotted with beautiful vineyards and olive groves, great for those looking to immerse themselves in the region's rich agricultural heritage.Although Monticchiello is a small village, it features a selection of properties ranging from quaint agriturismos to luxurious villas, providing various options to suit different tastes and budgets. Staying in the village allows easy access to local attractions, such as the ancient Church of San Leonardo, which showcases beautiful frescoes and offers a glimpse into the area's historical significance. Additionally, the nearby town of Pienza, known for its exceptional Pecorino cheese and Renaissance architecture, is just a short drive away and well worth a visit.For those who enjoy scenic walks, the surrounding countryside offers numerous trails that reveal the breathtaking landscapes of Tuscany, making Monticchiello a great base for exploring the region's natural beauty.
When is the best time to visit Monticchiello for a holiday rental?
April is the most popular time to visit Monticchiello, Tuscany, as spring brings vibrant blooms and comfortable weather, ideal for leisurely strolls through this picturesque village. During this month, temperatures typically range from 10 to 20 degrees Celsius, providing a pleasant climate for outdoor activities like exploring the stunning surrounding vineyards and indulging in local culinary delights.The peak season from July to September attracts numerous tourists, creating a lively option filled with cultural events, festivals, and bustling markets. However, this also means busier streets and higher accommodation prices. If you're seeking a more tranquil experience with fewer crowds, visiting during the shoulder months of late spring or early autumn could be an excellent choice.For those looking to save a bit while still enjoying the charm of Monticchiello, January is considered the low season. This month offers a unique opportunity to experience the serene beauty of Tuscany in winter, often with fewer tourists, allowing you to enjoy the local hospitality and perhaps even some discounts on holiday rentals.
What are the top attractions in Monticchiello?
In Monticchiello, visitors can experience firsthand the enchanting charm of this medieval hilltop village, renowned for its stunning views of the surrounding Val d'Orcia countryside. The village itself is a major attraction, featuring cobbled streets and quaint stone buildings that embody the essence of Tuscany. A highlight is the picturesque Piazza della Libertà, where travellers can relax at a local café while soaking in the serene atmosphere.Nearby, the historic town of Pienza, a UNESCO World Heritage site, is just a short drive away and offers attractions such as the beautiful Palazzo Piccolomini and the famous Pienza Cathedral. Additionally, the stunning landscapes of the Val d'Orcia, with its rolling hills and cypress trees, provide ample opportunities for hiking and photography.For those interested in art and culture, the region is dotted with charming wineries and olive groves, where visitors can partake in tastings and learn about local production methods.
Are all fees included in the Monticchiello holiday homes prices shown on Bookabach?
Bookabach 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 Monticchiello holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Monticchiello 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 Monticchiello holiday homes?
You can find great discounts on holiday homes in Monticchiello on Bookabach, 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 Monticchiello holiday home booking on Bookabach?
To find Monticchiello holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Monticchiello?
A long-stay holiday home in Monticchiello 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 Bookabach?
Bookabach'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 Monticchiello holiday home?
Book your Monticchiello 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Monticchiello?
Prices for holiday homes in Monticchiello 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. Bookabach offers something for every taste and budget, from affordable homes in Monticchiello to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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