Montaione holiday lettings

We found 3,231 holiday rentals — enter your dates for availability

Select from 49 houses, 103 apartments and other holiday rentals to find the perfect place for your stay in Montaione. Holiday homes offer the best amenities for you and your friends, family or even pets, such as a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Montaione

Showing deals for:22 May - 29 May

Image gallery for Podere La Sterza-Il Fienile

Pool
9.4 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)

Podere La Sterza-Il Fienile

Chianni

6% off
Price is £4,067
for 7 nights, 1 home
£581 per night
includes taxes & fees
Podere La Sterza-Il Fienile

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Why visit Montaione

  • Charming historical sites: Explore the captivating churches, museums, and the historic castle of Montaione.
  • Stunning landscapes: Enjoy the breathtaking views and natural beauty of the Tuscan countryside.
  • Romantic getaways: Experience the perfect setting for couples seeking a romantic escape.
  • Local insights: Visit the Montaione tourist office for helpful information on attractions and activities.
  • Diverse accommodation: Choose from charming apartments, luxurious villas, and private holiday homes for a memorable stay.

Popular types of accommodation in Montaione

Looking for the perfect getaway in Montaione? You're in the right place! Our most popular vacation rental options include charming apartments, luxurious villas, and private holiday homes. Whether you're searching for a villa in Montaione or other delightful Montaione holiday rentals, we have a diverse selection to suit your needs. Enjoy a memorable stay in one of our villas Montaione and experience the beauty of this enchanting destination.

  • Apartments: The leading choice for holidaymakers in Montaione, offering convenient and comfortable living spaces.
  • Villas: A popular option, these luxurious residences provide a lavish stay amidst stunning Tuscan scenery.
  • Houses: Ideal for families or groups, these homes offer a homely atmosphere with ample space.
  • Caravan Parks: A unique way to enjoy the outdoors, these parks offer charming caravans for a memorable stay.
  • Cottages: Quaint and cosy, perfect for those seeking a traditional Tuscan retreat.**

Top attractions in and around Montaione

Montaione, nestled in the heart of Tuscany, is perfect for outdoor, romantic getaways filled with cultural experiences. Visitors can explore charming churches, fascinating museums, and the historic castle of Montaione. For those seeking local insights, the Montaione tourist office is a helpful resource. Whether you're travelling as a couple or with family, Montaione offers a delightful blend of romance and entertainment.

  • San Gimignano Communal Palace: A stunning historic civic building located 5.6km from Montaione, this palace showcases medieval architecture and houses exquisite art. Experience the rich culture as you explore its impressive halls and learn about the town's history.
  • Monastery of San Vivaldo: Nestled in Montaione, this serene church offers a tranquil atmosphere and a glimpse into monastic life. The beautiful frescoes and peaceful gardens provide a perfect setting for reflection and appreciation of local culture.
  • Medici Fortress: Situated 6.8km from Montaione, this historic fort boasts commanding views of the surrounding landscape. Discover its fascinating past and enjoy the cultural significance of this impressive structure.

Things to do recommended for couples

For a romantic getaway in Montaione, visit Tenuta Torciano Winery for wine tasting, enjoy a meal at Torre del Porcellino, and explore the charming Tenuta Maiano winery. Each spot offers a delightful blend of romance and local charm, perfect for couples seeking memorable experiences.

Things to do recommended for families

During your family holiday in Montaione, enjoy a thrilling match at Stadio Carlo Castellani, explore the wonders of the universe at Chianti Observatory, and take a refreshing dip at Piscina Comunale Pontedera. These activities promise fun and excitement for all ages!

Things to do recommended for groups

In Montaione, groups can tee off at the picturesque Castelfalfi Golf Course, enjoy an enchanting evening at the Teatro del Silenzio, just 6.8km away, or unwind with drinks at Il Fiaschetto, located 6.2km from the town, perfect for a romantic night out.

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

If you're travelling with a group, family, pets, or seeking extended stays, it's important to filter according to your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Montaione with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and many more on Vrbo.
  • Traveling to Montaione with young kids: Travelling with young children can be quite demanding. It's essential to guarantee their comfort and safety, along with suitable amenities that cater to their age, such as a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Montaione: For many families, a holiday isn’t truly fulfilling without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Montaione: If you're seeking holiday lets with offers 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 rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Montaione

Montaione, nestled in the heart of Tuscany, offers an enchanting blend of outdoor adventures and romantic charm. This delightful city is perfect for exploring the stunning landscapes and historical treasures of the region. Just a stone's throw away, you'll find secluded retreats and friendly locals, ensuring a relaxing getaway. Whether you seek a dream villa or a cultural experience, Montaione promises a memorable holiday in Italy's picturesque countryside.

