Montespertoli vacation rentals

We found 1,448 vacation rentals — enter your dates for availability

Discover a selection of 12 homes, 20 villas, and vacation rentals in Montespertoli that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Montespertoli

Showing deals for:Mar 20 - Mar 27
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Find out more about Montespertoli

Why visit Montespertoli

  • Cultural experiences: Discover charming churches, lively piazzas, and intriguing museums that showcase local heritage.
  • Picturesque scenery: Enjoy stunning villas and breathtaking views of the Tuscan landscape, perfect for romantic getaways.
  • Friendly atmosphere: Immerse yourself in the welcoming vibe of the neighborhoods, ideal for relaxation and exploration.
  • Santa Maria church: Visit the beautiful Santa Maria, a highlight that embodies the essence of Tuscany.
  • Variety of accommodations: Choose from cozy apartments to luxurious villas that cater to all traveler needs.

Popular types of accommodation in Montespertoli

Vrbo offers a variety of vacation rentals in Montespertoli, perfect for any traveler’s needs. Whether you're looking for a cozy apartment, a luxurious villa, or a spacious private vacation home, you'll find the ideal accommodation here. Popular options include stunning villas and house rentals that cater to families and groups seeking comfort and style. Explore our selection of villa rentals in Montespertoli to discover your next getaway.

  • Apartments: The top choice for travelers, offering convenience and comfort in the heart of Montespertoli.
  • Villas: A luxurious option, perfect for those seeking spacious living and beautiful surroundings.
  • Houses: Ideal for families or groups, these homes provide a homey feel with all the amenities.
  • Caravan Parks: A unique experience for those wanting to enjoy the great outdoors while having essential facilities.
  • Cottages: Quaint and charming, these cozy retreats are perfect for a peaceful getaway.**

Top attractions in and around Montespertoli

Montespertoli, nestled in Tuscany, is perfect for culture-themed and romantic getaways. Visitors can explore charming churches, lively piazzas, and intriguing museums. This quaint town offers a delightful mix of cultural experiences and picturesque scenery, making it ideal for travelers seeking a romantic escape or a taste of local heritage. Don't miss the chance to experience the enchanting ambiance of Montespertoli during your visit.

  • Pitti Palace: A magnificent historic palace located 12 miles from Montespertoli, Pitti Palace showcases stunning Renaissance architecture and rich cultural vibes. Visitors can explore its opulent rooms and beautiful gardens, immersing themselves in the grandeur of Italian history.
  • Montegufoni Castle: Situated within Montespertoli, Montegufoni Castle exudes romance and culture. This enchanting castle offers breathtaking views and an opportunity to experience the charm of medieval architecture while wandering its picturesque grounds.
  • Monastery of Sorelle Clarisse: Located 6 miles from Montespertoli, this serene monastery provides a peaceful retreat. Visitors can appreciate its cultural significance and tranquil atmosphere, perfect for reflection and contemplation.

Things to do recommended for couples

Planning a romantic getaway in Montespertoli? Visit Antinori nel Chianti Classico or Tenuta Torciano Winery for enchanting wine experiences just 6 and 9 miles away, respectively. Don’t miss Tenuta Maiano for outdoor fun and romance right in the heart of Montespertoli. Enjoy your couples retreat.

Things to do recommended for families

Families will have a great time at Stadio Carlo Castellani, enjoying the sports atmosphere just 8 miles away. For relaxation, visit the Nelson Mandela Forum, located 14 miles away. Don’t miss the fun at Hidron, an aquatic center with family-friendly vibes, situated 12 miles from Montespertoli.

Things to do recommended for groups

In Montespertoli, groups can enjoy the lively Central Market for a taste of local culture, unwind at the romantic Il Fiaschetto pub, and experience captivating performances at the Teatro del Popolo, offering a blend of entertainment and family-friendly vibes just a short drive away.

*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 Montespertoli

If you're traveling with a group, family, or pets, or if you're considering an extended stay, be sure to use the appropriate filters to prioritize your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Montespertoli with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Montespertoli with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions for a more enjoyable experience.
  • Taking your pets with you to Montespertoli: For many families, a trip isn't truly enjoyable unless their furry companion is along for the ride. If this resonates with you, explore Vrbo properties that welcome pets. Many 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 Montespertoli: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By applying the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Montespertoli

Montespertoli, a charming town in Tuscany, offers a perfect getaway for travelers seeking a blend of culture and romance. Explore stunning villas with breathtaking views, and immerse yourself in the friendly atmosphere of the surrounding neighborhoods. Whether you're enjoying a relaxing day or seeking entertainment, Montespertoli’s budget-friendly options make it an ideal destination. Don’t miss the beautiful Santa Maria, a highlight of the region that captures the essence of Tuscany.

