Montaione vacation rentals

We found 3,161 vacation rentals — enter your dates for availability

Select from 44 houses, 91 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:Mar 20 - Mar 27
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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.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking. Being the planner truly has its perks. When you enroll in our travel rewards program, One Key, you'll gain access to exclusive discounts and accumulate OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

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)
  • 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 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)
  • Le Caldane Thermal Baths (15.7 mi / 25.3 km)
  • Alta Val d'Elsa River Park (15.8 mi / 25.5 km)
  • Fucecchio Marshes (18.5 mi / 29.8 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 when booking a vacation rental?
When planning a vacation in Montaione, Tuscany, a popular area to stay in is the historic center, where you can immerse yourself in the charming ambiance of this medieval town. This area is well-known for its picturesque streets, delightful local eateries, and beautiful views of the surrounding Tuscan countryside. Staying here puts you within walking distance of attractions such as the Church of San Regolo, a stunning example of Romanesque architecture, and the scenic Piazza della Repubblica, where you can enjoy a leisurely coffee while soaking in the vibrant atmosphere.

Another fantastic option is the countryside surrounding Montaione, which offers a more tranquil setting with a range of vacation rentals that provide stunning views of vineyards and olive groves. This area is great for those who wish to explore the natural beauty of Tuscany and enjoy outdoor activities like hiking or cycling. Additionally, you can easily access local wineries, making it a great base for wine enthusiasts eager to indulge in tastings and tours.

In both the historic center and the countryside, you will find a variety of properties available, suiting different preferences and budgets.
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 around 248 available throughout the charming Tuscan town. These apartments are often found in picturesque settings, providing travelers with a comfortable home base to explore the surrounding countryside and nearby attractions like the historical village of San Gimignano and the scenic vineyards of Chianti. Most rooms typically feature fully equipped kitchens, cozy living areas, and some even boast private balconies or terraces with stunning views of the Tuscan landscape.

Additionally, there are about 107 villas and 84 vacation houses, which cater to families or larger groups seeking more space and privacy. These properties often include multiple bedrooms, expansive outdoor areas, and amenities such as private pools or gardens, great for enjoying the serene environment.
Are there any family house rentals in Montaione?
In Montaione, Tuscany, there is a wide selection of family-friendly homes, with around 247 properties available for visitors. This picturesque area is known for its stunning landscapes and proximity to charming villages. Many of these rentals offer spacious living rooms, fully equipped kitchens great for family meals, and outdoor areas where children can play and adults can relax amidst the beautiful Tuscan scenery.

Travelers can explore local attractions such as the historic center of Montaione, which features quaint shops and restaurants serving delicious Italian cuisine. Additionally, families can venture to nearby attractions like the medieval towns of San Gimignano and Volterra, both rich in history and culture.
Can I rent a vacation home with a pool or hot tub in Montaione?
In Montaione, Tuscany, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 384 options to choose from. This picturesque town is located in the heart of the Tuscan countryside, making it an ideal destination for travelers seeking relaxation and scenic beauty. Many of these rentals come with private pools, outdoor hot tubs, and spacious terraces, superb for soaking in the stunning views of the rolling hills and vineyards that surround the area.

Travelers can expect various amenities in these properties, including fully equipped kitchens, which are great for preparing local Tuscan dishes, as well as cozy living spaces for family gatherings. Some rentals may also offer additional features such as barbecue facilities, landscaped gardens, and proximity to charming local towns, enhancing the overall experience of a Tuscan getaway.
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, travelers can find a wide selection of pet-friendly house rentals, with over 260 options available. Many of these properties feature rustic charm and modern amenities, such as fully equipped kitchens, spacious living areas, and outdoor terraces, ideal for enjoying the stunning Tuscan landscape. Some rentals may also include private pools or gardens, providing ample space for pets to roam and play.

The surrounding area is rich in scenic beauty and offers plenty of opportunities for outdoor activities with your furry friends. Montaione is situated near several parks and nature reserves, including the nearby Montaione Nature Reserve, which features walking trails and picturesque views, great for leisurely strolls with pets. Additionally, the charming medieval town itself offers pet-friendly cafes and shops, allowing travelers to enjoy local culture without leaving their pets behind.
Are there any remote work vacation rentals in Montaione?
In Montaione, Tuscany, there are a significant number of remote work vacation rentals available, with approximately 377 options to choose from. This picturesque town, located in the heart of Tuscany, offers a serene environment great for those looking to balance work and leisure. Many properties come equipped with essential remote work amenities, including reliable Wi-Fi, dedicated workspace areas, and comfortable office setups, ensuring that you can stay productive during your stay.

Travelers can expect to find a variety of accommodations ranging from charming villas to cozy apartments, often featuring stunning views of the Tuscan countryside. Many rentals include outdoor spaces, such as gardens or terraces, ideal for taking breaks while enjoying the beautiful landscape. 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 rental amenities include WiFi, kitchens, and shared pools. Many vacation rentals offer comfortable living spaces where travelers can enjoy home-cooked meals, thanks to fully equipped kitchens. The availability of WiFi ensures that guests can stay connected during their stay, whether for work or leisure. Additionally, the shared pool amenities provide a refreshing escape, superb for relaxing after a day of exploring the stunning Tuscan countryside.
When is the best time to visit Montaione for a vacation rental?
The most popular time to visit Montaione is during the peak summer months of June to August, with July standing out as the highlight of the season. This period draws travelers eager to soak up the sun, explore the rolling hills of Tuscany, and immerse themselves in the rich culture and breathtaking landscapes that the region has to offer. Visitors can enjoy outdoor activities such as hiking through vineyards, cycling along scenic routes, and savoring local cuisine at charming outdoor cafes.

During these summer months, temperatures typically range from the mid-70s to mid-90s Fahrenheit, providing warm weather ideal for sightseeing and leisurely strolls through Montaione's picturesque streets. The vibrant atmosphere is complemented by local festivals and events that showcase the region's traditions, making it a lively time to explore.

For those looking to stretch their travel budget a bit further, consider a visit in December. This month offers a unique charm, as Montaione transforms into a quieter, cozy destination adorned with holiday decorations. Although it's part of the low season, December allows for peaceful exploration of the area's historical sites and vineyards, often without the crowds. Plus, you can enjoy seasonal festivities that give you a taste of authentic Italian holiday celebrations.

Ultimately, your ideal time to visit Montaione will depend on whether you prefer the vibrant energy of summer or the tranquil beauty of the off-peak season.
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?
In Montaione, Tuscany, visitors can engage in the region's rich cultural and natural attractions. The town itself is known for its charming medieval architecture and stunning views of the surrounding countryside. The historic center features quaint streets lined with local shops and cafes, great for leisurely exploration.

Nearby, the San Vivaldo Monastery, often referred to as the "Jerusalem of Tuscany," offers a great experience with its tranquil surroundings and historical significance. The picturesque vineyards and olive groves in the area provide opportunities for wine tasting and tours, showcasing the best of Tuscan viticulture.

For those interested in outdoor activities, the nearby Montaione Nature Reserve offers hiking trails that reveal the stunning landscape of the Tuscan hills.
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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