  • Gambassi Terme: Gambassi Terme is a charming town located a mere 1.2km from Montaione, renowned for its romantic ambiance and rich cultural offerings. The town invites visitors to explore its picturesque outdoor spaces, including parks and walking trails, perfect for leisurely strolls. Those seeking relaxation can indulge in the local spas, while the theatre scene offers a taste of Italy's artistic flair. Key attractions include historic landmarks, monuments, and museums that provide a glimpse into the region's past, making it an ideal destination for culture enthusiasts.
  • Castelfalfi: Nestled within the Montaione area, Castelfalfi is a delightful village famed for its outdoor activities and romantic settings. It's a golfer's paradise, featuring a stunning golf course that harmoniously blends with the Tuscan landscape. Visitors can engage in various outdoor pursuits, from hiking to cycling, while also enjoying the peaceful ambiance of the village. Notable nearby attractions include historic sites and natural hot springs, adding a unique touch to your visit. This idyllic spot is perfect for those looking to balance leisure with entertainment.
  • Sughera: Sughera, a quaint village in the vicinity of Montaione, is a hidden gem for culture lovers. This serene locale is steeped in history, boasting several historic buildings and museums that narrate the rich tapestry of the area. Strolling through Sughera, you'll encounter charming streets and inviting local shops, providing an authentic Italian experience. The village's peaceful atmosphere, combined with its cultural attractions, makes it a perfect destination for those seeking to immerse themselves in Tuscany's heritage.

Best time to go to Montaione

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly SunnyAverageSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnySlightly LowSlightly Low
March48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
April54.9°F (12.7°C)Light RainMostly SunnySlightly HighAverage
May61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
June70.7°F (21.5°C)Light RainSunnySlightly HighSlightly High
July76.3°F (24.6°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.9°F (24.4°C)No Rain (Dry)SunnyAverageSlightly High
September67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
October59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
November50.4°F (10.2°C)Light RainMostly SunnySlightly LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can significantly affect prices. Also, extending your stay often results in considerable savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to plan exciting new journeys, pick up from where you last stopped, or easily view and arrange your travel plans. You can find your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to rustic Montaione

Enjoy the wineries and other features of Montaione. Renowned for its golfing, horse riding and spas, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Montaione

Are you searching for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Montaione a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Castelfalfi Golf Course (3 mi / 4.8 km)
  • Tenuta Torciano Winery (8.9 mi / 14.3 km)
  • Sovestro in Poggio Winery (9.7 mi / 15.5 km)
  • Castello Sonnino (10.5 mi / 16.8 km)
  • Teatro del Silenzio (10.6 mi / 17 km)
  • La Spinetta Casanova (11.5 mi / 18.5 km)

Exploring the natural landscape of Montaione

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Montaione is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Casciana Thermal Baths (15 mi / 24.1 km)
  • Alta Val d'Elsa River Park (15.8 mi / 25.5 km)
  • Arno River (22.7 mi / 36.5 km)
  • Castelvecchio Natural Reserve (8 mi / 12.8 km)
  • Sentierelsa Trail (14.1 mi / 22.6 km)
  • Le Caldane Thermal Baths (15.7 mi / 25.3 km)

Transport to and around Montaione

The nearest airport is in Peretola Airport (FLR), located 22.4 mi (36.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Pisa (PSA-Galileo Galilei), which is 27.6 mi (44.4 km) away.

Frequently asked questions

What is the best area to stay in Montaione when booking a holiday rental?
When considering a holiday rental in Montaione, Tuscany, the most appealing area to stay in is the historic centre. This charming neighbourhood offers a delightful blend of traditional Tuscan architecture and a vibrant setting, making it an ideal base for exploring the region. The narrow, winding streets are lined with quaint shops and local eateries, allowing visitors to immerse themselves in the local culture.

One of the top attractions nearby is the stunning Church of San Regolo, which boasts beautiful frescoes and a serene ambiance, great for a moment of reflection. Additionally, you can enjoy the breathtaking views of the surrounding countryside from various viewpoints in the area. Montaione is also conveniently located near the famous wine-producing regions, making it easy for guests to partake in wine tours and tastings.

The area features a variety of holiday rentals, ranging from rustic villas to modern apartments, suiting different tastes and budgets. Staying in the historic centre not only provides easy access to key attractions but also allows you to experience the warmth and charm of Tuscan life firsthand.
How much does it cost to rent a holiday home in Montaione?
Prices for holiday rentals in Montaione 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 Montaione 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 Montaione holiday house rentals?
You can find great discounts on house rentals in Montaione 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 Montaione?
In Montaione, apartments are the most popular type of holiday rental, with around 880 available throughout the picturesque Tuscan countryside. These apartments are typically situated in charming old buildings or modern complexes, offering amenities such as fully equipped kitchens, comfortable living areas, and often lovely views of the surrounding hills.

