Montaione vacation rentals

We found 3,251 vacation rentals — enter your dates for availability

Select from 45 houses, 100 apartments, and other vacation rentals to find the perfect place for your stay in Montaione. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as WiFi and a pool. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Montaione

Showing deals for:Jul 3 - Jul 10

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

8% off
Price is $779
$5,452 for 7 nights
All fees included
Podere La Sterza-Il Fienile

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Find out more about Montaione

Why visit Montaione

  • Breathtaking vistas: Montaione offers stunning views of the iconic Tuscan hills, perfect for photography and relaxation.
  • Rich cultural experiences: Explore charming churches, museums, and vibrant piazzas that showcase the region's history and culture.
  • Outdoor adventures: Ideal for nature enthusiasts, with opportunities for hiking, biking, and exploring the beautiful landscapes.
  • Romantic getaways: A perfect destination for couples seeking intimacy and scenic spots for memorable moments.
  • Diverse accommodations: Choose from cozy apartments to luxurious villas, ensuring a comfortable stay tailored to your needs.

Popular types of accommodation in Montaione

Discover the charm of Montaione with our selection of vacation rentals. Whether you're looking for cozy apartments, luxurious villas, or houses, we have something for everyone. Popular choices include stunning villa rentals and holiday villas that provide the perfect setting for your getaway. No matter your travel plans, Montaione offers diverse accommodations to ensure a memorable stay. Explore your options today.

  • Apartments: The top choice for vacation rentals in Montaione, offering a comfortable and convenient stay close to attractions.
  • Villas: A popular option for those seeking luxury and spacious accommodations amidst beautiful Tuscan scenery.
  • Houses: Ideal for families or groups, these homes provide a cozy and personalized experience.
  • Caravan Parks: A unique lodging choice for travelers looking to enjoy a more outdoor and adventurous stay.
  • Cottages: Charming and quaint, these rentals provide a rustic feel, perfect for a romantic getaway.**

Top attractions in and around Montaione

Montaione, nestled in the heart of Tuscany, is perfect for outdoor adventures, romantic getaways, and entertainment-filled vacations. Explore charming churches, fascinating museums, and vibrant piazzas that embody the region's rich culture. Whether you're traveling solo, as a couple, or with family, Montaione offers a delightful mix of experiences that cater to your desire for romance and a taste of city life. Don't miss the chance to immerse yourself in this beautiful destination.

  • San Gimignano Communal Palace: A historic civic building that serves as a testament to the medieval architecture of San Gimignano. Its stunning façade and rich history offer a glimpse into the town's past, making it a cultural highlight just 9 miles from Montaione.
  • Monastery of San Vivaldo: Nestled within Montaione, this serene church is known for its spiritual ambiance and artistic heritage. The monastery's peaceful surroundings invite visitors to reflect and appreciate its cultural significance.
  • Piazza Duomo: Located 9 miles from Montaione, this vibrant square is the heart of San Gimignano. Surrounded by impressive architecture, it buzzes with city vibes, offering shops, cafes, and a perfect spot to soak in local culture.

Things to do recommended for couples

For a romantic getaway in Montaione, savor exquisite wines at Tenuta Torciano Winery or Tenuta Maiano, both offering enchanting atmospheres. Dine at Torre del Porcellino for a delightful meal infused with charm, just a short drive away. Experience Tuscany's romance together.

Things to do recommended for families

Families visiting Montaione can enjoy an exciting day at Stadio Carlo Castellani, just 12 miles away, experiencing local sports culture. Also, the family-friendly Piscina Comunale Pontedera, 16 miles away, offers fun aquatic activities, while GreenPark, 18 miles away, provides a relaxing space for wellness and enjoyment.

Things to do recommended for groups

In Montaione, your group can enjoy golfing at Castelfalfi Golf Course, experience culture and entertainment at Teatro del Silenzio just 11 miles away, and embark on an adventurous hike along the scenic Sentierelsa Trail, located 14 miles from town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, with family, bringing your pets, or planning an extended stay, it's important to filter your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Montaione with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Montaione with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety and look for age-appropriate amenities, like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Montaione: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Montaione: If you're searching for vacation 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Montaione

Montaione, nestled in the heart of Tuscany, offers a dreamy getaway with breathtaking vistas of the Tuscan hills. This charming city is perfect for outdoor enthusiasts and couples seeking a romantic escape. Explore nearby towns to soak in the rich history and culture, while enjoying the friendly atmosphere and authentic Italian experiences. Whether you're looking for relaxation or adventure, Montaione promises spectacular views and memorable moments in a picturesque setting.

