Monticiano holiday lettings

We found 920 holiday rentals — enter your dates for availability

Discover a selection of 18 homes, 15 apartments and other holiday rentals in Monticiano that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include Wi-Fi and a hot tub. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Monticiano

  • Charming architecture: Monticiano boasts delightful churches and historic palaces, perfect for culture enthusiasts.
  • Scenic landscapes: The stunning Tuscan countryside offers breathtaking views, ideal for romantic strolls and outdoor adventures.
  • Local cuisine: Savor authentic Tuscan dishes at rustic restaurants, with La Cocuzza being a must-visit for food lovers.
  • Tranquil atmosphere: Enjoy the peaceful surroundings that make Monticiano a perfect base for relaxation and exploration.
  • Proximity to Siena: The nearby city of Siena enhances your experience with its rich history and vibrant culture.

Popular types of accommodation in Monticiano

Planning your getaway to Monticiano? The next exciting step is selecting your perfect accommodation. Here, you can find a variety of popular options, including Houses, Villas, and Apartments. Don’t miss out on the delightful local cuisine—explore rustic restaurants and dine at La Cocuzza for an authentic Tuscan experience. With plenty of tourist accommodations available, you’re sure to enjoy a memorable stay in this enchanting region.

  • Houses: The top choice for visitors to Monticiano, offering a homely atmosphere perfect for families, friends, or couples.
  • Villas: A popular selection for those seeking luxury and spaciousness, ideal for a relaxing Tuscan getaway.
  • Apartments: A convenient option for travellers wanting a self-catering experience in the heart of Monticiano.
  • Cottages: A delightful choice for a quaint and cosy stay, surrounded by the beautiful Tuscan countryside.
  • Caravan Parks: An affordable and fun option for those who enjoy a more adventurous holiday experience.**

Top attractions near Monticiano

Monticiano, nestled in picturesque Tuscany, is perfect for culture-themed, outdoor, and romantic getaways. Visitors can explore a variety of attractions, including charming churches, historic palaces, and vibrant piazzas. This enchanting locale offers a rich tapestry of experiences for those seeking a blend of culture and romance, making it an ideal destination for travellers looking to immerse themselves in the local heritage and stunning landscapes.

  • Abbazia di San Galgano: This stunning monastery, located 621m from Monticiano, offers a unique glimpse into medieval architecture and spirituality. Its roofless structure creates a serene atmosphere, surrounded by picturesque countryside.
  • Eremo di Montesiepi: Situated 1.2km away, this charming church is renowned for its round shape and the famed sword in the stone. The tranquil setting invites reflection and appreciation of its historical significance.
  • I Canaloni del Torrente Farma: Located 1.9km from Monticiano, this historic site features impressive gorges and lush landscapes, perfect for nature lovers and those seeking a peaceful retreat.

Things to do recommended for couples

For a romantic getaway in Monticiano, visit Castello Banfi, a charming winery 9.9km away, or indulge in a delightful meal at Frateria di Padre Eligio, just 9.3km from town. Don't miss Podere Ristella Vineyards and Winery, located 8.1km away, for a perfect blend of romance and entertainment.

Things to do recommended for families

During your family vacation in Monticiano, enjoy a day at Stadio Artemio Franchi or Siena Stadium, both offering exciting sports vibes just 9.3km away. For a refreshing swim, head to Piscina Il Giunco, a lovely outdoor pool located 11.8km from Monticiano, perfect for family fun.

Things to do recommended for groups

Groups visiting Monticiano can enjoy the stunning Hedonistic Hiking trail for breathtaking outdoor adventures, savour exquisite wines at Enoteca Italiana, and relax at the beautiful Biolago Geotermico Acqua Harda for a perfect day in nature.

What do I need to keep in mind when booking a vacation in 'Monticiano

If you're planning a trip with a group, family, or pets, or if you're considering a longer stay, be sure to use the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Monticiano with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Monticiano with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Monticiano: For many, a family holiday isn't truly complete without their furry companion by their side. 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 comfortable and at home.
  • Planning for a long term stay visiting Monticiano: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Monticiano

Monticiano, nestled in the heart of Tuscany, offers an enchanting blend of culture and relaxation. Explore the charming streets of Montecatini Alto and indulge in the thermal delights of Montecatini Terme. With its scenic landscapes and historical allure, the nearby Siena adds to the romantic atmosphere of your getaway. Embrace the tranquillity and seclusion Monticiano provides, making it a perfect base for your Italian adventure.

