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Montespertoli vacation rentals

We found 1,452 vacation rentals — enter your dates for availability

Discover a selection of 18 homes, 18 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.

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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. Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore are just a couple of the must-sees in the area. 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)
  • Visarno Arena (12.2 mi / 19.6 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, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Montespertoli, Tuscany, the area around the town center is an excellent choice. This charming town is known for its picturesque landscapes and rolling hills, making it a superb base for exploring the Tuscan countryside. Staying near the center provides easy access to local amenities, including quaint cafes and shops where you can savor the region's renowned wines and culinary delights.

One of the top attractions in Montespertoli is the Castello di Montespertoli, a historical castle that offers stunning views of the surrounding vineyards and olive groves. Additionally, the nearby Museo della Vite e del Vino celebrates the area's rich viticultural heritage, making it a must-visit for wine enthusiasts.

There are a variety of vacation rental properties available in this area, ranging from cozy apartments to charming villas, allowing visitors to enjoy the authentic Tuscan experience.
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, apartments are the most popular type of vacation rental, with around 40 available throughout the charming Tuscan landscape. These apartments are typically found in quaint settings, offering amenities such as fully equipped kitchens, cozy living areas, and often stunning views of the surrounding vineyards. They provide a comfortable base for travelers looking to explore the local culture and cuisine.

In addition to apartments, there are about 37 vacation houses and 34 villas, which cater to larger groups or families seeking more space and privacy. These properties frequently feature multiple bedrooms, private gardens, and outdoor seating areas great for enjoying the beautiful Tuscan weather.
Are there any family house rentals in Montespertoli?
In Montespertoli, Tuscany, there are some family-friendly house rentals available, with around 76 options scattered throughout the area. This charming town offers a picturesque setting, superb for families looking to explore the beauty of the Tuscan countryside. Many of these homes feature spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces for children to play and enjoy the Italian sun.

Nearby attractions include vineyards and olive groves, providing opportunities for wine tasting and learning about local agricultural practices. Families can also enjoy exploring the historic town center, where they can find local shops and restaurants serving traditional Tuscan cuisine.
Can I rent a vacation home with a pool or hot tub in Montespertoli?
In Montespertoli, Tuscany, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 85 options to choose from. This picturesque area is known for its stunning landscapes, rolling hills, and vineyards, providing a serene backdrop for relaxation. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor terraces, superb for enjoying the Tuscan sun. Additionally, travelers can expect amenities such as fully equipped kitchens, comfortable living spaces, and often barbecue facilities for alfresco dining.
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, travelers will find a variety of pet-friendly house rentals, with around 63 options available. These accommodations often feature beautiful amenities, including spacious gardens, outdoor patios, and fully equipped kitchens, making them ideal for families and groups traveling with pets. Many properties are set in picturesque landscapes, offering serene views of the rolling Tuscan hills, which enhance the overall experience.

The area is rich in charm, with traditional Tuscan villas and rustic farmhouses available for rent. Guests can expect amenities such as cozy living areas, fireplaces, and sometimes even access to swimming pools or vineyards. Additionally, Montespertoli boasts nearby parks and scenic walking trails, providing plenty of opportunities for leisurely strolls with pets in the stunning Tuscan countryside.
Are there any remote work vacation rentals in Montespertoli?
In Montespertoli, Tuscany, there are plenty of remote work vacation rentals available, with around 103 options to choose from. This idyllic region, known for its picturesque landscapes and charming vineyards, offers properties that cater to the needs of remote workers. Many of these rentals come equipped with reliable Wi-Fi, allowing for seamless connectivity during your stay.

Travelers can expect a variety of accommodations, from rustic villas to modern apartments, often featuring dedicated workspaces or quiet areas conducive to productivity. Additionally, many properties provide amenities such as fully equipped kitchens, comfortable living spaces, and outdoor terraces where you can enjoy the stunning Tuscan scenery.

The town itself is surrounded by beautiful countryside, making it easy to take breaks and explore local wineries, historic sites, and traditional Italian cuisine. 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 rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with local Tuscan ingredients. Many properties offer onsite parking, which is convenient for those traveling by car to explore the beautiful surrounding countryside. Travelers can also expect outdoor spaces like decks or patios, superb for enjoying the mild Tuscan climate and stunning views. Additionally, some rentals permit pets, making it easier for travelers to bring their furry companions along.
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 peak season from May to July, with July being the most popular month. This vibrant period attracts travelers eager to explore the beautiful Tuscan countryside, indulge in exquisite local wines, and enjoy the warm, sunny climate, ideal for outdoor activities and sightseeing.

During these months, temperatures typically range from the mid-70s to low 90s Fahrenheit, providing superb weather for leisurely strolls through vineyards, charming villages, and historic sites. The lively option in Montespertoli enhances the experience, as local festivals and events often take place, offering authentic glimpses into the region's rich culture.

For those looking for a more budget-friendly option, visiting in December can be a great choice. While this is considered the low season, you can still appreciate the serene beauty of Tuscany, enjoy fewer crowds, and savor the cozy ambiance of local trattorias serving heartwarming dishes.

Ultimately, your choice of when to visit Montespertoli will depend on whether you prefer the bustling energy of the summer season or the tranquil charm of the winter months.
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, Tuscany, Italy?
In Montespertoli, Tuscany, visitors can explore a variety of attractions that highlight the region's rich culture and stunning landscapes. The historic center of Montespertoli itself offers charming streets lined with traditional Tuscan architecture, along with quaint shops and local eateries where travelers can savor authentic Italian cuisine.

Nearby, the Castello di Montespertoli provides a glimpse into the area's medieval past, offering scenic views of the surrounding vineyards and olive groves. The area is also renowned for its wine production, with several local wineries offering tours and tastings, allowing guests to experience the flavors of Chianti and other regional wines.

For those interested in art and history, the Villa della Torre is a top site, showcasing beautiful gardens and period architecture. Additionally, the picturesque landscapes of the Chianti region are superb for outdoor activities such as hiking and cycling, making Montespertoli an ideal base for exploring the scenic hills of Tuscany.
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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