  • Montegufoni: Nestled in the heart of Montespertoli, Montegufoni is a charming village that captivates visitors with its rich cultural heritage and romantic atmosphere. The centerpiece of the village is the stunning Montegufoni Castle, which offers a glimpse into the region's historic past. Families and couples alike will enjoy wandering through the quaint streets and exploring local artisan shops. The nearby historic sites and picturesque tourist precinct provide ample opportunities for sightseeing, making Montegufoni an excellent destination for those looking to immerse themselves in the beauty of Tuscany.
  • Montagnana: Just a stone’s throw from Montespertoli, Montagnana is a delightful village that invites travelers to indulge in its cultural and romantic charm. The village is renowned for its well-preserved castle and historic landmarks, which serve as a testament to its rich history. Visitors can enjoy leisurely strolls through the scenic streets, dine at local trattorias, and partake in various entertainment options that highlight the region's vibrant spirit. Montagnana's inviting atmosphere makes it a perfect spot for couples seeking a romantic getaway or anyone wanting to experience Tuscan culture.
  • San Pancrazio: San Pancrazio is a picturesque village located near Montespertoli, offering travelers a unique blend of history and art. Known for its historic places, including a magnificent cathedral and charming churches, the village is a haven for culture enthusiasts. Visitors can explore the art scene and enjoy leisurely walks through the scenic surroundings. The local resort adds a touch of relaxation, making it an ideal destination for those looking to unwind amidst Tuscany's natural beauty. San Pancrazio is a must-visit for anyone wanting to experience the authentic charm of the region.

Best time to go to Montespertoli

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnyAverageSlightly 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 SunnySlightly HighAverage
June70.7°F (21.5°C)Light RainSunnyAverageSlightly 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 SunnySlightly LowAverage
November50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming travels? One effective strategy is to remain flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To help you discover the perfect Vrbo property that fits your budget, utilize our filters to sort options by price, location, and type of vacation rental. We're here to support you in finding the best deals for your next adventure.

Save more with One Key

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

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides you with an organized space to plan new adventures, manage your ongoing travel arrangements, and review your bookings. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the tranquil city of Montespertoli

Enjoy the wineries and other features of Montespertoli. This relaxing city is known for its cheese shops, biking and gardens. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Montespertoli

Do you want to find attractions to visit in the area? Venture out of your vacation home and experience everything that Montespertoli has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Antinori nel Chianti Classico (6.4 mi / 10.3 km)
  • Tenuta Torciano Winery (9.3 mi / 15 km)
  • Golf Club Bellosguardo Vinci (11.1 mi / 17.9 km)
  • Casa Sola - Chianti Winery (11.4 mi / 18.3 km)
  • Circolo Golf Ugolino (11.6 mi / 18.7 km)
  • Castello della Paneretta (11.9 mi / 19.1 km)

Exploring the natural landscape of Montespertoli

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Montespertoli is a great place to get out in nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Cascine Park (12 mi / 19.3 km)
  • Boboli Gardens (12.1 mi / 19.4 km)
  • Arno River (12.6 mi / 20.3 km)
  • Torrigiani Garden (11.9 mi / 19.2 km)
  • Giardino degli Iris (12.7 mi / 20.5 km)
  • Florence Botanical Gardens (13.3 mi / 21.4 km)

Traveling to and around Montespertoli

The nearest airport is in Florence Airport, Peretola (FLR), located 12.7 mi (20.4 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Galileo Galilei Airport (PSA), which is 33.7 mi (54.3 km) away.

Frequently asked questions

What is the best area to stay in Montespertoli when booking a vacation rental?
When considering a vacation rental in Montespertoli, Tuscany, a popular area to stay in is the historic center. This charming neighborhood offers a delightful blend of traditional Tuscan architecture and vibrant local culture. Staying here puts you within walking distance of top attractions like the Church of San Bartolomeo, which features beautiful frescoes, and the scenic Piazza della Libertà, a superb spot for enjoying a leisurely coffee while soaking in the atmosphere.

Another appealing area is the countryside surrounding Montespertoli, known for its picturesque vineyards and olive groves. This region is ideal for those looking to experience the quintessential Tuscan landscape, with opportunities for wine tasting and enjoying local cuisine at nearby agriturismi. The countryside also offers stunning views and walking paths for those who love outdoor activities.
How much does it cost to rent a vacation home in Montespertoli?
Prices for vacation rentals in Montespertoli 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 Montespertoli 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 Montespertoli vacation house rentals?
You can find great discounts on house rentals in Montespertoli 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 Montespertoli?
In Montespertoli, vacation houses are the most popular type of rental, with about 44 available throughout the picturesque Tuscan countryside. These homes typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas such as gardens or terraces, providing the great setting for families or groups looking to enjoy the tranquil surroundings. Additionally, there are around 38 apartments that offer a more compact option for travelers, often with cozy living areas and amenities for self-catering. Villas, with approximately 32 options, provide a luxurious stay, often set in scenic locations with private pools and expansive grounds. Cottages are also available, adding to the variety of unique stays in this charming region.
Are there any family house rentals in Montespertoli?
In Montespertoli, Tuscany, families will find a wealth of vacation rental options—around 91 homes available for their stay. This picturesque town is located among the rolling hills of the Chianti region, offering an idyllic setting for family gatherings. Many properties come equipped with spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces for relaxation and recreation. You can expect amenities such as private pools, gardens, and sometimes even game rooms to keep everyone entertained.