  • Gambassi Terme: Located a mere 2 miles from Montaione, Gambassi Terme is a charming city known for its romantic ambiance and rich cultural experiences. The area offers a wealth of outdoor activities, making it a perfect destination for nature lovers and adventure seekers alike. Visitors can enjoy the local theater scene, unwind at luxurious spas, or explore the historic landmarks, including impressive monuments and fascinating museums. The picturesque streets and welcoming atmosphere make Gambassi Terme a delightful stop on your Tuscan adventure.
  • Castelfalfi: Nestled in the Montaione area, Castelfalfi is a quaint village that caters to those seeking outdoor fun and romantic escapades. Renowned for its stunning golf courses, this destination is perfect for golf enthusiasts looking to enjoy a round amidst breathtaking landscapes. Additionally, visitors can explore historic sites and natural hot springs that offer a unique glimpse into the area's rich heritage. Castelfalfi combines entertainment with relaxation, making it an ideal getaway for couples and families alike.
  • Sughera: Sughera is a charming village located within the Montaione area, drawing visitors interested in cultural experiences. This quaint locale is home to several historic buildings and places, along with museums that highlight the region's artistic and historical significance. Wander through the village to appreciate its traditional architecture and immerse yourself in the local culture. Sughera provides a peaceful retreat for those looking to experience the authentic Tuscan lifestyle while enjoying the beauty of the surrounding countryside.

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 SunnyAverageSlightly Low
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 LowAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy even greater savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly hub where you can easily create new trips, resume your planning, or organize your travel arrangements. You'll see your saved or booked properties neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, just head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to rustic Montaione

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

Activities and attractions in and around Montaione

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Montaione a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Teatro del Silenzio (10.6 mi / 17 km)
  • La Spinetta Casanova (11.5 mi / 18.5 km)
  • Castello di Monsanto (14.4 mi / 23.1 km)

Exploring the natural landscape of Montaione

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Montaione. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Sentierelsa Trail (14.1 mi / 22.6 km)
  • Casciana Thermal Baths (15 mi / 24.1 km)
  • Arno River (22.7 mi / 36.5 km)
  • Alta Val d'Elsa River Park (15.8 mi / 25.5 km)
  • Castelvecchio Natural Reserve (8 mi / 12.8 km)
  • The SottoVico Garden (9.7 mi / 15.7 km)

Transportation to and around Montaione

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

Frequently asked questions

What is the best area to stay in Montaione, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Montaione, Tuscany, the area surrounding the historic town center is an excellent choice. This charming neighborhood offers a delightful blend of local culture and accessibility to stunning landscapes. Visitors will appreciate the proximity to attractions such as the beautiful Castello di Montaione, which provides a glimpse into the region's rich history, and the serene Parco Benestare, superb for leisurely strolls and relaxation amidst nature.

In this area, you'll find a variety of properties, suiting different preferences and group sizes. Whether you're looking for a cozy apartment or a spacious villa, the options here are plentiful, making it easy to find the superb fit for your stay.
How much does it cost to rent a vacation home in Montaione?
Prices for vacation 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 vacation 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 vacation rental accomodation in Montaione?
In Montaione, apartments are the most popular type of vacation rental, with about 220 available throughout the charming Tuscan landscape. These apartments are often located in picturesque settings, allowing guests to immerse themselves in the region's beauty. Most of these rentals come equipped with fully functional kitchens, cozy living areas, and some even feature terraces or balconies where visitors can enjoy stunning views of the surrounding hills and vineyards.

Additionally, there are around 81 villas and approximately 72 vacation houses, which cater to families or larger groups looking for more space. These properties typically include multiple bedrooms, private gardens, and outdoor dining areas, superb for enjoying the pleasant Tuscan climate.
Are there any family house rentals in Montaione?
In Montaione, Tuscany, there are numerous family-friendly house rentals available—around 240 options to choose from. The town is located in the picturesque Tuscan countryside, providing a serene backdrop for family gatherings. Many of these properties feature spacious living areas, fully equipped kitchens for preparing delightful Italian meals, and outdoor terraces where children can play and families can enjoy al fresco dining while soaking in the stunning views.