Additionally, there are about 324 villas, which provide even more spacious rooms, superb for families or larger groups. These villas usually feature private gardens, swimming pools, and outdoor dining areas, allowing guests to enjoy the serene Tuscan landscape. There are also approximately 288 holiday houses available, which offer a similar home-like feel with multiple bedrooms and outdoor spaces.
Are there any family house rentals in Montaione?
In Montaione, Tuscany, there are some available family-friendly rentals—approximately 240 options to choose from. This charming area offers a variety of homes suitable for families, often featuring spacious living areas, fully equipped kitchens, and outdoor terraces or gardens where children can play. Many properties also include amenities like private pools, barbecue facilities, and Wi-Fi, ensuring both comfort and convenience for guests.

The town is well-situated near several points of interest, including the beautiful countryside, vineyards, and historic sites. Visitors can explore nearby attractions such as the medieval town of San Gimignano, known for its stunning towers and local artisan shops, or the picturesque landscapes of the Chianti region.
Can I rent a holiday home with a pool or hot tub in Montaione?
In Montaione, Tuscany, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 328 options to choose from. This picturesque area is surrounded by rolling hills and vineyards, making it a fantastic destination for relaxation and outdoor activities. Many properties come equipped with private swimming pools, hot tubs, and spacious outdoor areas ideal for enjoying the beautiful Tuscan weather.

Travellers can expect a range of amenities in these rentals, including fully equipped kitchens for those who prefer self-catering, comfortable living spaces, and often stunning views of the surrounding countryside. Some properties may also offer barbecue facilities and garden spaces, superb for family gatherings or socialising with friends.
Can I find long-stay holiday rentals in Montaione?
A long-stay holiday rental in Montaione 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 Montaione?
In Montaione, Tuscany, there are numerous pet-friendly house rentals available, with around 226 options to choose from. The area is known for its picturesque landscapes and charming rural atmosphere, making it an excellent destination for pet owners seeking a relaxing getaway. Many of these holiday homes often come with amenities such as spacious gardens or terraces, allowing pets to roam freely while their owners enjoy the scenic views. Additionally, well-equipped kitchens and comfortable living spaces make these rentals ideal for families or groups.

Montaione is conveniently located near various parks and nature reserves where pets can accompany their owners on leisurely walks and hikes. The surrounding countryside offers delightful trails that are superb for exploring with pets, while the local vineyards and olive groves provide a unique backdrop for outdoor activities.
Are there any remote work holiday rentals in Montaione?
In Montaione, Tuscany, there are numerous remote work holiday rentals available, with around 1,336 options to choose from. This picturesque town, located in the rolling hills of Tuscany, offers a serene environment ideal for remote work. Many of the properties come equipped with free Wi-Fi and comfortable workspaces, ensuring that you can stay productive while enjoying the beautiful surroundings.

Travellers can expect various amenities including access to peaceful gardens, outdoor terraces, and fully equipped kitchens, making it easy to unwind after a day of work. The charming town itself is close to local attractions such as vineyards and historic sites, allowing for both relaxation and exploration in your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montaione holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Montaione 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 Montaione?
In Montaione, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature onsite parking, which is convenient for those travelling by car. Additionally, a number of rentals permit pets, making it a great choice for animal lovers who wish to bring their furry companions along. For those who rely on assistance animals, the presence of service animal provisions is also common.
When is the best time to visit Montaione for a holiday rental?
July is the most popular month to visit Montaione, Tuscany, attracting travellers keen to bask in the region's stunning landscapes and rich culture. The peak season spans from June to August, when the warm weather and vibrant setting make it an ideal time for outdoor activities like wine tasting, cycling through the picturesque hills, and exploring local markets.

During the summer, temperatures typically range from 20 to 35 degrees Celsius, providing plenty of sunshine for those who enjoy sightseeing and leisurely strolls through the charming medieval town. The longer daylight hours allow for ample exploration of the beautiful surroundings, including nearby vineyards and olive groves.

For those looking for a more budget-friendly option, consider planning your trip in December. While this month falls within the low season, it offers a unique charm with fewer tourists, festive decorations, and the chance to savour traditional Tuscan cuisine in a more intimate setting. The cooler temperatures, around 5 to 15 degrees Celsius, make it a lovely time for cosy indoor experiences, such as cooking classes or wine tastings.

Ultimately, the best time to visit Montaione depends on your travel preferences—whether you seek the vibrant energy of summer with its outdoor festivals or the tranquil beauty of winter with its seasonal delights.
How early should I book a Montaione holiday rental?
Book your Montaione 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 Montaione?
In Montaione, visitors can engage in the beauty of Tuscany's rolling hills and rich history. The town itself boasts charming medieval architecture and offers stunning views of the surrounding countryside. One of the main attractions is the nearby Castello di Oliveto, a historic castle that provides insight into the area's past and picturesque landscapes.

For those interested in outdoor activities, the Montaione area is home to numerous walking and cycling trails, allowing guests to explore the natural beauty of the region. Additionally, the nearby Parco Benestare offers a serene atmosphere for relaxing walks and picnics amidst nature.

Wine enthusiasts can also enjoy the many vineyards and wineries in the vicinity, where tastings and tours are often available.
Can I change or cancel my Montaione home rental booking on Vrbo?
To find Montaione 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 Montaione 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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