The area is well-known for its vineyards and olive groves, providing opportunities for wine tours and tastings that adults can enjoy while children explore the beautiful surroundings. Additionally, Montespertoli is conveniently located near historical sites and charming villages, making it easy for families to embark on day trips to nearby attractions.
Can I rent a vacation home with a pool or hot tub in Montespertoli?
In Montespertoli, Tuscany, there are many vacation homes available for rent that feature pools and hot tubs, with around 88 options to choose from. This picturesque area, known for its stunning vineyards and rolling hills, offers a range of properties in charming neighborhoods. Travelers can expect a variety of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor terraces, and fully equipped kitchens, making them ideal for both leisurely stays and entertaining guests.
Can I find long-stay vacation rentals in Montespertoli?
A long-stay vacation rental in Montespertoli 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 Montespertoli?
In Montespertoli, Tuscany, there are a variety of pet-friendly house rentals available, offering travelers a delightful stay in this picturesque region. Many of these rentals are set in scenic locations, providing stunning views of the surrounding vineyards and rolling hills typical of Tuscany. Guests can expect amenities such as fully equipped kitchens, outdoor terraces, and spacious living areas, making them suitable for families or groups traveling with pets.

The area is known for its tranquil atmosphere, and nearby attractions include charming towns and local wineries, where pets are often welcome. Additionally, the surrounding countryside offers plenty of opportunities for outdoor activities, including walking paths and scenic drives that are great for exploring with your furry friends.
Are there any remote work vacation rentals in Montespertoli?
In Montespertoli, Tuscany, there are numerous options for remote work vacation rentals, with around 108 properties available. This picturesque area, known for its rolling hills and vineyards, offers a serene environment for those looking to blend work and leisure. Many properties come equipped with essential amenities for remote work, including dedicated desks, comfortable office chairs, and high-speed Wi-Fi, ensuring a productive atmosphere.

Travelers can expect a range of accommodations, from charming villas to modern apartments, often featuring outdoor spaces where one can enjoy the beautiful Tuscan landscape during breaks. The town itself is rich in history, with local markets and restaurants showcasing traditional Italian cuisine, providing excellent opportunities for unwinding after a workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Montespertoli vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Montespertoli 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 Montespertoli?
In Montespertoli, popular vacation rental amenities include WiFi, kitchens, and swimming pools, making it convenient for travelers to stay connected and prepare their own meals. Many rentals also feature coffee and tea makers for easy beverage preparation and patios where guests can enjoy the beautiful Tuscan landscape.
When is the best time to visit Montespertoli for a vacation rental?
The best time to visit Montespertoli for a vacation rental is during the enchanting summer months, particularly in July. This period marks the peak season, where visitors flock to this beautiful Tuscan town, drawn by its lush vineyards and stunning landscapes. The warm weather, typically ranging from the mid-70s to low 90s Fahrenheit, creates an inclusive setting for outdoor activities, wine tours, and leisurely strolls through the picturesque countryside.

May through July is a vibrant time in Montespertoli as the region buzzes with life. Travelers can enjoy a variety of local festivals, culinary delights, and wine tastings that showcase the best of Tuscan culture. The delightful weather makes it great for exploring nearby attractions, such as the historic city of Florence, which is just a short drive away.

For those looking for a more budget-friendly option, December offers a quieter experience. While the temperatures dip to the low 40s to mid-50s Fahrenheit, visitors can enjoy the charm of the holiday season in Tuscany.
How early should I book a Montespertoli vacation rental?
Book your Montespertoli 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 Montespertoli?
In Montespertoli, Tuscany, visitors can explore a variety of attractions that highlight the region's rich culture and stunning landscapes. The town itself is known for its picturesque views of the surrounding vineyards and olive groves, making it an excellent base for wine enthusiasts. The area around Montespertoli is dotted with charming wineries, where travelers can enjoy wine tastings and tours, immersing themselves in the local viticulture.

The historic center features top landmarks such as the Church of San Bartolomeo, which provides insight into the area's architectural heritage. Additionally, exploring the nearby villages, such as Certaldo and San Gimignano, offers visitors a glimpse of medieval Tuscan life, complete with cobblestone streets and ancient towers.

For those who enjoy outdoor activities, the scenic countryside surrounding Montespertoli presents opportunities for hiking and cycling, with winding trails that showcase the beautiful Tuscan landscape. The nearby Monti del Chianti region is also accessible, superb for day trips filled with breathtaking views and cultural experiences.
Can I change or cancel my Montespertoli home rental booking on Vrbo?
To find Montespertoli 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 Montespertoli 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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