Holiday rentals with weekly discounts – Monticchiello
Showing deals for:22 Jan - 29 Jan
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
Montalcino
Image gallery for Elegant farmhouse, with private pool, table tennis & ping pong in Val D'orcia,
Elegant farmhouse, with private pool, table tennis & ping pong in Val D'orcia,
Castiglione d'Orcia
Image gallery for Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Montepulciano
Image gallery for "Il Focolare" Superior Apartment in Monticchiello
"Il Focolare" Superior Apartment in Monticchiello
Pienza
Image gallery for Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Torrita di Siena
Image gallery for Magnificent and Bright 2 BR Apt. with Terrace
Magnificent and Bright 2 BR Apt. with Terrace
Montepulciano
Image gallery for Large shining148sqmt wififiber apartment, view and free parking in Montepulciano
Large shining148sqmt wififiber apartment, view and free parking in Montepulciano
Montepulciano
Image gallery for Villa Banditello, secluded, panoramic view over Montepulciano valley.
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Torrita di Siena
Image gallery for Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Chianciano Terme
Image gallery for Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
Montepulciano
Find spaces that suit your style
Find the best place to stay - Monticchiello
Luxury Villa in Monticchiello, your heaven in Tuscany
The house in the village - Angelica apartment - Vald'Orcia
Stunning apartment in Monticchiello with WiFi
Beautiful restored farmhouse with swimming pool in the quiet of the Sienese hills.
Elegant apartment with a view of the garden and a rooftop terrace
Enjoy a Classic Tuscan Hill Town holiday—now with AC!
Top rated rentals - Monticchiello
Our Stay
Lovely holiday
Meraviglioso!
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Find out more about Monticchiello
Why visit Monticchiello
- Charming village atmosphere: Monticchiello offers a quaint and friendly environment, perfect for leisurely strolls through its picturesque streets.
- Rich cultural heritage: Explore ancient monasteries, beautiful churches, and historical sites that reflect the village's deep-rooted history.
- Breathtaking landscapes: Surrounded by stunning Tuscan hills, Monticchiello provides ample opportunities for hiking and enjoying nature.
- Local delicacies: Indulge in traditional Tuscan cuisine, enjoying regional dishes and wines in delightful local eateries.
- Varied accommodation options: Choose from stunning villas, cosy apartments, and inviting holiday rentals to suit every traveller's needs.
Popular types of accommodation in Monticchiello
If you're pondering over the types of accommodation available in Monticchiello, worry not—we've got you sorted. The most sought-after options for holiday rentals in this charming village include stunning villas, cosy apartments, and inviting houses. Whether you're after a hotel stay or a holiday rental, Monticchiello has something to suit every traveller's needs, ensuring a delightful experience in this picturesque corner of Italy.
- Villas: The top choice for holiday rentals in Monticchiello, offering spacious living and beautiful surroundings for a luxurious stay.
- Apartments: A popular option for those seeking comfort and convenience, ideal for couples or small families.
- Houses: A fantastic selection of homes that provide a homely atmosphere, perfect for larger groups or families.
- Cottages: Charming and quaint, these rentals offer a rustic experience in the heart of Tuscany.
- Caravan Parks: A unique option for outdoor enthusiasts, providing a blend of nature and comfort.**
Top attractions near Monticchiello
Monticchiello, nestled in the heart of Tuscany, is perfect for a romantic getaway steeped in culture and outdoor adventures. Explore charming piazzas, ancient monasteries, and beautiful churches, while the stunning walls of Monticchiello provide a glimpse into its rich history. This quaint village offers an array of attractions that cater to those seeking a blend of culture and nature, making it an ideal destination for a memorable holiday.
- Pienza Cathedral: Nestled in the heart of Pienza, this stunning cathedral showcases Renaissance architecture and offers a serene atmosphere. Marvel at its intricate façade and explore the beautiful interior adorned with art that reflects the rich cultural heritage of the region.
- Historic Centre of Pienza: A UNESCO World Heritage site, this charming village is renowned for its stunning urban planning and picturesque streets. Experience the delightful blend of history, art, and local cuisine as you stroll through its enchanting squares and alleyways.
- Dome of Montepulciano: This impressive church features a remarkable dome that dominates the skyline. Inside, you’ll find exquisite frescoes and a tranquil ambiance, making it a perfect place for reflection and appreciation of the area's artistic legacy.
Things to do recommended for couples
For a romantic getaway in Monticchiello, indulge in the soothing treatments at Terme di Chianciano Spa, relish luxury at the Chapel of Our Lady of Vitaleta, and enjoy enchanting wine tasting at Cantina Contucci. Each experience is sure to create unforgettable memories for you both.
Things to do recommended for families
Families visiting Monticchiello can explore the enchanting medieval village, enjoy a leisurely stroll through the picturesque countryside, and partake in a family-friendly cooking class to learn traditional Tuscan dishes. Don't miss the local markets for a taste of regional produce and artisanal goods.