  • Siena: Siena, located approximately 9.3km from Monticiano, is renowned for its rich cultural heritage and stunning medieval architecture. This enchanting city offers a romantic atmosphere perfect for leisurely strolls through its historic streets. Visitors can indulge in a variety of activities, including rejuvenating spa treatments and educational excursions at local museums. Key attractions include the majestic Piazza del Campo, famed for its Palio horse race, and the striking Siena Cathedral, a masterpiece of Gothic architecture. With its charming cafés and vibrant local markets, Siena provides a delightful blend of culture and outdoor experiences.
  • Chiusdino: Just 3.1km from Monticiano, Chiusdino is a quaint town that captivates with its beautiful landscapes and historical significance. Ideal for those seeking a romantic and cultural experience, Chiusdino boasts picturesque views and a peaceful atmosphere. Visitors can enjoy outdoor activities and explore the town's rich history through its historic sites, including ancient ruins and places of worship. The local spa facilities offer luxurious body treatments, making it an excellent spot for relaxation. Don't miss the opportunity to explore the nearby Abbey of San Galgano, a stunning example of Gothic architecture, set amidst breathtaking countryside.
  • Bagni di Petriolo: Nestled within the Monticiano area, Bagni di Petriolo is a charming village that promises wellness and relaxation. Famous for its natural hot springs, visitors flock here for a rejuvenating experience in the soothing thermal waters. The village offers a serene outdoor environment, perfect for leisurely walks and contemplation. Spa treatments and body therapies are widely available, ensuring a restorative visit. In addition to the wellness offerings, the local museum provides insights into the region’s rich history and culture, making Bagni di Petriolo an ideal destination for those seeking both relaxation and cultural enrichment.

Best time to go to Monticiano

If you're planning a trip to Monticiano, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnySlightly LowSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
April54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnySlightly HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, opting for a longer stay can often result in even better deals. To discover the ideal Vrbo accommodation that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's innovative Trip Board offers you a convenient space to plan new adventures, pick up from where you last stopped, or manage and organise your travel arrangements. You can easily locate properties you have previously saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the riverfront landscape of Monticiano

The countryside and riverfront provide a pleasant backdrop to your holiday home in Monticiano. This relaxing and welcoming city entices travellers with its local tours and restaurants. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Monticiano

Are you searching for things to do during your stay? Venture out of your cosy holiday rental and check out everything that Monticiano has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Terme Petriolo (7.4 mi / 11.9 km)
  • Castiglion del Bosco Winery (12.6 mi / 20.3 km)
  • Podere Ristella Vineyards and Winery (12.8 mi / 20.5 km)
  • Castello Banfi (15.6 mi / 25.1 km)
  • Poggio Antico (17 mi / 27.4 km)
  • Tenuta Greppo Franco Biondi Santi (17.5 mi / 28.2 km)

Exploring the natural landscape of Monticiano

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Monticiano is a great place to spend some time outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • I Canaloni del Torrente Farma (3.4 mi / 5.5 km)
  • Lago dell'Accesa (17.8 mi / 28.6 km)
  • Horti Leonini (22.1 mi / 35.6 km)
  • Val di Merse (3.4 mi / 5.5 km)
  • Le Biancane (16.3 mi / 26.3 km)
  • Alta Val d'Elsa River Park (17.3 mi / 27.9 km)

Frequently asked questions

What is the best area to stay in Monticiano when booking a holiday rental?
When considering a holiday rental in Monticiano, Tuscany, a great area to stay is the historic centre, where you can immerse yourself in the charm of this quaint village. The centre is characterised by its narrow, winding streets and offers a selection of properties that provide a genuine taste of Tuscan life. Staying here places you within walking distance of delightful local cafes and restaurants, where you can savour traditional Italian cuisine.

Nearby, you'll find the stunning Abbey of San Galgano, a beautiful ruin that attracts many visitors for its serene beauty and historical significance. Another nearby attraction is the picturesque landscape of the surrounding hills, great for leisurely walks or cycling. The number of properties in the historic centre varies, offering options from rustic apartments to charming villas, suiting a range of preferences and budgets.
How much does it cost to rent a holiday home in Monticiano?
Prices for holiday rentals in Monticiano 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 Monticiano 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 Monticiano holiday house rentals?
You can find great discounts on house rentals in Monticiano 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.
What is the most popular type of holiday rental accomodation in Monticiano?
In Monticiano, apartments are the most common type of holiday rental, with about 36 available throughout the charming Tuscan countryside. These apartments often provide a cosy atmosphere, featuring fully equipped kitchens, comfortable living areas, and sometimes balconies or terraces that offer lovely views of the surrounding landscapes.

Additionally, there are around 33 holiday houses that cater well to families or larger groups, typically offering multiple bedrooms, private gardens, and outdoor areas for relaxation. For those seeking a more traditional experience, several cottages can also be found, adding a rustic charm to the stay.
Are there any family house rentals in Monticiano?
In Monticiano, Tuscany, there are some family-friendly house rentals available, with around 14 options to choose from. This charming village is surrounded by stunning landscapes and offers a wealth of cultural experiences for families. Many of the properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play.