Travelers can find homes with amenities such as private pools, game rooms, and cozy fireplaces, great for relaxing after a day of exploring. The nearby San Miniato and Certaldo are charming towns to visit, offering rich history, local markets, and delightful restaurants serving regional cuisine. Additionally, families can easily embark on day trips to famous attractions like the Leaning Tower of Pisa or the art-filled city of Florence, ensuring an enriching and enjoyable stay in Montaione.
Can I rent a vacation home with a pool or hot tub in Montaione?
In Montaione, Tuscany, travelers can find a variety of vacation homes available for rent that feature pools and hot tubs, with around 328 options to choose from. This picturesque area is located in the heart of Tuscany, surrounded by beautiful landscapes, vineyards, and olive groves, making it an ideal destination for relaxation. Many of these rentals offer private pools and hot tubs, superb for unwinding after a day of exploring the region.

Expect amenities such as spacious outdoor terraces, fully equipped kitchens for preparing local dishes, and comfortable living areas to enjoy family time. Some properties may also include features like barbecue facilities, gardens, and stunning views of the rolling hills, enhancing the overall experience.
Can I find long-stay vacation rentals in Montaione?
A long-stay vacation rental in Montaione is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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. Travelers can expect a variety of accommodations ranging from traditional Tuscan villas to modern apartments, many of which come equipped with amenities such as private gardens, outdoor dining areas, and fully stocked kitchens, allowing for a comfortable and convenient stay.

The area is surrounded by picturesque landscapes, vineyards, and olive groves, superb for outdoor activities such as hiking and exploring the beautiful Tuscan countryside with pets. Additionally, Montaione is close to several charming towns, where visitors can find pet-friendly restaurants and cafes, enhancing the overall experience for those traveling with furry companions.
Are there any remote work vacation rentals in Montaione?
In Montaione, Tuscany, there are numerous options for remote work vacation rentals, with around 334 available. This charming town, known for its picturesque landscapes and rich history, offers a variety of properties that cater to remote workers. Many rentals come equipped with reliable Wi-Fi, ensuring you can stay connected while enjoying the serene surroundings. Expect amenities such as dedicated workspaces, comfortable seating, and even outdoor areas ideal for taking breaks and soaking up the Tuscan sun.

The town is conveniently located near several points of interest, including beautiful vineyards and historic sites. You can also find cozy accommodations featuring fully equipped kitchens, allowing for home-cooked meals during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montaione vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Montaione with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals and enjoy the local cuisine at their convenience. Many of these rentals also offer onsite parking, making it easy for guests to explore the beautiful Tuscan countryside. For pet owners, several properties permit pets, ensuring that furry friends can join in on the vacation fun. Additionally, service animals are welcomed in many rentals. Travelers can expect to find coffee and tea makers in their accommodations, great for enjoying a warm beverage while soaking in the stunning views of the surrounding landscape.
When is the best time to visit Montaione for a vacation rental?
The best time to visit Montaione for a vacation rental is during the peak season from June to August, with July being the most popular month. This period attracts travelers eager to soak in the enchanting Tuscan countryside, where you can enjoy warm temperatures typically ranging from the mid-70s to low 90s Fahrenheit. It's an ideal time for outdoor activities such as wine tours, cycling through vineyards, and exploring charming hilltop towns.

During these summer months, Montaione comes alive with vibrant festivals and local events that celebrate the rich culture and culinary delights of Tuscany. The long daylight hours provide ample time for sightseeing, allowing you to discover the nearby historical sites and picturesque landscapes that make this region so captivating.

If you're looking for a more budget-friendly experience, consider visiting in December, when you can enjoy a quieter atmosphere and the beauty of Tuscany in winter. The cooler temperatures in the 40s to low 50s Fahrenheit offer a unique perspective on the region, superb for cozying up in a charming B&B and savoring authentic Tuscan cuisine during the festive season.

Ultimately, your choice will depend on whether you prefer the lively summer ambiance filled with outdoor adventures or a more tranquil winter escape steeped in culture and comfort.
How early should I book a Montaione vacation rental?
Book your Montaione vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Montaione, Tuscany, Italy?
In Montaione, travelers can discover a blend of historical charm and natural beauty. The town itself is known for its medieval architecture, with attractions like the Church of San Regolo and the ancient Castle of Montaione, which offers stunning views of the surrounding countryside. Vacation rentals in the town provide easy access to these landmarks, allowing guests to immerse themselves in the local culture.

Just a short drive away, the picturesque town of San Gimignano, famous for its medieval towers and UNESCO World Heritage status, is a must-visit. The surrounding vineyards and olive groves make this area ideal for wine enthusiasts, with several wineries offering tours and tastings.

For outdoor activities, the nearby Monti del Chianti region provides opportunities for hiking and cycling, with trails that showcase the breathtaking Tuscan landscape.
Can I change or cancel my Montaione home rental booking on Vrbo?
To find Montaione vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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