Things to do recommended for groups
Explore the Valdichiana Outlet Village for a delightful shopping experience, only 7.5km from Monticchiello. Alternatively, visit RI Crea RE, a charming store just 1.2km away, or enjoy a day of sport at the Golf Club Valdichiana, also 7.5km away, in beautiful outdoor surroundings.
What do I need to keep in mind when booking a vacation in 'Monticchiello
When traveling with a group, family, or pets, or if you’re considering longer stays, it's essential to use the right filters to suit your needs. Here are some helpful Vrbo booking tips for you.
- Traveling to Monticchiello with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily apply filters for these options and much more on Vrbo.
- Traveling to Monticchiello with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it's advisable to think about how close you are to family-friendly attractions.
- Taking your pets with you to Monticchiello: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
- Planning for a long term stay visiting Monticchiello: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.
Where to stay near Monticchiello
Monticchiello, a charming village in Tuscany, offers a delightful blend of outdoor adventures and rich cultural experiences. Surrounded by breathtaking landscapes and historical sites, this secluded gem is perfect for romantic getaways. Explore the friendly atmosphere of nearby towns, indulge in local delicacies, and immerse yourself in the enchanting Tuscan lifestyle. Whether you're hiking through picturesque hills or wandering quaint streets, Monticchiello is an idyllic destination for a memorable holiday.
- Montepulciano: Montepulciano is a charming hilltop town situated a mere 2.5km from Monticchiello. Renowned for its rich cultural heritage, it offers a romantic and outdoor experience that captivates visitors. Stroll through the cobbled streets lined with Renaissance architecture, and indulge in a rejuvenating spa treatment or body therapy at one of the local establishments. Notable attractions include historic monuments and a serene lake, making it an ideal destination for those seeking both relaxation and cultural enrichment.
- Pienza: Just 1.2km from Monticchiello, Pienza is a UNESCO World Heritage Site celebrated for its stunning views and Renaissance architecture. This delightful city is perfect for outdoor activities and cultural exploration, offering a romantic ambience that enchants all who visit. Enjoy leisurely walks through its picturesque streets, unwind at a local spa, or indulge in some shopping. Key highlights include historic landmarks, places of worship, and natural hot springs, providing a rich tapestry of experiences for every traveller.
- Montalcino: Located 11.2km from Monticchiello, Montalcino is a city steeped in history and famed for its wine production, particularly the renowned Brunello di Montalcino. Visitors can expect a romantic and entertaining atmosphere, with plenty of outdoor activities to enjoy. Explore historic sites and tourist precincts, or treat yourself to a spa day after a day of wine tasting. Montalcino’s scenic landscapes and cultural richness make it an essential stop for anyone looking to immerse themselves in the beauty of Tuscany.
Best time to go to Monticchiello
If you're planning a trip to Monticchiello, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in April and July to August, while off-peak times, like November to January tend to have fewer bookings and better deals.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 39.4°F (4.1°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low |
| February | 40.6°F (4.8°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| March | 45.0°F (7.2°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| April | 50.9°F (10.5°C) | Light Rain | Mostly Sunny | Moderately High | Average |
| May | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 66.7°F (19.3°C) | Light Rain | Sunny | Average | Slightly High |
| July | 73.0°F (22.8°C) | No Rain (Dry) | Sunny | Moderately High | Slightly High |
| August | 73.0°F (22.8 °C) | No Rain (Dry) | Sunny | Moderately High | Slightly High |
| September | 64.8°F (18.2°C) | Light Rain | Mostly Sunny | Average | Average |
| October | 56.7°F (13.7°C) | Light Rain | Mostly Sunny | Average | Average |
| November | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Moderately Low | Average |
| December | 42.1°F (5.6°C) | Light Rain | Mostly Sunny | Moderately Low | Average |
Booking with Vrbo is simple
Are you hoping to save on your next adventure? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you could enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday accommodation.
Vrbo Trips: Effortless planning
Vrbo’s cutting-edge Trip Board provides you with a convenient space to plan new journeys, pick up from where you last stopped, or review and organise your travel arrangements. You can easily access properties you’ve previously saved and booked, which are neatly categorised under Potential, Upcoming, or Current Trips. To start using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.
**Based on Vrbo properties bookings.
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.
How much does it cost to rent a holiday home in Monticchiello?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Monticchiello to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.
Are there any discounts for Monticchiello holiday house rentals?
You can find great discounts on house rentals in Monticchiello on Vrbo, 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 find long-stay holiday rentals in Monticchiello?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Monticchiello holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Monticchiello holiday rental?
Book your Monticchiello holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Monticchiello home rental booking on Vrbo?
To find Monticchiello holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Monticchiello holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.