Visitors can expect amenities such as Wi-Fi and comfortable bedrooms, ensuring a pleasant stay for everyone. The nearby attractions, including the beautiful Crete Senesi area and the historic sites of Siena, provide ample opportunities for exploration and adventure.
Can I rent a holiday home with a pool or hot tub in Monticiano?
In Monticiano, Tuscany, there are around 20 holiday homes available for rent that feature pools, making it a delightful choice for those seeking a refreshing getaway. This charming town, located in the picturesque Tuscan countryside, offers a variety of properties with stunning views of rolling hills and vineyards. Many of these rentals come equipped with private swimming pools, allowing guests to unwind while enjoying the serene landscape.

Travellers can also expect amenities such as spacious outdoor areas with sun loungers, gardens, and barbecue facilities, ideal for enjoying al fresco dining. Inside, the homes often include fully equipped kitchens, comfortable living spaces, and multiple bedrooms, accommodating families or groups.
Can I find long-stay holiday rentals in Monticiano?
A long-stay holiday rental in Monticiano 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 pet-friendly house rentals in Monticiano?
In Monticiano, Tuscany, there are several pet-friendly house rentals available, providing an inviting space for travellers with pets. Many of these properties feature amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, allowing for a comfortable stay. The charming village offers a rustic setting, ideal for those looking to immerse themselves in the serene Tuscan countryside.

Additionally, Monticiano is surrounded by beautiful landscapes and trails, superb for walking your dog or enjoying leisurely hikes. The nearby nature reserves and scenic spots offer a variety of outdoor activities that are pet-friendly, enhancing your experience in this picturesque region.
Are there any remote work holiday rentals in Monticiano?
In Monticiano, Tuscany, there are numerous remote work holiday rentals available—around 69 in total. This picturesque area offers a serene environment, ideal for those looking to blend work and leisure. Many properties feature amenities that cater to remote workers, including high-speed internet and Wi-Fi in rooms, ensuring a reliable connection for video calls and online tasks.

Accommodations often come with comfortable workspaces, and some may have additional features like private gardens or terraces, great for taking breaks while enjoying the stunning Tuscan scenery. The charming village atmosphere provides an excellent backdrop for relaxation after a productive day, with local shops and eateries nearby to explore. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Monticiano holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Monticiano 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.
What are popular rental amenities in Monticiano?
In Monticiano, popular rental amenities include kitchens, which allow guests to prepare their own meals using local ingredients. Many properties also offer onsite parking, making it convenient for travellers with cars. Additionally, having a fireplace is a sought-after feature, providing a cosy atmosphere, especially during the cooler months. For those travelling with pets, several rentals permit furry companions, enhancing the overall experience. A private pool is another attractive amenity, offering a refreshing oasis for relaxation and leisure amidst the beautiful Tuscan landscape.
When is the best time to visit Monticiano for a holiday rental?
The best time to visit Monticiano for a holiday rental is during the peak season from July to September, with August being particularly popular. This vibrant period draws travellers keen on experiencing the enchanting Tuscan landscape, with its rolling hills and charming medieval villages. The warm summer climate, typically ranging from 20 to 30 degrees Celsius, creates ideal conditions for outdoor activities, including hiking, cycling, and exploring local wineries.

August in Monticiano offers a lively option, with numerous festivals celebrating local culture and cuisine. Visitors can indulge in authentic Italian dishes and enjoy the beautiful scenery, making it a great backdrop for memorable adventures.

For those seeking a quieter experience, consider visiting in November. This month allows you to enjoy the tranquillity of Monticiano, as tourist numbers diminish, providing a more intimate connection with the local culture. Plus, the autumn colours add a stunning visual element to the landscape, making it an excellent time for leisurely strolls and scenic drives.

Ultimately, whether you prefer the bustling summer energy or the peaceful charm of the autumn months, Monticiano has something to offer every type of traveller.
How early should I book a Monticiano holiday rental?
Book your Monticiano 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 Monticiano?
In Monticiano, Tuscany, visitors can immerse themselves in the stunning natural beauty and rich heritage of the region. The village itself is a charming destination with picturesque streets and traditional Tuscan architecture, making it a delightful place to explore on foot.

One of the main attractions nearby is the Abbey of San Galgano, a striking ruin set in a serene landscape, which is famous for its round chapel and the legendary sword in the stone. Just a short drive away, the ancient town of Siena offers a wealth of historical sites, including the magnificent Piazza del Campo and the stunning Siena Cathedral, both of which are must-see highlights.

For those who enjoy outdoor activities, the surrounding countryside is great for hiking and cycling, with scenic trails that provide breathtaking views of the rolling hills and vineyards typical of Tuscany. Additionally, the region is known for its excellent wine production, so visiting local vineyards for tastings can enhance the Tuscan experience.
Can I change or cancel my Monticiano home rental booking on Vrbo?
To find Monticiano 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 Monticiano 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.

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